Reflecting on ladders, acquisitions, and personal trajectory after 8 years at Sentry with Ben Vinegar
Ben Vinegar has spent the last 8 years at Sentry in a variety of roles, from Software Engineer to VP of Engineering.
Today, Rebecca and Ben discuss non-linear careers, engineering career ladders, acquisitions, and more.
Find the transcript at: https://www.unblocked.fm/episodes/ben-vinegar-sentry-…
761: Cloudflare Analytics Engine, Workers + more with Ben Vinegar
Scott and Wes dive into Cloudflare’s Analytics Engine and Workers with special guest Ben Vinegar, Syntax’s General Manager. Tune in as they explore Clickhouse, data tracking, infrastructure costs, and transitioning from software products to managing a podcast. Show Notes
00:00 Welcome to Synta…
879: Fullstack Cloudflare
Wes and CJ break down everything Cloudflare—from Workers and R2 Storage to Hyperdrive and AI Gateway. Get the scoop on what makes Cloudflare tick, the quirks of their ecosystem, and whether vendor lock-in is a real concern. Show Notes
00:00 Welcome to Syntax!
01:40 Brought to you by Sentry.io…
929: Cloudflare Blocks AI Crawlers × Debugging Local Data × Raising Kids with Healthy Digital Habits and More
Scott and Wes tackle listener questions on everything from local-first databases and AI-built CRMs to protecting APIs and raising kids with healthy digital habits. They also weigh in on Cloudflare’s AI crawler ban, portfolio critiques, and more hot takes from the dev world.
Show Notes
00:00 W…
Ben Vinegar from Modem
Ben Vinegar is the Co-Founder of Modem.
Modem is your auto-triage Product Manager.
Modem turns scattered feedback – from users, teammates, and software – into actionable, living issues. Save time, reduce bottlenecks, and ship faster.
Chapters
00:00 Intro
1:45 The Future of Developer Tools
05:35 T…
1011: tmux + Terminal Maxxing with Ben Vinegar
Scott and Wes sit down with Ben Vinegar, former Syntax GM and founder of Modem.dev, to geek out over terminal-maxxing, from SSH-based development and tmux workflows to AI-powered coding agents. Ben also demos two of his open source tools: Hunk, a slick terminal code reviewer with 4k+ GitHub stars, …
Toronto Tech Week and the New Era of Canadian Startup Ambition
In this special episode of Tank Talks, Matt Cohen brings listeners inside Toronto Tech Week with a live podcast studio recorded at the Toronto Homecoming event. This episode captures a fast-moving snapshot of the Canadian tech ecosystem through candid conversations with Boris Wertz of Version One, …
E203: From Sentry to Modem - Rethinking How Product Teams Listen
In this episode, our co-hosts Robby and Tim talk with Modem Co-Founder Ben Vinegar who's building the AI product manager for software teams. He was previously a longtime engineering leader at open source application monitoring software platform Sentry.
Ben reflects on his journey from Disqus to ne…
1044: Ruby on Rails is Dead
Scott, Wes, and CJ ask whether Ruby on Rails is really dead (and whether Rust is just Rails you don't have to read), then dig into Meta's new Muse agent, which is free, comes with its own VM, and is already reading messages nobody asked it to. Plus: upm, a tiny TypeScript npm replacement, Opus 5.5 …
Get five people talking about your product - iterative feedback with Ben Vinegar
If you ship features and never hear what users actually said, this episode is for you. Kent talks with Ben Vinegar - co-founder of Modem, formerly founding engineer and VPE at Sentry - about aggregating feedback, eliminating adoption barriers, and keeping human judgment in the loop as AI speeds up …
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I have no special talent. I am only passionately curious, and
I listen to podcasts.
‐ Albert "Llamacorn" Einstein
