Sam Lessin
Director / Investor @ Thimble
San Francisco, United States
Sam Lessin is a seed investor at Thimble in San Francisco focused on Software and Internet. SAM LESSIN - Co-Founder @ Fin.com
- Total investments:
- 47
- Last investment:
- Lead investor:
- 26%
Last updated:
For AI agents: llms.txt
Industries Sam Lessin invests in
Stages Sam Lessin invests in
Countries Sam Lessin invests in
Round sizes
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
Round size
- Seed
- $1.3M–$8.2M
- Series A
- $11M–$47M
Investment Focus
Industry
- Software 8 (17%)
- Internet 4 (9%)
- Mobile Apps 4 (9%)
- B2B 3 (6%)
- Mobile 3 (6%)
Stage
- Seed 22 (47%)
- Series A 6 (13%)
- Funding Round 5 (11%)
- Pre-Seed 2 (4%)
- Series C 2 (4%)
Country
- United States 25 (53%)
- Israel 2 (4%)
- Switzerland 1 (2%)
- Cayman Islands 1 (2%)
- United Kingdom 1 (2%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
TrustedRouter
|
TrustedRouter develops an independent API router and intelligent architecture that protects privacy through an attested gateway. | $1.3M / Seed / Aug 31, 2026 | |
Clouted
|
Unlocking infinite scale for creators through digital twins. | $7M / Seed / May 20, 2026 | |
OnlyFans
|
Jahid (Bengali:জাহিদ) is a rising Indian YouTuber, Gamer, Telegram Channel Moderator,Onlyfans Video Creator and Entrepreneur .Jahid was born on 03 June 2000. Being optimistic about his chosen career, he has an outstanding Digital Knowledge. He always says “Born To Express, not Impress”. | $535M / Private Equity / May 08, 2026 | |
tofu
|
tofu is an online marketplace for founders, hiring managers, and talent team leaders to find talent. | $3.6M / Seed / Dec 16, 2025 | |
Ando
|
Ando is an AI-native workforce infrastructure for predictive demand and intelligent labor allocation. It uses artificial intelligence to predict the workforce requirements for a specific team over a particular period and helps allocate the workforce accordingly. | $4M / Seed / Dec 01, 2025 | |
Area 2 Farms
|
Area 2 Farms is an agricultural company that provides production and delivery services for organic vegetables and produce. | $9M / Venture - Series Unknown / Sep 25, 2025 | |
Quo
|
OpenPhone develops a reliable smart business phone app that lets users seamlessly get a business phone number without a second phone or a second SIM card. OpenPhone separates a user's business and personal contacts so they can stay in touch with their customers easier.OpenPhone is a VoIP (Voice over Internet Protocol) number provider. Thismeans that all calls and texts happen over the internet through WiFi or mobile data. This functionality is common among second phone number apps, including Google Voice, Burner, and of courseOpenPhone was founded in 2018 and based in San Francisco, California. | $105M / Venture - Series Unknown / Sep 23, 2025 | |
Rails
|
Rails operates as a crypto derivatives trading company. | $14M / Apr 01, 2025 | |
TBD
|
TBD is a forecasting market system that analyzes individual attitudes through integrating verifiable online polls. | $800K / Angel / Jan 01, 2025 | |
Riverside
|
Riverside (formerly Riverside.fm) is the all-in-one platform for recording, live streaming, editing, repurposing, and publishing studio-quality videos and podcasts. Creators and businesses use it to produce broadcast-quality content without the production maze of multiple tools, expensive studios, or technical expertise. Record up to 4K video anduncompressed audio locally on every participant’s device, so quality holds up even on bad internet. Edit by editing the transcript. Turn long recordings into clips, captions, show notes, and translations with AI. Webinars scale to 10,000 attendees. Trusted by independent podcasters like Tim Ferriss, Mel Robbins, and Guy Raz, and by brands including Spotify, Marvel, HubSpot, Microsoft, and Intuit. | $30M / Series C / Dec 09, 2024 | |
| See all 47 investments → | |||
Co-Investors
About Thimble
Thimble is an insurance producer enabling small businesses to succeed on their own terms. The company provides liability coverage for customers in more than 100 professions including landscapers, beauticians, dog walkers, handymen, DJs, and musicians. It also offers flexible, short term, and versatile insurance to small businesses, independentworkers, and freelancers.Thimble allows the company to expand from its roots as a pioneer of drone insurance to a full partner for all small businesses and modern workers as they grow in the on-demand economy. It also allows small businesses to obtain A-rated insurance for every job with the help of some amazing partners.Thimble was founded in 2015 and is headquartered in New York, USA.
Thimble Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Amol Sarva
Investor
|
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Eugene Hertz
Founder / CTO
|
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Jay Bregman
Founder and CEO
|
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Mitch Kushinsky
Head of Product
|
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Rishi Gera
SVP Business Development
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FAQ
What does Sam Lessin invest in?
Sam Lessin invests primarily in Software, Internet and Mobile Apps startups, most often at Seed and Series A stage. Most of the 47 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Sam Lessin's check size?
Sam Lessin typically joins rounds of $1.3M–$8.2M at Seed and $11M–$47M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Sam Lessin participates in.
How do I contact Sam Lessin?
Public channels for Sam Lessin include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
When did Sam Lessin last invest?
The most recent investment recorded for Sam Lessin closed in Aug 2026. Shizune tracks 47 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Sep 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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