Angel investor · San Francisco, United States
Recorded investments.
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of dated first investments
were at Angel, Pre-Seed or Seed
One dot = one company at first recorded investment.
Written insights from the recorded portfolio, with the evidence linked below.
Jason Calacanis has dated investments in 49 companies. 35 first entries were at Angel, Pre-Seed or Seed (71.4%). An early-stage founder can use the sector and stage filters to find comparable companies before approaching the investor.
Explore the evidence ↗3 first company relationships appear in the latest 24 months, compared with 7 in the preceding window. The latest recorded investment is 2026-04-28. This describes observed activity through 2026-05-22; it does not establish current availability.
Explore the evidence ↗22 of 46 companies with a full 24-month observation window raised another equity round. This investor backed 3 of those companies again within that window. The difference is a reason to research the wider syndicate, rather than assume the same investor will fund the next round.
Explore the evidence ↗HRTech is the largest displayed sector by company count, appearing in 6 portfolio companies; sector tags overlap. 10 first entries carry a recorded lead flag and the median first-round syndicate includes 4 other named backers. Shared rounds are evidence of co-investment, not evidence of an introduction route.
Explore the evidence ↗Start with observed behavior.
Every rate has a defined denominator.
25th–75th percentile across 46 disclosed first rounds. Total round size; the investor’s own cheque is undisclosed.
Size your round ↗22 May 2024–22 May 2026, versus 7 in the preceding 24 months.
See the rhythm ↗22 of 46 companies with a full observation window. The next round can include any investor.
Follow the path ↗3 of the same 46 companies. Build a financing plan around the wider investor market.
Explore co-investors ↗Choose your sector and stage to find
companies he first backed in that space.
A match means a recorded investment in this category. It does not establish current interest or availability.
All sectors · All entry stages. Round amounts are total financing, in USD.
Developer of an AI platform automating candidate screening and interview processes
$125K total first roundAI-powered knowledge base platform that allows users to summarize and save online content for easy rediscovery
$1.5M total first roundSnack company that creates all-natural, real fruit-based sour candies
$3.0M total first round| Sector | Angel | Seed | Series A | All stages |
|---|---|---|---|---|
| HRTech | 6 | |||
| HR SaaS | 4 | |||
| B2C E-Commerce | 4 | |||
| MarketingTech | 4 | |||
| Internet First Brands | 3 | |||
| Future of Work | 3 | |||
| Remote Work Tools | 3 |
Use stage-specific financing ranges
to frame the size of your syndicate.
Logarithmic scale. A dot marks the median; the band spans the 25th–75th percentiles. These are entire rounds, not individual cheques.
A subsequent round and repeat backing
answer different fundraising questions.
Includes first investments on or before 22 May 2024. 3 newer companies and 2 undated histories are excluded. Follow-up stops at the dataset’s latest round on 22 May 2026. These observations do not measure returns or predict a company’s outcome.
| First stage | Eligible companies | Next round ≤24 mo | Same investor again ≤24 mo |
|---|---|---|---|
| Angel | 3 | 1 / 3 | 0 / 3 |
| Seed | 29 | 11 / 29 | 2 / 29 |
| Series A | 12 | 10 / 12 | 1 / 12 |
| Series B | 2 | 0 / 2 | 0 / 2 |
Separate first investments from later
rounds in companies already backed.
*2026 is partial, through 22 May. Bar height counts first investments + repeat rounds; earlier years are complete calendar periods in this dataset.
Frequent shared rounds suggest a place
to investigate sector and stage alignment.
4 shared rounds · 3 companies
Latest shared round Nov 20223 shared rounds · 2 companies
Latest shared round Oct 20203 shared rounds · 3 companies
Latest shared round Mar 20173 shared rounds · 3 companies
Latest shared round Oct 20243 shared rounds · 2 companies
Latest shared round Sep 2010Shared rounds establish recorded co-investment. They do not establish a personal connection, introduction route, or current willingness to invest.
First investment comes first.
Amounts refer to that entry round.
| Company | First backed | Entry stage | Total entry round | Same investor again? |
|---|---|---|---|---|
Yorby ↗Los Angeles | Apr 2026 | Angel | $125K | No later round recorded |
Recall ↗Amsterdam | Dec 2024 | Seed | $1.5M | No later round recorded |
Final Boss Sour ↗Los Angeles | Oct 2024 | Seed | $3.0M | No later round recorded |
Onechart.ai ↗Hamilton | Mar 2024 | Seed | Undisclosed | No later round recorded |
Roam Around ↗United States | Nov 2023 | Seed | $1.0M | No later round recorded |
Stori ↗Sydney | Nov 2023 | Seed | Undisclosed | No later round recorded |
micro1 ↗Palo Alto | Oct 2023 | Seed | $1.3M | No later round recorded |
Krepling ↗Mosta | Nov 2022 | Seed | $1.0M | No later round recorded |
SkillBank ↗Culver City | Jul 2022 | Seed | $1.5M | No later round recorded |
Loopie ↗Seattle | Jul 2022 | Seed | $1.0M | No later round recorded |
Afterparty ↗Los Angeles | Apr 2022 | Series A | $4.0M | No later round recorded |
Llama Life ↗Melbourne | Apr 2022 | Seed | $950K | No later round recorded |
Role Bot ↗Los Angeles | Mar 2022 | Seed | $2.5M | No later round recorded |
GMTM ↗Orlando | Mar 2022 | Seed | $3.5M | No later round recorded |
Dianthus ↗Cambridge | Mar 2022 | Seed | $12M | No later round recorded |
Racket ↗San Francisco | Nov 2021 | Seed | $3.0M | No later round recorded |
Contraline ↗Charlottesville | Oct 2021 | Series A | $11M | No later round recorded |
SparkPlug ↗San Francisco | Oct 2021 | Seed | $2.5M | Yes · Nov 2022 |
Cabana ↗Seattle | Jun 2021 | Series A | $10M | No later round recorded |
Freedrum ↗Malmo | Jun 2021 | Seed | $1.1M | No later round recorded |
Tribu ↗Brisbane | Jun 2021 | Seed | $1.3M | No later round recorded |
Yousician ↗Helsinki | Apr 2021 | Series B | $28M | No later round recorded |
Nude Barre ↗New York City | Oct 2020 | Seed | $1.4M | No later round recorded |
Formulate ↗Menlo Park | Sep 2020 | Seed | $1.4M | No later round recorded |
Root AI ↗Somerville | Aug 2020 | Seed | $7.9M | No later round recorded |
Command-E ↗San Francisco | May 2020 | Seed | $4.3M | No later round recorded |
LeadIQ ↗Burlingame | May 2020 | Series A | $10M | No later round recorded |
Kloudio ↗San Francisco | Jan 2020 | Seed | $4.0M | No later round recorded |
BasicBlock ↗Omaha | Aug 2019 | Seed | $675K | No later round recorded |
Anyplace ↗San Francisco | Jun 2019 | Seed | $2.5M | Yes · Apr 2020 |
Zembula ↗Portland | May 2018 | Series A | $2.9M | No later round recorded |
WhereBy.Us ↗Miami | Mar 2018 | Angel | $1.5M | No later round recorded |
Blokable ↗Sacramento | Nov 2017 | Series A | $6.0M | No later round recorded |
Passionflix ↗Los Angeles | Nov 2017 | Angel | $4.8M | No later round recorded |
Nimble ↗Santa Monica | Mar 2017 | Series A | $9.0M | No later round recorded |
| Sep 2016 | Seed | Undisclosed | No later round recorded | |
Density ↗San Francisco | Jul 2016 | Series A | $4.0M | No later round recorded |
Talla ↗San Francisco | Feb 2016 | Seed | $4.0M | No later round recorded |
Gigster ↗Austin | Dec 2015 | Series A | $10M | No later round recorded |
HandUp ↗San Francisco | Jul 2014 | Seed | $850K | No later round recorded |
Calm ↗San Francisco | Jun 2014 | Angel | $578K | No later round recorded |
MyTime ↗San Francisco | Feb 2013 | Series A | $3.0M | No later round recorded |
15Five ↗San Francisco | Jan 2013 | Seed | $1.0M | No later round recorded |
Cozy ↗San Francisco | Jul 2012 | Seed | $1.5M | Yes · Aug 2016 |
Space Monkey ↗Salt Lake City | May 2012 | Seed | $2.1M | No later round recorded |
DataStax ↗Santa Clara | Oct 2010 | Series A | $2.7M | No later round recorded |
Chartbeat ↗New York City | Aug 2010 | Series A | $3.0M | Yes · Sep 2010 |
Jibe ↗New York City | Mar 2010 | Seed | $875K | No later round recorded |
Gowalla ↗Austin | Dec 2009 | Series B | $8.4M | No later round recorded |
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