Now — Mastra (Port Co)
Chief of Staff at Mastra, the leading TypeScript framework for building AI agents, backed by Spark Capital, Gradient VC, SV Angel and Basecase VC. My role centers on sales, GTM, and customer support/success.
Inception - Early Stage Investing
Investing in non-consensus companies before they become consensus
Network
Operators and GPs who diligence deals and open doors when it matters.
Ray Tonsing
Caffeinated Capital
Varun Gupta
Caffeinated Capital
Sumeet Gajri
Original Capital
Mark Ghermezian
MXV
Lan Xuezhao
Basis Set Ventures
Bobby Lo
Vurb
Ricky Horwitz
Exponential
Brendan Baker
Rackhouse VC
Armaan Ali
Seifdune
Esteban Reyes
Zenda VC
Tiger Global
Fund
Marc Bhargava
General Catalyst
Josh Kuzon
Reciprocal Ventures
Evan Fisher
Portal VC
Max Abram
Scale VP
Nichole Wischoff
Wischoff Ventures
Brexton Pham
Cantor Fitzgerald
Julia Lipton
Awesome People VC
Ariana Thacker
MoldCo
Curtis Cheng
Rubik Ventures
Jessica Zaltulove
Hannah Grey
Luke Girgis
Rolling Stone (AU)
Tasti Zakarie
Bridge
and others
Process
Markets first, then founders.
Companies
* = angel investment
Thesis
As of August 24, 2026
Thoughtful Agentic Harnesses
AI-Enabled Services
AI-Enabled CPGs
AI-Enabled Marketplaces for Public Sector
And more…
Operator-Investor

GP, Operator-Investor
Now — Mastra (Port Co)
Chief of Staff at Mastra, the leading TypeScript framework for building AI agents, backed by Spark Capital, Gradient VC, SV Angel and Basecase VC. My role centers on sales, GTM, and customer support/success.
Before — Series (Employee #1)
Chief of Staff at Series, which builds tools for institutional allocators. I helped scale to our first $1B in AUM, ran all enterprise sales, and built the GTM organization. Backed by 776, Fin VC, Caffeinated Capital and Basis Set Ventures.
Before — Preside (Co-Founder)
Workflow automation for public safety and government, backed by Caffeinated Capital, Basecase VC, Banter Capital and Basis Set Ventures. We never found product-market fit — but I learned how to invest in the next generation of public-sector founders.
I specialize in taking companies from $0 to $10M+ in ARR, finding problem-market fit, and intentionally scaling an organization. I plan to share those learnings with the next generation of picks-and-shovels founders.
Founders
Reach out if you’re deep in-domain, don’t need hand-holding, and are raising before a lead is locked.
josh@picksandshovelsvc.com