Josh Goldstein

Founding Partner, Growth & Partnerships at GrottoAI

📍 Denver, Colorado, United States🔄 Updated October 2026💼 3 investments📅 8 years investing🗓 Last invested Jun 2018
VC🌍 United States
3
Total investments
2
Early stage
1
Mid stage
0
Late stage
8y
Years active

Portfolio

3 investments · sorted by recency
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Late stage
Investor
Jun 2018
BUILDING AMERICA'S LEADING, VERTICALLY-INTEGRATED BITCOIN MINING COMPANY
Investor
Jun 2018
We’re building an open economy for everyone. Circle’s full-stack internet financial platform brings together Arc, Digital Assets like USDC, and Apps to help builders and organizations create innovative financial experiences and expand opportunities for people worldwide. Thousands of companies and millions of people have already settled trillions with Circle. What will you build in the open economy? Arc Testnet provided by Circle Technology Services, LLC, a software provider. Not a financial or advisory service. Not reviewed or approved by NYDFS. Users responsible for their own compliance. See arc.network for more. USDC is issued by regulated affiliates of Circle. See Circle’s list of regulatory authorizations: https://www.circle.com/legal/licenses USDC lifetime onchain transaction volume as of Mar 23, 2026 8:00 PM.
Investor & Advisor
May 2018
It's time to graduate from your teenage scents.
early stageManufacturing
Experience · 6 entries
All (6)
Investments (3)
2025
Founding Head of Partnerships & Growth
May 2025
GrottoAI was founded on a simple belief: in life’s most important moments, humans plus AI — not AI alone — will be what wins. And we’re starting with the journey of finding a home. As one of our customers put it, it’s the most intimate decision most of us will make. The current process is broken and impersonal: AI chatbots that produce generic output, leasing agents who aren’t given proper sales training. Meanwhile we know (and have the data to prove it) that the moments that truly convince someone to live somewhere are driven by rapport and relationship building. The laughs with a leasing agent while touring an apartment, or the genuine curiosity they might have about what you envision your next chapter looking like. So, we’re fixing this by building AI that drives bottom-line impact by helping humans shine during the moments that matter most. If you’re interested in joining us, drop us a note at team@grotto.ai.
2021
Vice President, Strategic Partnerships
Nov 2021
Flex is a simple app that’s changing the way the world pays and collects rent. Our technology makes the 1st of the month easy for renters and properties. For renters, we pay the rent on the 1st and let you pay it back when it works better for your budget. We help you buy some time (or whatever else you’re eyeing). For properties, we help you collect more and stress less. And we do the previously impossible by turning rent collection into a marketable amenity. WHAT WE STAND FOR •We believe you should be able to choose when you pay your bills. The flexibility of buy-now-pay-later has forever changed the way the world makes purchases. We believe the same flexibility should be available for one of life’s #1 expenses: rent. •We believe in the win-win. We like helping people keep commitments. With our technology, properties get the rent and renters get the time. The future is flexible. •We believe in the end of rent regret. Sharing human spaces used to be easier. But then payment came into the picture and rent regret was born. The worst part of rent regret is that it separates us from each other. We’re committed to solving rent regret forever.
2018
Investor
Jun 2018
BUILDING AMERICA'S LEADING, VERTICALLY-INTEGRATED BITCOIN MINING COMPANY
Investor
Jun 2018
We’re building an open economy for everyone. Circle’s full-stack internet financial platform brings together Arc, Digital Assets like USDC, and Apps to help builders and organizations create innovative financial experiences and expand opportunities for people worldwide. Thousands of companies and millions of people have already settled trillions with Circle. What will you build in the open economy? Arc Testnet provided by Circle Technology Services, LLC, a software provider. Not a financial or advisory service. Not reviewed or approved by NYDFS. Users responsible for their own compliance. See arc.network for more. USDC is issued by regulated affiliates of Circle. See Circle’s list of regulatory authorizations: https://www.circle.com/legal/licenses USDC lifetime onchain transaction volume as of Mar 23, 2026 8:00 PM.
Investor & Advisor
May 2018
It's time to graduate from your teenage scents.
early stageManufacturing
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