Investments

81+ start-ups over 30 years. Some acquired, some closed — every one a lesson. Yours could be next.

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to pitch

Asseta

The honest and sensible way to buy parts and equipment from the secondary market.

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Andy OS

Makes user acquisition more effective for mobile app developers, built on a custom Android OS.

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Buffer

Values-driven company providing affordable, intuitive marketing tools for ambitious people and teams.

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Blinkfire Analytics

Sponsorship data platform using computer vision to measure media value in real time.

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Bikanta

Nanodiamond-based technology pushing the boundaries of medical imaging and diagnostics.

Closed 2018

Bookity

The friendliest way to take group reservations at museums, historic sites and attractions.

Closed — failure is a good thing!

Barricade

Application security platform marrying intrusion detection with machine learning.

Bento

On-demand food delivery.

2014–2017

Chariot

The world's first self-sustainable mass-transit system for comfortable commuting.

Acquired by Ford

Contactually

Relationship management that stops important people falling through the cracks.

Acquired by Compass

Caribou Biosciences

Clinical-stage biopharma developing genome-edited allogeneic cell therapies.

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CoolChip Technologies

Kinetic Cooling — disruptive technology transforming electronics cooling.

Closed 2019, lessons learned

Classkick

The digital notebook app making effective teaching faster and easier.

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Chai

PCR solutions making research-grade biotechnology accessible to everyone.

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codeSpark

Award-winning platform turning programming into play for kids 5 and up.

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Codementor

Remote learning platform helping developers grow through live mentorship.

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Datanyze

Helps sales and marketing professionals find and connect with B2B prospects.

Acquired by ZoomInfo

Dishcraft Robotics

Full-service dishware delivery using robotics and AI for sustainability.

Closed, lessons learned

Faraday Bicycles

Designs and manufactures the finest electric bicycles on the planet.

Acquired by PON Holdings

Grove Collaborative

One-stop shop for 200+ vetted brands that love the planet.

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HappyCo

Full portfolio lifecycle support for property management companies of all sizes.

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Headout

Home to the world's best real-life experiences — tours, landmarks, activities and events.

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haystagg

Real-time bidding and predictive ad targeting for display advertising.

Closed 2016, many lessons learned

Heights

Unlock a healthier body and mind with smarter, science-backed supplements.

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Immediately

Mobile platform elevating the craft of sales to what matters — relationships.

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1World Online

Silicon Valley consumer intelligence platform for web publishers.

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KiwiCo

Hands-on projects building kids' creative confidence — 50 million+ shipped.

Matchmade

Brings advertisers and creators together across 1.1 billion videos on YouTube and Twitch.

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Mattermark

Accelerating sales and deal-making through data and automation.

Acquired by FullContact

NodeSource / Pocket

A content platform where high-quality stories thrive long after publish date.

Acquired by Mozilla

Navdy

A pioneering startup that did not make it.

Closed 2023

NextLesson

Standards-aligned lessons engaging students in real-world problem-solving.

Acquired by XanEdu

Paintzen

Revolutionizing the way homeowners and renters paint their living spaces.

Acquired by PPG

Pigeonly

Time 100 Most Influential Companies 2022 — communicate with incarcerated loved ones anywhere.

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Porterhouse.com

Meat delivered in under 30 minutes.

Closed 2020 — but gosh we ate a lot first

Peas&Pod

Monthly subscription box bringing the Montessori experience home.

Shortcut

The first project management platform uniting every team to build better products.

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Sapho

Employee experience portal delivering personalized experiences on any device.

Acquired by Citrix

Streamlabs

Software suite for live streamers to engage viewers and monetize broadcasts.

Acquired by Logitech

Sproutling

The world's first sensing, learning, predicting baby monitor.

Acquired by Mattel

Spry Health

Identifying early signs of clinical deterioration in chronically-ill patients.

Acquired by ZOLL-Itamar

Scalyr

Limitless infrastructure for live data queries, analytics, and insights. Index-free, blazing fast.

Acquired by SentinelOne

Sliced Investing

Online access to top private investments for advisors and accredited investors.

Closed 2022

Tradesy

Fashion, apparel, online resale.

Acquired by Vestiaire Collective

Teachable

Enabling the transformative power of knowledge.

Acquired by Hotmart

Ticketbis

Global marketplace for sporting events, concerts, and theatre tickets.

Acquired by eBay/StubHub

TableYeti

Connecting the dots across restaurant, bar, hotel and café operations.

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Pitch your dream to Simon.

His team reviews new pitches every week and reaches out to selected founders directly.