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Below is the data (periodically updated) on all of my private startup investments to-date. The idea is to be transparent about all of them: no window dressing and no survivorship bias. I've sought in good faith to represent them all here.

The vast majority of these investments were passive / on the sidelines. That means I wasn't a large or meaningful part of their fundraising round, just allowed to participate with a smaller amount (typically $5,000 to $25,000).

The longer-term goal of this dataset is to shed light on early stage investing to make it better for everyone involved. To bring some of the rigor of public markets with the "disinfectant of sunlight".

I think there are a lot of lessons available for founders and investors alike, and hope to increase the available data over time. Reach out if you'd like to see me add any data points or background!

A quick note on returns (click to expand)
  1. Return calculations require assigning at least two valuations: when you invest and at some later point, either when you exit or at an arbitrary point in time. Exits are easy to calculate (the price is set by someone else, just as the investment had), but the majority of current investments otherwise must be valued arbitrarily by some estimate of current value.

    Currently I am using the simplest methodology available: the last fundraising round valuation. That means if they haven't raised more money since, the valuation is statistically more likely to be overstated than understated. Remember, this is not an endorsement or investment advice, nor an offer for any securities.

  2. A lot of the returns show small declines or near complete losses but not total losses. These should probably stand out as peculiar, but there's a good reason for both: fees/transaction costs.

    The vast majority of deals have some allocation of transaction costs for legal and related expenses incurred in the transaction. That means less than 100% of the principal ends up getting invested in the company. Therefore it immediately has a negative return equal to the amount of transaction expense incurred. And in the event of a total loss without a distribution, it has been accounted for as a total loss of the principal invested excluding the transaction costs.

Founded 2014Invested 2022

AI platform providing financial services firms with real-time insights through advanced NLP and predictive analytics.

ActiveSeries BAI / ML
Round Size
$20,000,000
Valuation
$90,000,000
Return
-3.0%
Founded 2016Invested 2022

Robotics company developing automated massage and wellness solutions using advanced robotics and AI.

ActiveSeed+Robotics
Round Size
$5,000,000
Valuation
$42,000,000
Return
+93.0%
Founded 2017Invested 2022

Full-service parking operator platform managing operations, payments, and enforcement for parking real estate.

ActiveSeries ATransportation
Round Size
$15,000,000
Valuation
$53,300,000
Return
-2.0%
Founded 2016Invested 2022

Digital banking platform in Mexico providing modern financial services and money management tools.

ActiveSeries B+Payments
Round Size
$35,000,000
Valuation
$225,000,000
Return
-51.0%
Founded 2015Invested 2022

Digital pharmacy platform offering same-day prescription delivery and medication management services.

ActiveSeries EHealthcare
Round Size
$200,000,000
Valuation
$1,200,000,000
Return
-61.0%
Founded 2021Invested 2022

Vietnamese investment platform making stock and crypto investing accessible to retail investors.

ActiveSeedFinance
Round Size
$1,000,000
Valuation
$40,000,000
Return
-2.0%
Founded 2010Invested 2023

Platform connecting startups with investors, talent, and resources for fundraising and growth.

ActiveOtherInvestment Platforms
Round Size
$100,000,000
Valuation
$4,100,000,000
Return
+0.0%
Founded 2020Invested 2021

AI-powered audit automation platform streamlining financial audit processes for enterprises.

ActiveSeedSaaS
Round Size
$1,750,000
Valuation
$8,000,000
Return
+23.0%
Founded 2011Invested 2022

Enterprise mobile security and threat detection platform protecting against wireless threats.

ActiveSeries B+Security
Round Size
$15,000,000
Valuation
$129,000,000
Return
-2.0%
Founded 2019Invested 2022

US-regulated cryptocurrency exchange offering trading of digital assets.

ActiveSeedBlockchain / Crypto
Round Size
$300,000,000
Valuation
$4,500,000,000
Return
-1.0%
Founded 2018Invested 2022

Sustainable oral care company creating plastic-free toothpaste bits and eco-friendly dental products.

ActiveSeed+Consumer
Round Size
$5,000,000
Valuation
$65,000,000
Return
-4.0%
Founded 2017Invested 2022

Financial technology company providing corporate credit cards and spend management software for businesses.

ActiveOtherFinance
Round Size
$1,000,000
Valuation
$12,000,000,000
Return
-1.0%
Founded 2020Invested 2021

Cryptocurrency tax and portfolio tracking platform for investors and traders.

ActivePre-SeedFinance
Round Size
$1,000,000
Valuation
$7,500,000
Return
-4.0%
Founded 2012Invested 2021

Cloud-based clinical data platform accelerating clinical research through automation and standardization.

ActivePre-SeedHealthcare
Round Size
$1,000,000
Valuation
$6,000,000
Return
-3.0%
Founded 2014Invested 2021

Aerial imagery and analytics platform for agriculture optimization using AI and thermal imaging.

ActiveSeries CAnalytics
Round Size
$30,000,000
Valuation
$150,000,000
Return
+0.0%
Founded 2020Invested 2021

Media platform enabling creators to produce and monetize interactive content experiences.

ActivePre-SeedMedia / Entertainment
Round Size
$500,000
Valuation
$4,000,000
Return
-2.0%
Founded 2007Invested 2022

AI platform providing real-time emotional intelligence analysis for customer service interactions.

ActiveSeries CAnalytics
Round Size
$50,000,000
Valuation
$450,000,000
Return
+0.0%
Founded 2020Invested 2022

Personal finance app using AI to help young professionals track, understand, and optimize their spending and savings.

ActiveSeedFinance
Round Size
$3,000,000
Valuation
$35,000,000
Return
+40.0%
Founded 2019Invested 2022

Banking and financial literacy platform designed for teenagers and families.

ActiveSeries AFinance
Round Size
$20,000,000
Valuation
$105,000,000
Return
-1.0%
Founded 2017Invested 2022

Decentralized clinical trial platform enabling research teams to run virtual and hybrid clinical studies.

ActiveSeries BHealthcare
Round Size
$40,000,000
Valuation
$175,000,000
Return
-6.0%
Founded 2018Invested 2022Acquired 2023

Technology-enabled property management platform for single-family rental homes.

ActiveSeries A+PropTech
Round Size
$10,000,000
Valuation
$100,000,000
Return
-47.0%
Founded 2021Invested 2022

AI-powered data analytics platform helping businesses extract insights from unstructured data.

ActiveSeedAnalytics
Round Size
$3,500,000
Valuation
$15,000,000
Return
-10.0%
Founded 2021Invested 2022

AI-powered documentation platform that automatically generates and maintains technical documentation from code.

ActiveSeed+Developer Tools
Round Size
$1,000,000
Valuation
$25,000,000
Return
-1.0%
Founded 2021Invested 2021

Open offer real estate platform that brings transparency to home buying through upfront information and real-time pricing.

ActiveSeedReal Estate
Round Size
$3,000,000
Valuation
$20,000,000
Return
-79.0%
Founded 2019Invested 2022

Investment platform enabling families to invest in their children's future through custodial accounts.

ActiveSeedEducation
Round Size
$3,500,000
Valuation
$15,500,000
Return
-7.0%
Founded 2016Invested 2021

Residential sale-leaseback platform enabling homeowners to access their home equity while staying in their homes.

ActiveSeries CReal Estate
Round Size
$65,000,000
Valuation
$250,000,000
Return
+52.0%
Founded 2020Invested 2022

Clean coffee brand focused on functional mushroom coffee blends and wellness products.

ActiveSeedConsumer Wellness
Round Size
$1,500,000
Valuation
$14,000,000
Return
+1071.0%
Founded 2020Invested 2022

Digital fitness platform connecting trainers with clients through personalized workout programs.

ActiveSeed+E-Commerce
Round Size
$3,000,000
Valuation
$20,000,000
Return
-10.0%
Founded 2019Invested 2021

Supply chain finance platform providing working capital solutions for businesses.

ActiveSeedFinance
Round Size
$1,000,000
Valuation
$10,000,000
Return
-76.0%
Founded 2020Invested 2022

No-code platform for building native mobile applications using Flutter, enabling rapid app development without coding.

ActiveSeed+Developer Tools
Round Size
$2,000,000
Valuation
$85,000,000
Return
+37.0%
Founded 2020Invested 2022

Healthcare technology platform streamlining medical practice operations and patient engagement.

ActiveSeedHealth
Round Size
$3,000,000
Valuation
$13,000,000
Return
+1.0%
Founded 2020Invested 2022

Real estate technology platform streamlining property transactions and management in Southeast Asia.

ActiveSeed+Real Estate
Round Size
$8,000,000
Valuation
$100,000,000
Return
-3.0%
Founded 2020Invested 2023

Real estate technology platform streamlining property transactions and management in Southeast Asia.

ActiveSeed+Real Estate
Round Size
$2,500,000
Valuation
$45,000,000
Return
+13.0%
Founded 2021Invested 2022

Digital banking and networking platform designed for Black small business owners and entrepreneurs.

ActiveSeedFinance
Round Size
$3,000,000
Valuation
$9,000,000
Return
-2.0%
Founded 2013Invested 2022

Insurance platform offering better rates for health-conscious individuals.

ActiveSeries D+Health
Round Size
$20,000,000
Valuation
$500,000,000
Return
-2.0%
Founded 2019Invested 2022

Practice management platform for mental health professionals, streamlining operations and billing.

ActiveSeries AProductivity
Round Size
$10,000,000
Valuation
$40,000,000
Return
+24.0%
Founded 2019Invested 2022

Biotech company developing human milk proteins through precision fermentation for infant formula.

ActiveSeries ABiotech
Round Size
$20,000,000
Valuation
$45,000,000
Return
-8.0%
Founded 2019Invested 2023

Biotech company developing human milk proteins through precision fermentation for infant formula.

ActiveSeries A+Biotech
Round Size
$13,125,222
Valuation
$66,173,896
Return
+2.0%
Founded 2020Invested 2022

Real estate technology platform streamlining residential property management and tenant experience.

ActiveSeedReal Estate
Round Size
$5,000,000
Valuation
$30,000,000
Return
-3.0%
Founded 2020Invested 2021Closed 2023

AI-powered job matching platform connecting healthcare professionals with opportunities.

RealizedSeed+HR & Recruiting
Round Size
$2,000,000
Valuation
$0
Return
-100.0%
Founded 2021Invested 2022Closed 2023

Real estate investment platform democratizing access to premium property investments.

RealizedPre-SeedReal Estate
Round Size
$200,000
Valuation
$3,990,000
Return
-100.0%
Founded 2015Invested 2022

Modern financial services company providing rental insurance and security deposit alternatives.

ActiveSeries B+Payments
Round Size
$10,000,000
Valuation
$250,000,000
Return
+12.0%
Founded 2020Invested 2022

Real estate investment platform enabling fractional ownership of premium properties.

ActivePre-SeedReal Estate
Round Size
$2,000,000
Valuation
$12,000,000
Return
-6.0%
Founded 2016Invested 2022

Digital-first home insurance company using data and technology to simplify coverage and reduce costs.

ActiveSeries DInsurance
Round Size
$100,000,000
Valuation
$750,000,000
Return
+0.0%
Founded 2021Invested 2022

Digital health platform providing personalized physical therapy and rehabilitation services.

ActiveSeedHealth
Round Size
$4,000,000
Valuation
$29,000,000
Return
+14.0%
Koffie Financial
Koffie Financial
Founded 2018Invested 2022Closed 2023

Commercial trucking insurance platform using telematics and AI for risk assessment.

RealizedSeries AInsurance
Round Size
$15,000,000
Valuation
$60,000,000
Return
-100.0%
Founded 2016Invested 2022

Insurance technology platform replacing security deposits with lease insurance for residential properties.

ActiveSeries B+Insurance
Round Size
$20,000,000
Valuation
$400,000,000
Return
-4.0%
Founded 2021Invested 2022Closed 2023

On-demand rental marketplace for consumer electronics and technology products.

RealizedSeedOn Demand
Round Size
$500,000
Valuation
$18,000,000
Return
-3.0%
Founded 2019Invested 2022

Sustainable consumer products company focusing on eco-friendly household essentials.

ActiveSeedConsumer Product
Round Size
$5,000,000
Valuation
$8,500,000
Return
-3.0%
Founded 2020Invested 2022

Insurance infrastructure platform enabling delivery platforms to provide coverage for their drivers.

ActiveSeries A+Insurance
Round Size
$4,000,000
Valuation
$150,000,000
Return
+59.0%
Founded 2015Invested 2022

B2B marketing operations platform automating technical marketing operations and paid campaign optimization.

ActiveSeries BMarTech
Round Size
$40,000,000
Valuation
$200,000,000
Return
-2.0%
Moves
Moves
Founded 2020Invested 2022Closed 2023

Financial services platform designed specifically for gig economy workers.

ActiveSeedFinance
Round Size
$5,000,000
Valuation
$20,000,000
Return
-100.0%
Founded 2018Invested 2021

Extended warranty and product protection platform for e-commerce.

ActiveSeries BInsurance
Round Size
$15,000,000
Valuation
$66,500,000
Return
-1.0%
Founded 2016Invested 2022

Digital banking platform designed specifically for small businesses and startups.

ActiveSeries CFinance
Round Size
$50,000,000
Valuation
$210,000,000
Return
+0.0%
Oliver Space
Oliver Space
Founded 2018Invested 2022Closed 2023

Furniture rental and home design platform offering flexible furnishing solutions.

RealizedSeries BConsumer
Round Size
$20,000,000
Valuation
$75,000,000
Return
-100.0%
Founded 2020Invested 2022

AI-powered investment management platform for real estate portfolios.

ActivePre-SeedSaaS
Round Size
$2,000,000
Valuation
$12,500,000
Return
-4.0%
Founded 2020Invested 2022

Global employment platform enabling companies to hire and pay international employees compliantly.

ActiveSeries AHR & Recruiting
Round Size
$500,000
Valuation
$30,000,000
Return
-99.0%
Founded 2019Invested 2022

API platform providing payroll connectivity to enable earned wage access, direct deposit switching, and income verification.

ActiveSeries BFinance
Round Size
$50,000,000
Valuation
$500,000,000
Return
-4.0%
Founded 2019Invested 2022Closed 2023

Home renovation platform providing real-time home value analytics.

RealizedSeries AReal Estate
Round Size
$4,000,000
Valuation
$34,000,000
Return
-100.0%
Founded 2018Invested 2022

Mobile banking platform offering premium debit card with rewards and financial tools.

ActiveSeries B+Payments
Round Size
$10,000,000
Valuation
$375,000,000
Return
-5.0%
Founded 2019Invested 2021

Automated workflow platform for mortgage and real estate transactions.

ActiveSeries A+Enterprise
Round Size
$3,000,000
Valuation
$45,000,000
Return
+3.0%
Founded 2020Invested 2022

Direct mail automation platform for e-commerce brands to drive customer retention and acquisition.

ActiveSeedE-Commerce
Round Size
$1,500,000
Valuation
$15,000,000
Return
+235.0%
Founded 2021Invested 2022Closed 2023

Financial data analytics platform for consumers and investment professionals.

RealizedPre-SeedFinance
Round Size
$1,000,000
Valuation
$8,000,000
Return
-100.0%
Founded 2016Invested 2022

Financial infrastructure platform providing custody, compliance, and payment solutions for fintech companies.

ActiveSeries BFinance
Round Size
$150,000,000
Valuation
$650,000,000
Return
-100.0%
Founded 2020Invested 2022

Real estate marketplace platform in Latin America streamlining property transactions and management.

ActivePre-SeedReal Estate
Round Size
$2,000,000
Valuation
$12,000,000
Return
-7.0%
Founded 2019Invested 2022

Mental health company creating natural supplements for stress and anxiety management.

ActiveSeedConsumer Wellness
Round Size
$3,000,000
Valuation
$15,000,000
Return
-4.0%
Founded 2020Invested 2022

Digital procurement platform for healthcare providers in Africa.

ActiveSeedHealthcare
Round Size
$4,000,000
Valuation
$30,000,000
Return
-6.0%
Founded 2019Invested 2022

Global HR platform enabling companies to hire, onboard, and pay remote employees worldwide in compliance with local laws.

ActiveSeries CEnterprise
Round Size
$300,000,000
Valuation
$2,500,000,000
Return
-2.0%
Founded 2020Invested 2022

Customer identity and data privacy platform for businesses.

ActiveSeedSales Tools
Round Size
$1,500,000
Valuation
$16,000,000
Return
-9.0%
Founded 2018Invested 2022

Multi-signature wallet and smart contract platform for secure digital asset management.

ActivePre-SeedSecurity
Round Size
$1,000,000
Valuation
$8,000,000
Return
-5.0%
Founded 2020Invested 2022

Maritime navigation and vessel optimization platform using AI for route planning.

ActiveSeries ALogistics
Round Size
$10,600,000
Valuation
$40,000,000
Return
-1.0%
Founded 2012Invested 2022

Home weatherization and electrification platform offering upgrades with no upfront cost, paid through energy savings.

ActiveSeries B+CleanTech & Sustainability
Round Size
$25,000,000
Valuation
$180,000,000
Return
-85.0%
Founded 2019Invested 2022

Digital mortgage platform streamlining the home loan process.

ActiveSeries BReal Estate
Round Size
$25,000,000
Valuation
$100,000,000
Return
+0.0%
Founded 2020Invested 2022

Make diesel semi trucks hybrid-electric

ActiveSeedCleanTech & Sustainability
Round Size
$4,700,000
Valuation
$40,000,000
Return
-1.0%
Founded 2020Invested 2023

Identity verification and KYC platform for businesses in Southeast Asia.

ActiveSeed+Security
Round Size
$1,500,000
Valuation
$26,000,000
Return
-5.0%
Founded 2020Invested 2021

Investment platform enabling Latin American investors to access US markets and financial products.

ActiveSeedInvestment Platforms
Round Size
$2,500,000
Valuation
$30,000,000
Return
-1.0%
Founded 2021Invested 2021

Platform enabling creators to monetize their content and engage with fans through personalized experiences.

ActiveSeedSaaS
Round Size
$4,750,000
Valuation
$25,000,000
Return
-3.0%
Founded 2020Invested 2022

Platform connecting public companies with retail investors through shareholder rewards.

ActiveSeedInvestment Platforms
Round Size
$1,500,000
Valuation
$12,000,000
Return
-2.0%
Founded 2016Invested 2022

Fund administration and accounting platform for investment managers.

ActiveSeries AFinance
Round Size
$1,500,000
Valuation
$140,000,000
Return
-5.0%
Founded 2020Invested 2022

Payment infrastructure enabling seamless transitions between payment methods.

ActivePre-SeedPayments
Round Size
$500,000
Valuation
$10,000,000
Return
-2.0%
Founded 2020Invested 2022

Post-purchase payments platform offering instant cashback and flexible payment options for retail customers.

ActiveSeedPayments
Round Size
$8,000,000
Valuation
$40,000,000
Return
-3.0%
Founded 2021Invested 2022

No-code platform for creators to build and monetize their digital presence and communities.

ActiveSeries AConsumer
Round Size
$8,000,000
Valuation
$32,000,000
Return
-9.0%
Founded 2021Invested 2022

Blockchain-based platform for real estate title and property rights management.

ActivePre-SeedBlockchain / Crypto
Round Size
$1,000,000
Valuation
$19,000,000
Return
-2.0%
Founded 2021Invested 2021Closed 2023

Infrastructure protocol for carbon credits on the blockchain, enabling transparent and efficient carbon markets.

RealizedSeed+Climate
Round Size
$2,000,000
Valuation
$30,000,000
Return
-47.0%
Founded 2020Invested 2021Closed 2023

B2B marketplace platform for small retailers in Latin America.

RealizedPre-SeedEnterprise
Round Size
$600,000
Valuation
$6,000,000
Return
-98.0%
Founded 2018Invested 2022

AI-powered platform connecting companies with vetted software developers for remote work.

ActiveSeries DAI / ML
Round Size
$5,000,000
Valuation
$4,000,000,000
Return
-2.0%
Founded 2021Invested 2022

Investment platform enabling startups to raise capital from their communities.

ActiveSeedInvestment Platforms
Round Size
$4,000,000
Valuation
$50,000,000
Return
-7.0%
Founded 2019Invested 2022

Banking-as-a-service platform enabling companies to embed financial services.

ActiveSeries CFinance
Round Size
$100,000,000
Valuation
$1,200,000,000
Return
-92.0%
Founded 2019Invested 2023

Equity management platform helping companies create and manage employee equity plans.

ActiveSeedInvestment Platforms
Round Size
$2,200,000
Valuation
$10,000,000
Return
-8.0%
Founded 2019Invested 2022

Web3 platform enabling communities and creators to launch their own social tokens and NFT projects.

ActiveSeries ASocial
Round Size
$12,000,000
Valuation
$80,000,000
Return
-2.0%
Founded 2020Invested 2022Closed 2023

Regulated cryptocurrency mining and trading platform.

RealizedSeries BBlockchain / Crypto
Round Size
$25,000,000
Valuation
$1,000,000,000
Return
-58.0%
Founded 2015Invested 2022

Platform connecting companies with participants for user research and customer feedback studies.

ActiveSeries BAnalytics
Round Size
$30,000,000
Valuation
$82,500,000
Return
-6.0%
Founded 2020Invested 2022Closed 2023

Platform connecting businesses with no-code developers and tools.

RealizedSeedEnterprise
Round Size
$3,000,000
Valuation
$52,000,000
Return
-94.0%
Founded 2018Invested 2022

Last-minute vacation rental booking platform offering discounted rates.

ActivePre-SeedTravel
Round Size
$5,000,000
Valuation
$25,000,000
Return
-6.0%
Founded 2019Invested 2021

Payment infrastructure platform for Latin American businesses enabling flexible payment solutions.

ActivePre-SeedPayments
Round Size
$600,000
Valuation
$6,000,000
Return
-4.0%
Founded 2019Invested 2022

Payment infrastructure platform for Latin American businesses enabling flexible payment solutions.

ActiveSeedPayments
Round Size
$2,000,000
Valuation
$37,000,000
Return
-6.0%
Founded 2021Invested 2022

E-commerce aggregator acquiring and scaling Latin American online brands.

ActiveSeries AE-Commerce
Round Size
$20,000,000
Valuation
$82,500,000
Return
-4.0%
Founded 2019Invested 2022

HR management platform for SMBs in Latin America, streamlining payroll and employee operations.

ActiveSeed+HR & Recruiting
Round Size
$4,000,000
Valuation
$32,000,000
Return
-45.0%
Founded 2018Invested 2022

Platform connecting consumers with vetted financial advisors.

ActiveSeries A+Finance
Round Size
$7,000,000
Valuation
$90,000,000
Return
-3.0%