ChicagoRuby @ Chime — June 3 Register: lnkd.in/gfJ_n9AA 🎤 Ifat Ribon — AI-generated tests & confidence 🎤 @fito.codegardener.com — Defying Gravity: Teaching AI to Write Better Ruby 🎤 @noelrappin.com — joined us as our third speaker Big thanks to Chime for hosting us again 👏 See you!

1,100 hours vs 250 hours. This is probably the clearest example I’ve seen of how big the gap is becoming between average engineering teams and truly strong AI-enabled teams. Full story on my LinkedIn: www.linkedin.com/posts/anton-...

May #ChicagoRuby @ AlphaSense is now on YouTube! ChicagoRuby is supported by Gotoinc — a UI/UX and Engineering Talent-as-a-Service partner for Ruby-powered organizations. If you’re scaling a Ruby or design team, feel free to reach out to me. 🎥 Recording: www.youtube.com/watch?v=wjl_...

ChicagoRuby starts the remote broadcast from AlphaSense in XX minutes. Speakers: 🎤 Hilary Stohs-Krause (@ @zscalerinc.bsky.social ) — What rock climbing taught me about programming 🎤 Ifat Ribon (@ LaunchPad Lab) — Yes, &…: Ruby’s Secret Talent for Improvisation us02web.zoom.us/j/8579272577...

ChicagoRuby @ AlphaSense — May 7, 6:00-8:30 PM CDT 🎤 Hilary Stohs-Krause — What rock climbing taught me about programming 🎤 Ifat Ribon — Yes, &…: Ruby’s Secret Talent for Improvisation 👉 In-person registration: forms.gle/oKbX26tQXDNB... Would be happy to see you there, I’ll be around 👋

Running into "on-call duty" term got me thinking: how do Ruby teams handle long shifts, active vs passive work, and extra days off? Experienced or curious like me? Share your thoughts — I’d love to hear from the community 🤝

What makes a CFP stand out? 🔥 Notes from “Speak at RubyConf Summit”: Strong proposals don’t try to impress — they’re specific, relevant, real. Full Do/Don’t breakdown on my LinkedIn: www.linkedin.com/posts/anton-...

ChicagoRuby @ AlphaSense — May 7, 6:00-8:30 PM CDT ❗️ Thursday this time (not our usual Wednesday) 🎤 Hilary Stohs-Krause — What rock climbing taught me about programming 🎤 Ifat Ribon — Yes, &…: Ruby’s Secret Talent for Improvisation Register: forms.gle/oKbX26tQXDNB...

ChicagoRuby @ PayPal — April Recording 🎥 Big thanks to PayPal for hosting If you missed it: youtu.be/Y4cTn5DTUFc?... 🎤 “Beyond Senior: Consider the Staff Path” — Joel Hawksley, GitHub 🎤 “Your Business Workflows Are Invisible, But They Shouldn't Be” — Tyler Ewing, Pen and Paper Solutions LLC

Quickly level up your engineering skills via teaching. The Tech Talent Accelerator (DPI) is looking for people to help Rails devs land their first job. Just 3-4 coffee chats. Sign up 👉 uic.ca1.qualtrics.com/jfe/form/SV_...

ChicagoRuby is today — if you missed in-person registration or you're not around Chicago, we’re waiting for you on Zoom: us02web.zoom.us/j/8579272577.... Today (Wednesday, Apr 1) | 6:00-8:30 PM CDT | PayPal 🎤 Joel Hawksley — Staff path after senior. 🎤 Tyler Ewing — Making Rails workflows visible.

When Gotoinc started supporting ChicagoRuby, our Head of Design said: “Why does this logo look frozen in the 2000s?” A few late nights later — we have a BEFORE / AFTER 🎉 Did we get it right? Would love your honest take 👇

From organizing ChicagoRuby to supporting it with Gotoinc 🤝 Starting this March, Gotoinc is an official supporter of ChicagoRuby. Gotoinc is a UX/UI and Engineering Talent-as-a-Service provider for Ruby-powered organizations. Looking for the next chapters of this journey!

April 1 — #ChicagoRuby @ PayPal 🎤 Joel Hawksley — Beyond Senior: Consider the Staff Path 🎤 Tyler Ewing — Your Business Workflows Are Invisible But They Shouldn't Be 🗓 Apr 1, 6:00-8:30 PM CDT 📍 222 W Merchandise Mart Plaza STE 800, Chicago, IL 60654 Details & registration: forms.gle/oKbX26tQXDNB...

Big thanks to the Vibes team for hosting the #ChicagoRuby community in March. If you missed the meetup, the recording on YouTube is a great way to catch up: youtu.be/6VfjG9PxD-0?... 🎥 Next meetup — Apr 1 at Braintree (a PayPal company): www.meetup.com/chicagoruby/... Would be happy to see you!

ChicagoRuby tomorrow — you don’t have to be in Chicago to join 👋 Join us on Zoom: us02web.zoom.us/j/8579272577... Mar 4 | 6:00-8:30 PM CST 🎤 @kcdragon.bsky.social — Hotwire Native (Rails -> native iOS & Android) 🎤 @jasonswett.bsky.social — Building a CI platform on Rails (AI + great UX)

It’s amazing to see ChicagoRuby attendance climbing back toward pre-pandemic levels! 🟥 If you know any Chicago companies using Ruby or with Ruby teams, please drop their names in the comments. You can also DM me if you prefer. 🟥 That’s the biggest help right now. Thank you in advance!

ChicagoRuby @ Vibes — March 4th 🎤 Mike Dalton — Hotwire Native: Build iOS & Android apps with Rails 🎤 Jason Swett — Building a CI platform on Rails (with AI leverage) 🗓 March 4th, 6:00–8:30 PM 📍 300 W Adams St, Chicago Register: forms.gle/oKbX26tQXDNB... Share with your Ruby friends. See you 👋

👇 A new vacancy from the ChicagoRuby community 👇 Tastytrade is hiring: Software Engineer II (Ruby) — Internal Tools 📍 Hybrid (Chicago, West Loop) 💰 ~$146K base + bonus Mid-level Ruby role with real ownership inside brokerage engineering. Apply here: job-boards.greenhouse.io/tastytrade/j...

February ChicagoRuby × tastytrade Huge thanks to the tastytrade team for welcoming the Ruby community. Thanks to our speakers: @jefflcohen.bsky.social — Learning How to Learn Brooke Kuhlmann — Milestones, Versioning, and Communication The talks are here: 👉 www.youtube.com/watch?v=jG9Y...

🚨 Last call for in-person registration 🚨 Today is the final day to register in person for the first ChicagoRuby meetup of 2026. Details and RSVP: www.meetup.com/chicagoruby/... Wednesday, February 4th, 2026 6:00 - 8:30 PM See you!

ChicagoRuby starting an initiative to collect & share #RubyVacancies from the local community I’ve shared a few solid Ruby roles in this post 👉 shorturl.ad/WQzzv Would a relevant list of local vacancies be valuable to you? #RubyJobs #ChicagoHiring #TechJobs #RubyOnRailsJobs #DevJobsChicago

Recordings from the @sfruby.com 2025 are now live! 🎥 If you missed a talk or prefer watching at your own pace — the SF Ruby Conf 2025 playlist is now available: www.youtube.com/playlist?lis...

ChicagoRuby x tastytrade 🔥 📅 Feb 4, 6:00–8:30 PM 🎤 @jefflcohen.bsky.social (in person) — Learning How to Learn 🎤 Brooke Kuhlman (remote) — Milestones A great night on learning, growth, and long-term engineering careers. 🔗 Details & RSVP: www.meetup.com/chicagoruby/...

🟥 Ruby 4.0 is officially released 🟥 Alongside the release, Ruby also introduced a redesigned official website — ruby-lang.org. The website redesign matters here more than it might seem at first glance. It reflects the same philosophy: clarity, approachability, and confidence built over time.

2025 was a special year with #ChicagoRuby, hybrid meetups, and Ruby events across the US — Sin City Ruby, RailsConf, XO Ruby, Rocky Mountain Ruby, SF Ruby Conf. Planning 2026 is easy thanks to RubyEvents 👉 rubyevents.org

ChicagoRuby is taking a short pause in January — we’ll be back on Feb 4, 2026 with our regular monthly meetups. Stay connected, and catch all our recorded talks on YouTube: www.youtube.com/@ChicagoRuby... See you in 2026! 🎉

2025 was a big year for #ChicagoRuby 🙌 We hosted 19 talks from some of the brightest minds in our Ruby community — covering DDD, modular monoliths, GenAI, Hotwire, developer happiness, resilience & more. The full lineup in comments👇

ChicagoRuby returned to a monthly rhythm in 2025 🙌 Endless thanks to Sara G., Michelle Yuen, Daniel Shadd & Dan Heintzelman — and to our hosts Pumping Station One, Adler, Tegus/AlphaSense, Avant, Chime, Workforce.com, @movebeyonddebt.bsky.social, Prism Spaces, cisco.com and DPI.

December closed out our 2025 ChicagoRuby meetups with great energy at DPI Big thanks to the TechReady Illinois team and Michelle Yuen for the hack night! Catch the intro & Michelle’s year-in-poem here: youtu.be/VW_5v0mFdIQ 🎬

Want to speak at a Ruby conf? 🚀 Blastoff Rails is happening in June in Albuquerque, NM! CFP ends Jan 11. Info: www.blastoffrails.com Submit: www.papercall.io/blastoff

@sfruby.com (#sfruby) was a huge success 🔥 Huge thanks to @inazarova.bsky.social for bringing the community together and to @evilmartians.com for supporting this initiative from day one. Grateful to every coordinator and to the volunteers who supported this event from behind the curtains.

Part 2 of the @sfruby.com (#sfruby) sponsors — the companies whose tools strengthen the Ruby ecosystem. Explore them: Avo • Thatch • Finta • Omada Health • WyeWorks • @movebeyonddebt.bsky.social • Binti • Saeloun • Tidewave • @hackclub.com • ezCater • Uscreen • Superconductor • CompanyCam

SF Ruby (#sfruby) — the first Bay Area Ruby conference since 2014 🔥 Part 1: Sponsors @bolt.new • Chime • Gusto • @cisco.com • Intercom • @temporal.io • AngelList • @planetscale.com • @gitbutler.com • @scoutmonitoring.bsky.social • Typesense • Cedarcode • @planetargon.com • Cactus • Visuality

November ChicagoRuby × @cisco.com — what a night 🔥 Thanks @kphurley.bsky.social & @alan.codegardener.com for making this collab happen. 🎙️ @andycandrea.bsky.social — Reusable JSON Schemas 🎙️ @patrickmcsweeny.bsky.social — Hotwire Your UX Practical, clean, immediately usable.

@sfruby.com Day 3 was the perfect community break! Started with a Lucasfilm museum walk (thank you, @inazarova.bsky.social), then joined the Golden Gate Bridge bike tour with @kanejamison.com, @jpcamara.com, @jeremysmith.co, @adarsh.ruby.social.ap.brid.gy and so many amazing Rubyists.

⚡️ Tonight: Final #ChicagoRuby meetup of 2025 Planned talk is paused, but the meetup and Hack Night are very much on: - more time to connect - pairing, building, and experimenting with fellow Rubyists & DPI students 📍 6:00–8:30 PM 🔗 Intro stream: us02web.zoom.us/j/8579272577... See you!

🔹 Ubicloud Demo at #struby — Open-Source Alternative to AWS Dan Farina deployed Mastodon across VMs, Postgres, Valkey, load balancers, and subnets in minutes. - Open-source cloud primitives - Fully encrypted networking Seeing Mastodon spin up live was a highlight!

🔹 @temporaltech.bsky.social Demo at #struby — Durable Execution for Ruby Tom Wheeler demonstrated Temporal’s core strength: kill the process mid-task -> it restarts and continues without losing state. “Your code focuses on the happy path. Temporal does the pessimism for you.”

🔹 NexHealth Demo at #struby — Healthcare Data Sync Engine Matt Duszynski showed how NexHealth connects to hundreds of EHR systems (many borderline prehistoric). - Normalizes inconsistent medical data “The healthcare industry barely works… Healthcare technology is stuck in 1997.”

🔹 Finta Demo at #struby — Unified Banking Integrations Andy Wang demoed a universal API that normalizes messy banking data. - Reconciliations, schemas, transaction formats “On average we auto-categorize 99.7% of transactions for customers, and we have a 97% accuracy rate.”

🔹 Superconductor Demo at #sfruby — Multi-Agent Cloud Coding Arjun Singh demoed an agent playground with dedicated cloud dev environments: each agent gets its own VM, browser, Rails server, and preview link. “We want Claude and other agents to keep working even if our laptop’s closed.”

🔹 Sixfold Demo at #sfruby — Insurance Risk Intelligence Brian Moseley talked about a system that reads 10 novels worth of material per underwriter per week and turns it into structured risk signals. “We modelled each carrier’s risk appetite as data, then let agents make decisions inside that frame”

🔹 Fin by Intercom Demo at #sfruby — Native AI Agent + Copilot Intercom showcased Fin, an AI customer-service agent built on LLMs, multimodal reasoning, and API-driven procedures. “AI has superpowers. It speaks every language and works 24/7.”

🔹 Cactus Demo at #sfruby — Voice AI for Home Services Avinash Joshi demoed a live AI phone agent that answers calls, qualifies leads, books jobs, writes summaries, and syncs to CRM — all in Ruby. For one HVAC company alone, Cactus added $37k in extra revenue.

🔹 AI Squared Demo at #sfruby — Multiwoven (Reverse ETL) Nagendra Hassan showed how Multiwoven brings warehouse -> SaaS syncs into one clean, Rails-driven pipeline. - Rails monolith + pluggable workers (Sidekiq or Temporal) “Teams don’t want more connectors, they want experiments to be fast.”

✨ @inazarova.bsky.social at #sfruby — Closing Words: A Moment for the Community Irina closed the conference with a message that was quietly powerful: - Ruby is not a trend, it’s a community with a long memory She reminded us that: “Ruby stays alive because Rubyists stay connected.”

🔹 Sarah Mei at #sfruby — “The Hardest Part About Software Is People” Sarah’s talk changes how you see your team - Technical debt is usually decision-making debt: postponed choices, unclear ownership, fragile context “The real work is making the invisible visible. Code is only one part of the job.”

🔹 Vladimir Dementyev at #sfruby — “Rails X: Reflect, Evolve, Predict” - ActiveRecord is powerful, but power demands intention -> Rails gives freedom, teams decide how to use it “Rails’ future isn’t authored by one person — it’s shaped by what we choose to build together.”

The final #ChicagoRuby meetup of the year is here ⚡️ Dec 3 — and the first ChicagoRuby Hack Night in years! Talk by @jefflcohen.bsky.social: “Learning How to Learn,” then an open hack session. Bring a project or join one! 🔗 www.meetup.com/chicagoruby/...