Gabriel Luna-Ostaseski

4x Founder, 2 Exits, Investor in 40+ Startups

gabelunao

San Francisco, California

10.8K connections

Joined November 2024

Summary

Gabriel Luna-Ostaseski is a serial entrepreneur with a proven track record of co-founding and scaling multiple successful companies, including Modernize (CalFinder), which he bootstrapped to over $75M in revenue and sold, and Braintrust Network, a decentralized talent marketplace that achieved a $100M annual run rate and distributed over $200M in earnings to its members. intro+3

As an active investor and advisor, Gabriel has supported more than 40 Silicon Valley startups, providing expertise in go-to-market strategy, sales, online marketing, and overall growth. He continues this work through Upshift Capital and Upshift Partners, focusing on early-stage crypto, marketplace ventures, and acquiring and operating cash flow-positive businesses. intro+3

Gabriel is a thought leader in the future of work and marketplaces, frequently sharing his insights through LinkedIn articles and guest lectures at institutions like Harvard Business School and USC Marshall School of Business. His writings cover topics ranging from the gig economy and AI's impact on jobs to the ownership economy and digital transformation. linkedin+1

Work

Education

Writing

How one person can change your trajectory, and why I want to be that person for others

October 1, 2024

Reflections on his decision to step away from Braintrust and his desire to help others on their entrepreneurial journeys.

linkedin.com

My Next Chapter...

November 1, 2023

An article discussing his transition from day-to-day operations at Braintrust Network to a board member and advisory role, reflecting on Braintrust's achievements and his passion for early-stage creation and investment in crypto and marketplace ventures.

linkedin.com