---
title: Rails 20th Anniversary, Writing Culture
slug: rails-20th-anniversary-writing-culture
published_at: 2024-09-23 15:00:00 +0000
updated_at: 2024-11-18 21:17:14 +0000
summary: In this episode, we celebrate the 20th anniversary of Ruby on Rails, reflecting on its impact and vibrant community. We share Rails origin stories from the late 2000s and early 2010s. You&#39;ll hear about different companies&#39; reading and writing cultures, including practices like decision documents, meeting notes, and internal newsletters.You&#39;ll hear updates on current projects, with Colin discussing a major documentation initiative and the challenges of balancing meta-work with actual work. CJ provides an update on a large-scale refactoring project, detailing the process of converting enums to models across various parts of the codebase. You&#39;ll also get book recommendations, including &quot;The PARA Method&quot; about note-taking and personal knowledge management, and &quot;Unreasonable Hospitality&quot; which explores creating exceptional customer experiences.Finally, we discuss the concept of &quot;unreasonable hospitality&quot; and how to delight customers through thoughtful, personalized interactions.ResourcesUnreasonable Hospitality - https://www.amazon.com/Unreasonable-Hospitality-Remarkable-Giving-People/dp/0593418573PARA method - https://fortelabs.com/blog/para/ Amazon&#39;s working backwards - https://www.productplan.com/glossary/working-backward-amazon-method/ 
description: &lt;div&gt;In this episode, we celebrate the 20th anniversary of Ruby on Rails, reflecting on its impact and vibrant community. We share Rails origin stories from the late 2000s and early 2010s. You&#39;ll hear about different companies&#39; reading and writing cultures, including practices like decision documents, meeting notes, and internal newsletters.&lt;br&gt;&lt;br&gt;&lt;/div&gt;&lt;div&gt;You&#39;ll hear updates on current projects, with Colin discussing a major documentation initiative and the challenges of balancing meta-work with actual work. CJ provides an update on a large-scale refactoring project, detailing the process of converting enums to models across various parts of the codebase. You&#39;ll also get book recommendations, including \&quot;The PARA Method\&quot; about note-taking and personal knowledge management, and \&quot;Unreasonable Hospitality\&quot; which explores creating exceptional customer experiences.&lt;br&gt;&lt;br&gt;&lt;/div&gt;&lt;div&gt;Finally, we discuss the concept of \&quot;unreasonable hospitality\&quot; and how to delight customers through thoughtful, personalized interactions.&lt;br&gt;&lt;br&gt;&lt;strong&gt;Resources&lt;/strong&gt;&lt;/div&gt;&lt;ul&gt;&lt;li&gt;Unreasonable Hospitality - https://www.amazon.com/Unreasonable-Hospitality-Remarkable-Giving-People/dp/0593418573&lt;/li&gt;&lt;li&gt;PARA method - https://fortelabs.com/blog/para/&amp;nbsp;&lt;/li&gt;&lt;li&gt;Amazon&#39;s working backwards - https://www.productplan.com/glossary/working-backward-amazon-method/&amp;nbsp;&lt;/li&gt;&lt;/ul&gt;&lt;div&gt;&lt;br&gt;&lt;br&gt;&lt;/div&gt;
duration: 2547
keywords: []
author: CJ Avilla
co_author: Colin Loretz
url: https://www.cjav.dev/podcasts/rails-20th-anniversary-writing-culture
embed_url: https://share.transistor.fm/e/39c76d50
share_url: https://share.transistor.fm/s/39c76d50
image_url: 
podcast_show: Build and Learn
type: podcast_episode
---

# Rails 20th Anniversary, Writing Culture

*Published: September 23, 2024*
*Duration: 2547 seconds*
*Podcast: Build and Learn*

## Listen

[Listen on the web](https://share.transistor.fm/e/39c76d50)
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## Show Notes

&lt;div&gt;In this episode, we celebrate the 20th anniversary of Ruby on Rails, reflecting on its impact and vibrant community. We share Rails origin stories from the late 2000s and early 2010s. You&#39;ll hear about different companies&#39; reading and writing cultures, including practices like decision documents, meeting notes, and internal newsletters.&lt;br&gt;&lt;br&gt;&lt;/div&gt;&lt;div&gt;You&#39;ll hear updates on current projects, with Colin discussing a major documentation initiative and the challenges of balancing meta-work with actual work. CJ provides an update on a large-scale refactoring project, detailing the process of converting enums to models across various parts of the codebase. You&#39;ll also get book recommendations, including &quot;The PARA Method&quot; about note-taking and personal knowledge management, and &quot;Unreasonable Hospitality&quot; which explores creating exceptional customer experiences.&lt;br&gt;&lt;br&gt;&lt;/div&gt;&lt;div&gt;Finally, we discuss the concept of &quot;unreasonable hospitality&quot; and how to delight customers through thoughtful, personalized interactions.&lt;br&gt;&lt;br&gt;&lt;strong&gt;Resources&lt;/strong&gt;&lt;/div&gt;&lt;ul&gt;&lt;li&gt;Unreasonable Hospitality - https://www.amazon.com/Unreasonable-Hospitality-Remarkable-Giving-People/dp/0593418573&lt;/li&gt;&lt;li&gt;PARA method - https://fortelabs.com/blog/para/&amp;nbsp;&lt;/li&gt;&lt;li&gt;Amazon&#39;s working backwards - https://www.productplan.com/glossary/working-backward-amazon-method/&amp;nbsp;&lt;/li&gt;&lt;/ul&gt;&lt;div&gt;&lt;br&gt;&lt;br&gt;&lt;/div&gt;

## Full Transcript

  colin\_1\_08-01-2024\

_100949:   Welcome back, CJ.  Happy birthday to Rails 20th anniversary.  cj\_1\_08-01-2024\

_130949: That is   a surprisingly mature framework.  If I do say so myself.  colin\_1\_08-01-2024\

_100949:   is, it&#39;s two decades.  it almost can drink.  cj\_1\_08-01-2024\

_130949: Yes.  Recently I&#39;ve been reflecting a lot   about the future of rails and wondering  about, you know, how easy it is to   hire people who want to use rails.  There&#39;s a few projects coming up where, it   might be something that I sort of build as  a microsite and hand over to someone else.  And I want to use rails to do that,   but I&#39;m also like, maybe there&#39;s not  going to be someone to maintain it.  And I don&#39;t know, is that a concern that   you&#39;ve bumped into from other folks or.  Thought about  colin\_1\_08-01-2024\

_100949: not so much.  Like I think, like you said, the   maintainability and like finding  people who know Rails, there&#39;s   like this convention that is  not in most frameworks, even.  net.  JavaScript, things like that, where you   can build your structure any way you want.  So if you build it in rails, like   someone who&#39;s familiar with rails  is going to be able to pick it up.  And I think the death of that community   is very much, largely overblown.  Like just because rails conf isn&#39;t   going to be happening anymore.  It does not mean that.  That all of a sudden, all these   20 years of rails veterans are  going to just disappear and   they&#39;re going to switch frameworks.  They&#39;re going to, they&#39;re   going to go to rails world.  They&#39;re going to go to Ruby comps.  They&#39;re going to go to blue Ridge Ruby.  They&#39;re going to go to, you know,   mountain West Ruby or whatever,  you know, all those different ones.  I think you&#39;ll be able to   find some people to support it  cj\_1\_08-01-2024\

_130949: totally.  Yeah.  I am also very optimistic and hopeful,   that, the community will continue to grow.  With the future of rails and with   large language models, helping  us write code is the power of   convention over configuration.  is so much stronger when you&#39;re using   an LLM and you&#39;re in a framework that  expects, you know, these conventions,   because the predictability of  the way to implement something is   influenced by like all of the past art.  And so being able to look   at most rails apps and like.  Squint your eyes a bit and see, okay,   they&#39;re all roughly the same shape.  And so if I want to do something that is   similar than, you know, co pilot should  be able to just spit out the things that   you want for rails, whereas it might be  much harder in other languages, especially   like really bespoke new funky languages or  when you&#39;re in a really funky environment.  colin\_1\_08-01-2024\

_100949: for sure.  Yeah.  I&#39;m curious.  What is your rails origin story?  How did you get into rails?  cj\_1\_08-01-2024\

_130949: yeah.  In college.  I took a class about databases and   it was like, go implement, or learn a  bunch of different types of databases,   learn about the cap theorem and how to  set up relational databases, what are   no SQL databases and things like that.  And at the very end, the project was   like, To go set up a rails application  and use associations, rails associations,   and try to like, just see the power  of, an ORM and what it can give you.  And so my first ever   experience was touching it.  I think probably this was   probably like 2009, 2010 ish.  but then I didn&#39;t really do   anything serious with it until 2013.  colin\_1\_08-01-2024\

_100949: Nice.  cj\_1\_08-01-2024\

_130949: Yeah.  What about you?  colin\_1\_08-01-2024\

_100949: I can&#39;t   remember how I first found it because I.  I was already starting to use it.  So in two, let&#39;s see, in college,   I was the editor of the web  editor of the college newspaper.  And we were using a platform   called college publisher, which  was like all the schools used it.  And what was cool is that then   college publisher would go sell ads.  Against all these newspapers and then   put them in the website and we would make  commission make some money off of that.  MTV bought College Publisher and they won.  They took away all of the ad revenue   from everybody And they just plastered  it with MTV ads, like they thought that   was their target demo, And so we decided  as a newspaper to start our own software   and probably not the greatest idea in  the world, but we decided to build our   own CMS, for publishing the newspaper.  And that was when I remember, I   actually wish I had it on my shelf  here, but I&#39;ve been and I have a   stack of my first Ruby on Rails books.  that, It&#39;s very timely and they&#39;re   hard to give up even though they&#39;re  like comically out of date now.  but I remember going to RailsConf   in 2007 and I don&#39;t know if it was  2007 or 2008, but someone got up on   stage and demoed this like Rails app  wrapped around Git and letting you like   create pull requests and see comments.  And that was like the   early version of GitHub.  And it was really cool because   this was like back when Y was  still going to Rails confs.  And there were a lot of people who   I just did not know who they were.  And they were not really   well known at the time.  So then we fast forward.  I remember specifically leaving that   first Rails book on an airplane.  and I&#39;m a college student.  So you know, it&#39;s not insignificant   to like, Oh, I got to go buy  this computer book again.  And so I went and bought it again.  I hope someone found it and   came to, to be a Rails developer  after they found that book.  But, yeah.  We built the CMS, we ran it for   two years, because I think I  was like sophomore, junior year.  And then we quickly realized   that I&#39;m going to graduate and  no one can support this thing.  And we moved to WordPress, and I left the   Rails world for a little while, and went  full throttle into the WordPress world.  but I think since then, the newspaper&#39;s   been on WordPress and still rocking.  and then I&#39;ve come back to   Rails many times since then.  cj\_1\_08-01-2024\

_130949: In   terms of like use cases, a  newspaper is a great use case for  WordPress.  CMS, easy to edit, whatever.  but yeah.  Wow.  So you&#39;ve been in the, in and   around rails for a super long time.  That&#39;s so  colin\_1\_08-01-2024\

_100949:   Yeah, it feels like a long time.  I know that we used to   have a Reno RB group.  I know that I think maybe even Twitter   helped me get into Rails, just because  I think it was built on Rails in   the early days, or at least Ruby.  And so it was the known quantity.  And I No, that I was on   Twitter pretty early.  I don&#39;t know when those all intersected.  It&#39;s like I could have ended up in Django   and my path would be very different.  Or like I found with WordPress,   it was just that you&#39;re not likely  to find a programmer who&#39;s going   to be running the newspaper versus  someone who can do WordPress plugins   and themes and stuff like that.  So just made sense.  cj\_1\_08-01-2024\

_130949: I remember   one of the first startup weekends.  I don&#39;t know if you remember the year   that startup weekends was kicked off  in Reno, but, we did the hackathon.  and then I remember being at the   collective, like working on our  startup after startup weekend.  And there was a Reno RB talk   that night at the collective.  And this was like back when   we were in the upstairs  colin\_1\_08-01-2024\

_100949: The clubhouse.  cj\_1\_08-01-2024\

_130949: yeah, clubhouse,   like locations, many locations ago.  And someone gave a talk on Capybara.  And also like just, I think it was, yeah,   just like different test frameworks that  they were using and having success with.  So it&#39;s probably 2010, 11 ish.  And I remember thinking, Whoa,   like Ruby is such a cool thing.  And we were building like our startup   weekend hackathon tool with net.  And I was like, Yeah.  I was like embarrassed that we were   using like a corporate, you know, not the  cool, hot new frameworks, that Ruby was.  colin\_1\_08-01-2024\

_100949: Yeah,   it was a golden era, I think, for  software and like the internet.  Just like people building things for fun.  I feel like some of that is coming back   around I think like less AI pendant  startups I don&#39;t think we need more of   those in the world as much as we need  these like fun little internet toys and   Things that you just do for fun and I  think Yeah, we&#39;ll see where that comes,   but like 2008, 2012, like that four year  period was just like such a golden era for   frameworks and tools built all on rails  or built, you know, tangentially, or,   you know, things like node knockout node  was starting to come up around then too.  so yeah, happy birthday to rails.  cj\_1\_08-01-2024\

_130949: Yeah.  Very cool.  Very cool.  I wanted to just like chat a little   bit about reading and writing  cultures and what your experience   was with them and what I&#39;ve seen.  this sort of started because there&#39;s   a few cultural habits and things that  I picked up from Stripe that I really   like, and that I&#39;m trying to bring over  to craftwork, the latest of which being   a decision document where you work  together in written word on a shared   Google doc to try to come to a decision.  I remember when I first started at Stripe   being insanely intimidated by how much  reading and how much writing there was.  Many things if you wanted to   get them done, the way that you  did that was by writing a doc.  A lot of stuff doesn&#39;t really   happen without, support and  stakeholder buy in and whatever.  And when you&#39;re at a small   company, you can just make a  comment and then it happens.  Whereas at a bigger company, you   need a little bit more organization.  And so by writing a doc, you can get   stakeholder buy in and iterate on the  thinking behind the doc and other things.  But I do remember thinking,   wow, this is a ton of reading.  And like the first month of Stripe,   I probably read more than I had,  like in the previous several years   combined, just, pouring over, whether  it was like onboarding or new, Teams   would publish newsletters on a weekly  cadence of here&#39;s what we met about.  Here&#39;s the progress we made.  Here&#39;s where we&#39;re at.  Here&#39;s what we&#39;re thinking for the future.  Here&#39;s what&#39;s next.  there were so many different cultural   things around reading and writing.  And I don&#39;t know.  I think it&#39;s a interesting to learn from.  And I&#39;m curious, like in your, in   your career so far, would you say  that the companies that you&#39;ve   worked with and for have had a really  strong reading and writing culture?  And what does that look like for you?  colin\_1\_08-01-2024\

_100949: Yeah, I   think the last couple of companies,  especially with the advent of notion,   I know like when I worked with  Strava, they use Dropbox paper a lot.  it was just docs and docs.  at Orbit, we had a pretty heavy   notion culture because it was  so both reading and writing.  Because we were distributed from San   Francisco all the way to East Europe.  Especially I think with the async nature   of work to be able to, again, like outline  all the things, get stakeholder buy in,   also get any sorts of side effects that  maybe you didn&#39;t think about that someone   else has experience with things like that.  and at discord, we do things like, PRDs   for product review, RFCs for technical  things before we write any code.  it&#39;s definitely interesting.  And it&#39;s funny that When we talk a little   bit later about what we&#39;re working on,  there is that, like how much meta work   do you do versus doing the work, but  in bigger companies, you can&#39;t just   ship it without any consideration for  what it&#39;s going to do to the user, to   the team, to how a lot of people expect  things to work today, things like that.  So I think it does help to fully   flesh things out and then pump the  brakes a little bit and just make   sure that you thought through things.  cj\_1\_08-01-2024\

_130949: totally.  It sounds like, uh, Amazon&#39;s   working backwards culture seems  pretty powerful to where they I   think they write the press release.  I didn&#39;t know about the fact document,   but like writing a press release of  what the new product will be announced,   like how it will be announced and then  writing a frequently asked questions   document that kind of helps you think  about what people ask about that.  is interesting.  Another thing that I&#39;ve heard of Amazon   doing on the dev side is like starting  with an API design document or like   almost starting with an open API spec.  I think they use something else called   Swifty or something, but, starting  with that open API spec, writing   the examples, writing, here&#39;s the  arguments that go in, here&#39;s the   response you&#39;re going to get back.  And then using that as a   sort of guiding document.  both are examples of working   backwards, but, yeah, I don&#39;t know.  Both of those sort of seem useful.  I don&#39;t know.  Sometimes it can be tricky and feel a   little bit fake to try to write a press  release, like before you know the product.  it&#39;s almost you&#39;re doing a, Oh, gosh.  What is it like?  Sometimes in an interview, you&#39;ll do   role playing or they&#39;re like, okay, now  I&#39;m going to be the customer and you&#39;re   going to be the salesperson or whatever.  try to sell me on this thing.  It&#39;s okay, this feels a little bit cheesy  colin\_1\_08-01-2024\

_100949: Sell me this  cj\_1\_08-01-2024\

_130949: right?  Yeah, exactly.  Exactly.  colin\_1\_08-01-2024\

_100949: like the FAQ   document though, because it&#39;s putting  yourself in the shoes of the customer.  And even if it like, say it&#39;s   something we&#39;re working on, if you  can&#39;t write a press release about   it, should you be building it?  Is it going to improve   the customer experience?  Is it going to improve some bottom line?  Is it going to, is it going   to move the needle at all?  If you really can&#39;t write that post,   there&#39;s probably some reflection to do.  when we build things and we announce   them, we write these posts in our  Discord developer server called DDevs.  And we almost always   write a changelog thing.  And most of the time, it   gets written afterwards.  but I have this saying that I   don&#39;t know where I picked up.  I&#39;m sure it&#39;s from somewhere where   it&#39;s begin with the end in mind.  And it&#39;s very similar to working backwards   in the Amazon way, but I have taken to  like writing the docs first or once I see   a PRD or an RFC, I think okay, and this  is like for developer products, but this   could be the same for what is the, what  does the instruction manual look like?  What does the user update look like?  Whatever it might be.  And just writing the   docs first, because then.  If you try to explain someone how   they&#39;re going to use it or how it&#39;s  going to affect them, you&#39;re going to   anticipate the questions that they have.  You&#39;re going to put   yourself in their shoes.  what about this?  And what about this?  And that way you&#39;re not like,   announce the thing and then be  inundated with reactive comms.  And you guys didn&#39;t think about this   or, you know, what other things are  you going to put out that you know,   are half baked or something like that.  cj\_1\_08-01-2024\

_130949: you think   that, being a documentarian or being  a docs writer becomes harder when.  You might not have the same developer   experience, like not having like actually  built the, build stuff in the past.  Like I could imagine it being really   hard to be that thoughtful and  anticipating someone&#39;s questions if   I hadn&#39;t used a rest API, but I&#39;m  trying to write the docs for rest API.  I  colin\_1\_08-01-2024\

_100949: that&#39;s,   there&#39;s like lots of layers there  because like it depends on what the   rest of the API is even doing, right?  if you&#39;ve never implemented subscriptions   in Stripe, do you know the gotchas?  Do you know the things you have   to consider and like dunning  periods and failed cards?  And the API design is probably not going   to show you all those things because those  are like things that happen in real life.  I like to think of it almost like TDD   where like writing the docs first is  the test first and maybe it&#39;s, you&#39;re   literally writing tests first or,  instead of an API design, I think just   writing in pure words and like painting  a picture of what the dream state is.  I do think it gets into that meta   work of Oh, we have to move fast  and we can&#39;t get the dream state.  So what does half look like?  And it&#39;s would you write a press   release for half of this thing?  are you going to be triumphantly   celebrating this thing if  it&#39;s only half, or is it only   celebratory if it&#39;s fully finished?  so I think it&#39;s important.  I think.  what you&#39;re calling out is just like   making it inherent in the culture that  this is something we do here versus   Colin does this and CJ does this, but  everyone else is doing their own thing.  you know, what does that culture   look like and how can you build that?  You mentioned a few other things   like five 15s meeting notes.  How do all those kind   of roll up into this?  cj\_1\_08-01-2024\

_130949: think there   are also, other cultural things like,  okay, if we have a meeting coming up   cause there&#39;s a Google calendar event  for it, then in the description of the   calendar event, there&#39;s a link to a doc.  It&#39;s expected that you&#39;ve read the   doc before left comments and we&#39;ve  had like a thoughtful discussion and   we have everything out on the table,  before we actually meet and then once   we meet, there&#39;s also like notes of  who said what during the meeting.  With action items at the bottom, and   you&#39;ve you&#39;ve gone in with a clear,  agenda of what you want to, brainstorm   or make a decision about or whatever.  and then you come out of the   meeting with clear, next steps and  who&#39;s owning what and, you know,   or deeper connection, in some way,  deeper collaboration in some way.  So that like meeting notes is another   one where I&#39;m that I am trying to bring  to the crew like, all right, before we   meet, let&#39;s always have an agenda that  has like several things on it when we   meet, we&#39;ll go over those things after  we meet there&#39;s action items and there&#39;s,   you know, things that are everyone  at the meeting can take away from it.  so that becomes also like a living   artifact of What was the decision  that was made and why, and what   were like some of the thoughts that  were behind it and why, we do have   a lot of documentation in notion.  That&#39;s just you know, company   documentation about like holidays  and, you know, how do you book a trip   and how do you, I don&#39;t know, like  basic stuff in notion, but, yeah,   that&#39;s also really valuable though.  having consistency.  And, I don&#39;t know, just standard   processes about how things work and  should work and, maybe like documenting   processes too, in Notion is valuable.  I don&#39;t know, another one that   comes to mind too is readme.  in your GitHub, readme for your   project, does it have all the  instructions to get set up?  Does it have all the instructions   for, like, how to use the  tools that are inside of that?  Code base and, and so on.  So yeah, lots of little   different writing artifacts.  I&#39;ve been trying to rack my brain   about, it&#39;s been a while, but like  just other things that, that I   really liked from Stripe even before  that, I think my VR had a pretty.  like more of a deck heavy   culture where it was like, okay,  we&#39;re going to have a meeting.  So let&#39;s put together a   Google slides presentation.  Everyone&#39;s like responsible for   a slide and you have to go in  and add bullets about X, Y, or Z.  so yeah, there&#39;s definitely   like different ways to  do it, but  colin\_1\_08-01-2024\

_100949:   the deck one is interesting.  Like we have multiple teams and multiple   all hands and to be honest Like I would  prefer a bulleted pre read and then if   there&#39;s stuff to show and deck and all  that stuff Like that&#39;s one thing but   if the all hands is the first time ever  hearing about it Like I don&#39;t Yet no   questions I have and during these usually  we have questions in a separate session.  so there is time for that, but I do   enjoy like the pre reads ahead of time.  So you&#39;re not like coming into a meeting   and everyone only has, you know, some  people are coming in late and some people   can&#39;t make it and some people on PTO  and in bigger companies like having both   the pre read and the post read means  that if you missed it, you can just   read that and you can comment on async.  If you.  And I think that creates a healthier   culture than, you know, a lot of  people say Oh, if you&#39;re not in the   office, you&#39;re probably not, you  know, as connected to your team.  And you&#39;re probably not   going to get promoted.  It&#39;s that&#39;s because you&#39;ve got   a really in person culture.  And if you missed it, you missed it.  And no one&#39;s taking notes.  Cause I think there&#39;s like that, even   in boards and stuff for like nonprofits.  And so it feels like the secretary   seems to be the job that nobody wants.  And.  Sometimes it&#39;s a literal role and   sometimes it rotates between all the  board members of who&#39;s writing the   minutes or the notes for the meeting  and That feels like something AI could   solve a little bit like let&#39;s just have  once this is good enough Have it write   the notes for us We have an AI that does  this and it also pulls out the action   items and who talked and who did what?  So that&#39;s super nice  cj\_1\_08-01-2024\

_130949:   Which one are you using?  colin\_1\_08-01-2024\

_100949: It&#39;s homegrown   It&#39;s only, it&#39;s like internal, like  only inside of our like team discords.  Yeah.  cj\_1\_08-01-2024\

_130949: that&#39;s cool.  I just recently tried tactic with a Q out.  there&#39;s a few that I&#39;m just like bouncing   between just experimenting and trying  to see Which is the least intrusive?  Because I find that like when there   have been a couple that I&#39;ve tried  that join the Google, like the   Google Meet call or the Zoom call,  it joins as like a separate person.  It&#39;s who is this creepy like other person?  And there&#39;s others that are much less   intrusive where it&#39;s like a Google Chrome  extension that just happens to be there.  Oh,  colin\_1\_08-01-2024\

_100949:   you want other people on the  call to know that&#39;s happening.  Like these are all internal calls.  So we all, and they joined the discord.  So like this bot joins the discord.  We are discord.  So we can.  Record the audio, send it over, you know,   and I think because we home built it, it&#39;s  not like we&#39;re sending all of our private   meetings off to open AI or whatever.  and then it afterwards creates   a notion doc with all the notes.  It has some fun flair where it then   takes all the people who are in there  and based on their behaviors creates   a screen play based on how people  were like acting in the meeting.  they&#39;re like, this person, in the   theme of, Deadpool, and this person was  Deadpool, this person was Wolverine, and   yeah, it&#39;s just really, it&#39;s very much  like, when it works, it&#39;s pretty funny,   and then above that, it has the action  items and the actual meeting notes.  cj\_1\_08-01-2024\

_130949: Nice.  I like that.  It&#39;s like adding, yeah.  Adding a little bit of a RIS to  colin\_1\_08-01-2024\

_100949: Little whimsy.  cj\_1\_08-01-2024\

_130949: the culture.  Yeah.  the last thing that I wanted to mention   too, before we move on, is that like one  of the behaviors that I recognize from   some of the like higher level engineers  that I worked with, at Stripe, it&#39;s   like L4, L5 at other places, I think  they would be considered like L6, L7   is that they send internal newsletters.  So whether, whatever meetings happen,   maybe you like take the meeting notes  and you send an email after with just   to the people who were at that meeting,  or maybe to the teams that were at that   meeting about here&#39;s what we talked about.  And here&#39;s what we&#39;re going to do.  and then the really like high functioning   folks would take, those meeting notes.  And, maybe over the course of a   month, synthesize all of those  and then publish an internal only   newsletter that would be sent to a  Google group that anybody could join.  and that gave them a lot of visibility.  And it also was like a way to   just like brag about their team.  So it like elevated their team.  And yeah, if you&#39;re out there and you&#39;re   you know, mid level and you want to  get promoted, I think this is a pretty   effective way to Get discovered is to  write an internal newsletter that is,   you know, bragging about your own team.  So  colin\_1\_08-01-2024\

_100949: Yeah.  I don&#39;t think I think in startups   you don&#39;t see as much of this type  of culture and stuff cause they&#39;re   small and they got to move fast.  But there&#39;s this habit of when   you&#39;re, whether you&#39;re fundraising or  bootstrapping or whatever you&#39;re doing,   usually it&#39;s given as investor advice,  which is everyone you&#39;re meeting and   talking to you ask if they can, if you  can put them on your newsletter, or   say Hey, do you want to get updates?  You&#39;re not asking for money.  Like you say, Hey, I want to have coffee.  I want to, you know, give you a pitch,   but maybe you&#39;re asking for advice.  Similarly, if you want   money, ask for advice.  If you want advice, ask for   money type of situation.  So ask if you can be like, Hey, maybe   it&#39;s not the right time for you.  Can I put you on updates?  If you&#39;re bootstrapping, it&#39;s also   valuable because then when you&#39;re.  Putting out updates on Oh,   I&#39;m trying to do this thing.  I&#39;m trying to hire, I&#39;m   trying to do whatever.  Like you now have this list that   you can use when you do a beta, when  you do a Kickstarter, when you do   whatever, you now have this following  and maybe it&#39;s Twitter, maybe it&#39;s   email, whatever that might be.  but it&#39;s more like building   public that you can control and  creates a list and a following.  And, I&#39;ve been talking to somebody   who&#39;s trying to start a coworking  space and I&#39;m like, you can&#39;t   open on day one with no customers.  you need to have pre sold this place.  people need to be having pre committed to   the first three months and you open full,  do not maybe half full, but I see posts   of Oh, I&#39;m starting a business and I have  no customers on day one and I&#39;ve spent two   years coding and no one&#39;s ever seen it.  or coworking space opens and   it&#39;s three months in and we  haven&#39;t had a single tour.  This is where you got to write down   and talk about what you&#39;re working on.  and I think all of this helps, right?  There&#39;s these internal   newsletters, external newsletters.  If you&#39;re a one person team, create your   own little council that you&#39;re talking to  and documenting and getting feedback from.  cj\_1\_08-01-2024\

_130949: I love that idea.  I&#39;m going to steal that.  The like investor updates, but like to  colin\_1\_08-01-2024\

_100949: Yeah.  I want the, the board of the   personal board of directors, right?  cj\_1\_08-01-2024\

_130949: yes.  Yeah.  So good.  So good.  cool.  What are you building?  What are you working on these days?  Colin?  colin\_1\_08-01-2024\

_100949: Yeah, this   one kind of follows up with this, but  I hit a point yesterday where I was   like, I just need to start writing.  so I&#39;m working on a big docs project   again, and I realized that I was  like getting caught up in answering   questions and in some cases,  like verifying that some of these   things work the way that they do.  I was doing a little bit of reorganizing   Asana tickets and then I spent like an  hour in Asana and I was like okay that   was an hour that I did not get actual  work done like the meta work sometimes   is the work when you&#39;re like delegating  and having a team but like I&#39;m the one   who&#39;s going to be writing these docs so  I like closed everything put myself in do   not disturb and just Turned on some good  music and just started writing and I got   like Surprisingly like a good skeleton  and everything built out And like I think   I was telling myself like let&#39;s get this  done by the in two weeks from now And I   think I&#39;m gonna get done like tomorrow  Which will be at least like a first draft   so that then the team can go read it  And a lot of it in what we just talked   about is stuff that has not shipped yet.  And so I want to document and point   out like this doesn&#39;t work the way  we think it does, or we&#39;re missing   something or Hey, like this thing  that we&#39;re doing is going to like   by the time this episode comes out,  hopefully all of this will have shipped.  So I can talk about it, but like some   of it is Hey, this breaking change does  affect people more than we think it will.  And this is the guide that they&#39;re going   to have to follow to, to do that upgrade.  cj\_1\_08-01-2024\

_130949: Nice.  It&#39;s exciting when you like get   a big chunk of work done that you  didn&#39;t, that you thought might take   longer, but, yeah, it worked out to  be much,  colin\_1\_08-01-2024\

_100949: I&#39;ve   got all the raw material already.  It&#39;s just it&#39;s easy to feel like you&#39;re   being productive by moving it around  and it&#39;s no, like we need to turn   this into gold now and do the work.  How about you?  cj\_1\_08-01-2024\

_130949: Totally.  Oh gosh.  doing a big refactor, changing a bunch   of things from enums to models still.  And, yeah, anyone who&#39;s done that knows   that there is, it&#39;s like a three PR  process at least to make the new field,   migrate all the data from the old field  to the new field, deprecate the old field.  make sure you&#39;re not using the old   field, update all the tests and  then remove the old field, drop the   column and then move on from there.  and we&#39;ve got I think we ended up touching   like 20 different models and like of  those lots and lots of different stuff.  very close, but,  colin\_1\_08-01-2024\

_100949: Are   you doing that model by model,  like three PRS per model?  Or are you doing one giant, make   all the new columns across all the  models and then migrate all the data?  cj\_1\_08-01-2024\

_130949:   It&#39;s a little bit of both.  I did like a big group together   at once and then updated like the  integration points for all of those.  And now I&#39;m doing another big   group and then I&#39;m doing, I&#39;ll  be able to do the last big group,  but yeah, it&#39;s, it was interesting   trying to think through how to attack it.  Cause depending on where you   start, it can end up being like,  colin\_1\_08-01-2024\

_100949: This   code&#39;s dependent on this code.  cj\_1\_08-01-2024\

_130949: exactly.  Yeah.  The first in the first time   I went through, it was like.  It was actually like seven or eight   PRS that were all, you know, a couple  of hundred lines here and there.  And then the second time I did it, I   was like, Oh, I think I could do more.  Let me just bite off,   like a whole big chunk.  And so that PR was like 1500 lines or   something and touched a hundred files.  And there was like two or   three bugs that fell out of it.  And so that one was like, obviously   a little bit more cowboy ish.  But, yeah, I think just, yeah.  Yeah.  doing it in  chunks.  So we&#39;re almost there.  colin\_1\_08-01-2024\

_100949: I&#39;m sure   the first one taught you how to do the  next one in a slightly different way.  cj\_1\_08-01-2024\

_130949: Yeah.  There&#39;s a lot of, so have you ever   used the strong migrations Okay.  Yeah.  So the, I&#39;m like pretty new to it,   but what&#39;s nice about it is like,  It helps avoid these like foot guns   of okay, I&#39;m dropping a column.  And then I&#39;m trying to use that data from   that column to populate a new column or  something, or I&#39;m renaming something.  And it, when you try to run the   migration, it&#39;s oh, actually  you should do this in two steps.  And here&#39;s the steps that you should do.  And first you should add a check   constraint in one migration.  And then in another migration,   different transaction or whatever,  You check the check constraint, change   the nullability of the column, and  then re add the check constraint.  And so it makes it so that you   have less downtime instead of  just being like, All right.  I&#39;m deploying now.  Everyone hold on.  colin\_1\_08-01-2024\

_100949: Insert the   hold on to your butts gif right here  cj\_1\_08-01-2024\

_130949: Yeah, exactly.  Yeah.  You get like a flood of errors   from production that like are just  transient do it like mid deploy or  whatever.  So yeah, I think we definitely   had a handful, but I tried  my best to minimize like the  colin\_1\_08-01-2024\

_100949:   Yeah, I know I&#39;ve used it.  I don&#39;t know under the hood how it   works, but I, it reminds me a lot of  like terraform plan versus apply where   it&#39;s let&#39;s do a dry run of this and  see if there&#39;s anything that we didn&#39;t   think about or like how long would  it simulated, like how long would it   take simulation like wise so that we  can plan around downtime or whatever.  but if, have you used terraform at all?  cj\_1\_08-01-2024\

_130949: just a  little bit.  yeah, just experimenting for some striped  content, but  colin\_1\_08-01-2024\

_100949: Yeah, when   it works, it&#39;s you feel so powerful.  Like you&#39;re just like, all right,   I&#39;m planning this thing and we&#39;re  creating all these services and all   these boxes and all these databases.  And you&#39;re just like, terraform   it up, terraform it down.  it&#39;s very nice.  cj\_1\_08-01-2024\

_130949: That&#39;s so cool.  I, yeah, I do remember feeling you   know, when you like grab the little  scale, auto scale bar and you&#39;re   like, all right, let&#39;s auto scale  this thing up to 10 boxes or whatever.  It&#39;s so funny because   you feel so powerful.  And also I don&#39;t know.  I it, because when I was doing   this in the past, I was the one  paying for the Heroku boxes.  It always made me nervous to be like,   all right, we&#39;re gonna scale this up to  20, You know, 20 workers   right now to chew through  colin\_1\_08-01-2024\

_100949:   just thrown money into a fire.  cj\_1\_08-01-2024\

_130949: yes, exactly.  Terraform is gasoline to the   money fire that is like AWS  colin\_1\_08-01-2024\

_100949: Yeah.  I&#39;m sure that there are still startups,   but there was one called cloudability.  They probably are still around that   manages your, watches your cloud spend  and like detects anomalies, which I   feel like in an AI world and all this,  it should be so much easier, like   just send all your cloud watch logs to  something and be like, do you tell me   if we see a spike in price or like this  box is running and no traffic&#39;s going   to it and you know, all that stuff.  So cool.  cj\_1\_08-01-2024\

_130949: along those   lines, I like totally got saved the  other day by open AI&#39;s spend limit.  I think I put my platform limit at   20 bucks and I wrote a background  job or I kicked off a background job   to re summarize all of my articles.  And, And all the podcast episodes or  something, and it went through and while   it was doing it, there was like a bug and  sidekick was just retrying the job over   and over and over until I spent 20 bucks.  I was like, oops, like I just kept   retrying to summarize and like  when the summary came back from   opening, I like wasn&#39;t going in the  database because there was no field.  I was like,  colin\_1\_08-01-2024\

_100949: They&#39;re just   like, throw this data away, go get it  again, throw it away, go get it again.  cj\_1\_08-01-2024\

_130949: Yeah,   try again, but yeah, there was, I  don&#39;t know, I&#39;ve got some videos on   YouTube probably from about a year  ago that was how I built my like,   summarization for articles on my website.  It was, it&#39;s so funny looking at it   because back then the context windows  were so small that I had to do this   crazy chunking thing where it was  like break up the entire article   into 20 different chunks, summarize  each of the chunks and then summarize   the summaries into a new summary.  And now it&#39;s just just take the   entire thing, throw it at GPT four.  And it gives you a beautiful summary.  That&#39;s a thousand times better   than what we had before.  colin\_1\_08-01-2024\

_100949: Amazing.  cj\_1\_08-01-2024\

_130949: yeah, crazy  colin\_1\_08-01-2024\

_100949: Yep.  On the learning front, I&#39;m very excited   about the book you&#39;re reading, but I&#39;ll  quickly tease mine because I just got it.  I have not started reading it yet.  I&#39;m blaming Aaron Francis and, more   Ian Landsman for this one, but I use  Obsidian in the most messiest books.  inconsistent way.  And he has been running into   this, trying to find the perfect  notes, obsidian sinking situation.  And he keeps mentioning the Paris system.  So I picked up the Paris system book.  I don&#39;t really want to do this like   whole second brain, huge, like repository  I have to keep up, but I want to add   some sort of structure and I have  not successfully stuck to something.  So this area, the Paris stands for like   project area responsibility, and then  It&#39;s something else for the last A.  and we&#39;ll talk about it more in the future   episode I think once I get through it.  cj\_1\_08-01-2024\

_130949: I also   want to read this and I&#39;m just now  starting to get curious enough that   I think I&#39;m going to start one.  Mike just showed me he&#39;s using log sack.  I think, other people that   I&#39;ve seen use obsidian.  And I was noticing that I have been   taking notes that have nothing to do  with work, but are like stuff about   life, like people that we run into or  like parents of our kids, friends that   I want to be like thoughtful about.  those interactions or networking and,   maybe we have stuff going on with the  rental property or whatever, like just   things that are happening, vacation,  whatever, like stuff that&#39;s happening   that I want to take notes about that  I want to be linked together and right   now I&#39;m literally just sending myself  colin\_1\_08-01-2024\

_100949: yeah.  We gotta upgrade that game.  cj\_1\_08-01-2024\

_130949: I know.  Yeah.  And so I, part of it for me though,   is that it has to be easy to  update on mobile and on a desktop.  and so I don&#39;t know.  Yeah, maybe let&#39;s like do  an  colin\_1\_08-01-2024\

_100949: do an   episode on, second braining for sure.  cj\_1\_08-01-2024\

_130949: yes, yeah.  definitely worth digging into.  I was actually going to ask   you right before we started  about a second brand.  I didn&#39;t know that Paris system was  colin\_1\_08-01-2024\

_100949: It&#39;s one of the   many, one of the many that are out there.  So I&#39;m not sure if I&#39;ll stick to it,   but I&#39;ve also gone down the rabbit  hole of Asana and notion and people   use their notion to organize their  life and have all these like trackers   and notes and stuff like that.  And I&#39;ve paid for a few of them to   see like how their templates work  and how that, and it becomes this.  meta work again of maintaining   and grooming your notion.  I need a system that   can get out of my way.  but, yeah, I think, what   book are you reading?  And I&#39;m curious how far you are   because it&#39;s one of my favorite books.  cj\_1\_08-01-2024\

_130949: Oh, really?  Okay.  Yeah.  So I just finished this book   called unreasonable hospitality.  it is amazing.  Mike recommended it.  We&#39;re actually reading it as like a   book club, like a company book club.  And, yeah.  So what was your introduction   to this or like, how did you  colin\_1\_08-01-2024\

_100949: So I found   it, Somewhat through co working so like  I guess it shouldn&#39;t be surprising but   like hospitality I mean co working and  hospitality is like the new buzzword right   now Where everyone went from like we are  community instead of just office space   and then now it&#39;s like really focused on  hospitality Which I think is swinging too   far in another direction where they&#39;re  like, you need to have baristas and like   these 4, 000 espresso machines on site.  And it&#39;s I know none of you are   making enough money to afford this.  So it&#39;s just throwing   good after bad, I think.  Similar to restaurants, though,   you have such low margins.  And what I love about this book is it   comes from one of the founders of 11  Madison Park, which is on my website.  bucket list of restaurants to go to.  just this idea of someone expects one   thing, but then you do one thing times  a hundred, and you didn&#39;t need to,   and you&#39;re not charging for it, you  did it to bring surprise and delight.  and yeah, I just think like   some of the stories that they  do are like, so over the top.  But also so amazing.  so I think it makes a lot of sense for   you and, you know, in the team to be  doing this, cause there&#39;s a lot there   where people don&#39;t expect little moments  of surprise and delight when interacting   with somebody across the text message  or, you know, checking into an Airbnb or,   you know, any of those steps along the  way are opportunities for that surprise.  cj\_1\_08-01-2024\

_130949: Totally.  the book is all about how to form   authentic human connection with.  The people that you&#39;re serving   and that, by doing so you will  see outside unexpected returns.  And, so the, there are so many   really fun examples throughout  the book that they give about,   just insane stuff that they do.  you know, one example might be if   someone is sitting down to dinner  and they mentioned that they have to   get up midway to go feed the meter.  they&#39;ll just ask Oh, what   does your car look like?  And where&#39;d you park?  And then they&#39;ll take care of it.  They&#39;re just like, go out, feed the meter   for you so that you don&#39;t have to get  up and go and little things like that.  Also, you know, someone mentions that it&#39;s   their birthday to the reservationist the  day before, then when you come in, they&#39;ve   already like Googled your name, they know  what you look like and they can welcome   you by name and say happy birthday,  welcome, and bring you in, take your coat.  You sit down, have your dinner.  And then after your dinner, they already   know which coat is yours through all  these different like little systems  that they&#39;ve built to scale   their like hospitality.  and yeah, I think it&#39;s,   it was really inspiring.  And also there&#39;s this, role at   the company that they&#39;ve created  called a dream weaver, which is   like a person who is responsible for  building these ad hoc one off magical   moments or like moments of delight.  There was a couple of people that I   worked with at Stripe, Edwin and SMCA  Sam, who would go on Twitter and people   would post about like their experience  with Stripe and they would come up with   these like crazy over the top things.  And so like Chris Oliver, they   sent him like this massive,  like one of those giant checks.  Cause he like made a joke about you   know, what if the Stripe API had  like this giant check thing and.  Other people, they sent you know,   little, there was one that I think  it was like a skateboard shop or   something, and they sent them like  a skateboard, like a little finger   skateboard deck with like their own logos.  And, yeah, just like really interesting   ways to, be unreasonable about how  you serve your customers and how you   like show up for them individually.  and just build that authentic connection,  which I think really goes a long way.  colin\_1\_08-01-2024\

_100949: there was a   little bit of this like movement with  delivering happiness from Tony Hsieh   and Zappos because they&#39;re, they also  believed very much in this and it was   funny because someone at the collective  was like, that, that, I just read the   book and there&#39;s no way that would happen.  And, somehow this was in the earlier   days of Twitter when you could tweet  and actually cut through some of the   noise, but I think he tweeted at,  Zappos and GaryVee That like, I bet   they won&#39;t send us a pizza and they  both sent pizzas to the collective.  And the funny thing was like   Gary V sent a local pizza place.  Someone from Gary V&#39;s team probably   found a local place and sent a pizza and  Zappos sent like Domino&#39;s, but we got two   pizzas and, It was interesting because  like we were not necessarily customers   of either of them, but it was that,  that, I think that was really popular   and in vogue at the time of doing things  that people don&#39;t expect and all that.  But I think the important thing is that   like they truly care about doing it.  When I see it happening and some of   the coworking and stuff, it&#39;s Oh,  our, we got a building and we threw   Ikea in it and no one&#39;s showing up.  So now we&#39;re going to, Community wash   and say, Oh, but we&#39;re so focused on  community and they don&#39;t really mean it.  And so then community was like,   Oh, community didn&#39;t work.  So now let&#39;s do hospitality.  And it&#39;s almost like hospitality washing.  It&#39;s okay, how can you,   how is that possible?  Like you&#39;re still offering this amazing   experience, but like you can tell that  they, with this dream weaver role and   every little interaction, like they have  baseball signs to be able to tell people   things, when it&#39;s time to refill water,  instead of yelling across the street.  The space or having someone even have   to ask for water that they&#39;re just,  they&#39;re anticipating, or like we talked   about earlier, like what their needs are  versus doing it to make another dollar.  Like they know this is going to cost them.  But when you&#39;re thinking about where   am I going to go to dinner for a  celebration, a big moment in my life,   like the meter one is a good example.  The people are spending 500 a   person on dinner to have to go  out and put money in the meter.  Seems like a mismatch of the experience.  So that is a simple thing.  The pizza one I really loved.  We&#39;re like, we&#39;re in New York and   we never got to have New York pizza.  So they like send out someone, they   get pizza, bring it to the chef.  The chef like does it up a little bit,   doesn&#39;t change it too much, but does  fancy presentation and they&#39;re like,   you know, here&#39;s your full dinner.  But then also we wanted to   really make sure you had some  New York pizza before you left.  cj\_1\_08-01-2024\

_130949: Both Colin   and I have read it and remembered,  several stories, but the book is   just jam packed with like dozens and  dozens of different stories of like   how they delighted their customers.  So I think it&#39;s a great way to   get inspired too, if this is  something that interests you about   Oh, how could I do that for my.  Whatever, fill in the blank  business,  colin\_1\_08-01-2024\

_100949: And it   doesn&#39;t have to cost money either.  Like I think some of those are   expensive options, but they  have high ticket customers.  So like even little thoughts like, you   know, in our case when members come  in, like we could just say hi, but like   taking that extra time, like when we  do tours, I do look people up and if,   especially if they&#39;re software people,  cause I don&#39;t think they expect us to   know who or what their companies are.  And it&#39;s if we know what the company is,   if, It helps because I&#39;m in software,  so I know these companies like it, it   just goes a little bit further and I  guarantee nine times out of 10 we end   up getting that member more than if they  went to some other place and they&#39;re   like, didn&#39;t even have a greeting at  the door and there&#39;s no one there to   even figure out what the next step is.  You could just meet this,   the anticipation, but  you&#39;re going that next step.  And it could be an email.  It could be a phone call.  It could just be like remembering   something about somebody and  bringing it back around and   having them be heard or seen.  it doesn&#39;t have to be these huge,   grandiose, things that cost money.  cj\_1\_08-01-2024\

_130949: Yep.  Totally.  colin\_1\_08-01-2024\

_100949: Cool.  cj\_1\_08-01-2024\

_130949: highly recommend.  colin\_1\_08-01-2024\

_100949: Yeah.  We&#39;ll put some links   for sure for that one.  and the Paris system we&#39;ll do the build   and learn book club, the Paris system.  cj\_1\_08-01-2024\

_130949: nice.  Yeah, let&#39;s do it.  colin\_1\_08-01-2024\

_100949: Very  cj\_1\_08-01-2024\

_130949: You can   head over to build and learn.  dev to check out those links and   resources and transcripts and  all the notes from this episode.  Thank you so much for   listening and hanging out.  colin\_1\_08-01-2024\

_100949:   We&#39;ll see you next time.  cj\_1\_08-01-2024\

_130949: Bye friends.  All audio, artwork, episode descriptions and notes are property of CJ Avilla, Colin Loretz, for Build and Learn, and published with permission by Transistor, Inc.  [**Broadcast by**](https://transistor.fm &quot;Broadcast by Transistor.fm&quot;)

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      "agent_type": "Claude Code",
      "message": "Your feedback here",
      "page_url": "https://www.cjav.dev/podcasts/rails-20th-anniversary-writing-culture"
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```

