Des Moines-based technologist and builder, Derek Brooks has a career that spans Fortune 100 roles, scrappy startups, and high-stakes political tech for the Obama campaign. Broox, as his friends know him, traces his path from growing up in eastern Iowa and discovering software at Cornell College to early work at Pioneer (now Corteva), a pivotal stint at Red 5 Interactive, and becoming a remote engineer before it was cool.
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Brooks shares inside stories from the Obama 2012 campaign—building integrations and the high-pressure Call Tool used for millions of voter contacts—and how that experience led to a post-campaign startup in “contextual commerce” that was acquired by PayPal. He pulls back the curtain on acquisition realities, his time across PayPal/Braintree/Venmo, and why seeing products people actually touch fuels his work.
Chapters:
00:00 - Meet Derek Brooks
01:57 - Midwest Roots to Remote Work
05:00 - Obama Campaign to PayPal
16:06 - Early Web Hustles
17:34 - Sabbatical Reset
20:12 - Rocket AI Advice
deleted X from my phone cause the algorithms are terrible and shit's toxic.
follow me on bluesky: https://t.co/dQ5VU62aR7
or instagram: https://t.co/CbcsRFepJd
or my website: https://t.co/OJTztCHozV
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We just elected a lying, abusive, criminal, old man in steep mental decline over a fully qualified woman with an actual agenda… again.
This country is absolutely fucked.
I wrote a blog about what bothers me most about this election cycle. It's largely that I just don't understand how we got here, and I'd love your thoughts.
https://t.co/tA3eLgO8zh
I pointed the Google NotebookLM AI to the bio on my website and it made a “podcast.” It’s pretty funny what it learned and chose to include in the conversation, but it’s also so, so dumb, lol. Their commentary on tech is 🙈
https://t.co/1mBaSwtRdf
Today is always a big reminder of Kari’s strength. I wrote this blog about it last year, but she remains an ultimate fighter, even with some new challenges at play.
https://t.co/gKL5v0URnz
Finally able to send/receive high quality media with Android friends using our native messaging apps.
It took way too long, but thanks for finally supporting RCS, Apple.
“Back at home we all have a lot of work to do but from here, it sure looks like a perfect world.”
I love traveling, because it broadens perspective… but the quotes from people who are fortunate enough to travel into SPACE just hit on a whole nother level.
Wow. So there was a rational person on that stage and also a rambling-ass, old man with no plan.
Make sure that you’re registered to vote and that your registration is active. We are better than this.
Vote.