About
Matt Holden founded Whywhywhy, a company focused on embed analytics in communication tools. He previously founded TapEngage through Y Combinator's 2011 batch, served as a Product Manager director at Dropbox, and worked as a product manager at Google.
Matt Holden @holdenmatt
I'm increasingly coding in "Zodish" i.e. writing English specs for how I want some small AI component of a system to work, and "compiling" that to a strict Zod schema with built in validation rules (+prompts/evals) English (spec, prompt, evals) express intent, Zod bounds output
Jul 29, 2026 Β· β₯ 5
Matt Holden @holdenmatt
My current unscientific coding model ranking: Fable > 5.6 Sol > Opus 5 Tried Opus 5 a few days and did some side-by-sides, but I find Sol consistently better. Not sure when I'd reach for Opus vs Fable/Sol. Fable is still strongest, but I prefer Sol as my "everyday" daily
Jul 27, 2026 Β· β₯ 1
Matt Holden @holdenmatt
Surely, there is a better middle option between hitting approve 20x per day and giving full disk access...right? Is this a macOS thing? Can I not say it's ok to work in a specific folder? https://t.co/K7UOCXOWod
Jul 9, 2026 Β· β₯ 2
Founder/CEO at TapEngageYC S11
Intro paths
Matt went through Y Combinator (Summer 2011) β any YC alum in your network can reach them through the YC community.
In turn, Matt can intro founders to TapEngage's investors below.
TapEngage's investors Β· 1
Co-founders at TapEngage
Experience
- SliderCo-Foundercurrent2025 β presentBoulder, CO
- Capset LabsAI Engineer2023 β 2025Boulder, CO
- WhywhywhyFounder & CEO2020 β 2022Boulder
- GoogleSenior Product Manager (Search)2018 β 2020Boulder
- FullContact Inc.VP Product Management2016 β 2017Greater Denver Area
- DropboxDirector of Product Management2014 β 2015San Francisco
- DropboxProduct Manager2012 β 2014San Francisco
- TapEngage (acquired by Dropbox)Co-Founder & CEO2011 β 2012San Francisco
- GoogleProduct Manager2008 β 2011
- KBC Financial ProductsSoftware Engineer & Quant2007New York City
Education
- University of ChicagoM.S., Mathematics2007 β 2008
- University of CambridgeMaster of Advanced Study (Part III), Mathematics2005 β 2006
- Pomona CollegeB.A., Mathematics2000 β 2004
Skills & more
+7 more
HiveMobile ApplicationsAnalyticsProduct DevelopmentOnline AdvertisingSoftware as a Service (SaaS)Start-upsLanguages English Β· French
From Matt's professional profile.
Founder mafias
Y Combinator mafia8,668
Also came through, then founded or led a company.
+ 8,661 more
University of Cambridge mafia156
Also came through, then founded or led a company.
+ 149 more
University of Chicago mafia90
Also came through, then founded or led a company.
+ 83 more
Pomona College mafia9
Also came through, then founded or led a company.
+ 2 more
FullContact mafia3
Also came through, then founded or led a company.
Same school
Also attended University of Chicago334
+ 328 more
Also attended University of Cambridge793
.png)
+ 787 more
Also attended Pomona College50
.jpeg)
+ 44 more
Shared employers
Also worked at Google1,533
+ 1,527 more
Also worked at FullContact Inc.3
Also worked at Dropbox120
.png)
+ 114 more
