# Jason Calacanis: portfolio, investments and team

> Jason Calacanis is a vc firm based in United States. 51 investments on record, 1 in the last 12 months, latest Jun 2026.

Source: https://millionrounds.com/fund/jason-calacanis (Millionrounds; every figure on the page links to its filing or article)

United States · [Investor](https://millionrounds.com/investors)

# Jason Calacanis

Last cheque observed Jun 2026; 51 cheques on record.

Email

Deploying now VC firm

Seed

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Deploying now

**100%** of best year **1** **cheques in 12 months**, 51 on record

Since the last cheque **128** days **00** hrs **00** min **00** sec

Median round **$4.0M** Rounds led **0 of 51** Exits **8 from the portfolio** Mostly in **United States, 100%**

Pitch Jason Calacanis

## Jason Calacanis highlights

- 01 1 cheques in the last 12 months
- 02 Mostly Seed and Series A: 91% of its rounds
- 03 8 exits from the portfolio

## What they do

- **Type:** VC firm (from a list, unverified)
- **Cheque size:** Not stated
- **Stages:** Seed
- **Based in:** United States
- **Cold pitches:** Not stated

## The record

Every round we can evidence, newest first **51 appearances**

- **2026** 1 round
- **Jun** **[Neurometric](https://millionrounds.com/company/neurometric)** Pre-seed · US · AlleyWatch **$4.0M** With 8 others
- **2019** 2 rounds
- **May** **[Shoot My Travel](https://millionrounds.com/company/shoot-my-travel)** Angel · US · Refreshmiami **$1.1M** With 1 other
- **Feb** **[Inside.com](https://millionrounds.com/company/inside-com)** US · Mediapost **$2.6M** With 1 other
- **2017** 2 rounds
- **Nov** **[Passionflix](https://millionrounds.com/company/passionflix)** Seed · TechCrunch **$4.8M** With 6 others
- **Mar** **[Nimble](https://millionrounds.com/company/nimble)** Series A · US · TechCrunch **$9.0M** With 5 others
- **2015** 9 rounds
- **Oct** **[Mouth Foods](https://millionrounds.com/company/mouth-foods)** Series A · US **$5.5M** With 2 others
- **Sept** **[Interviewed](https://millionrounds.com/company/interviewed)** Seed · US **$2.0M** With 6 others
- **Sept** **[Wrapify](https://millionrounds.com/company/wrapify)** US **$1.0M** With 2 others
- **Aug** **[Cozy](https://millionrounds.com/company/cozy)** Venture · US **$3.4M** With 4 others
- **Aug** **[Hello Scout Inc.](https://millionrounds.com/company/hello-scout-inc)** Seed · US **Undisclosed** With 5 others
- **Jun** **[Bento](https://millionrounds.com/company/bento)** Seed · US **$1.5M** With 5 others
- **Jun** **[Zirtual](https://millionrounds.com/company/zirtual)** Debt · US **$2.6M** With 6 others
- **May** **[Chartbeat](https://millionrounds.com/company/chartbeat)** Series C · US **$16M** With 5 others
- **Apr** **[shots:)](https://millionrounds.com/company/shots)** Series A · US **$8.5M** With 11 others
- **2014** 10 rounds
- **Dec** **[Connect](https://millionrounds.com/company/connect)** Series A · US **$10M** With 7 others
- **Dec** **[Crux](https://millionrounds.com/company/crux)** Seed · US **$180K** With 3 others
- **Aug** **[Stowaway Cosmetics](https://millionrounds.com/company/stowaway-cosmetics)** Seed · US **$1.5M** With 7 others
- **Jul** **[Birdi](https://millionrounds.com/company/birdi)** Seed · US **$700K** With 3 others
- **Jul** **[HandUp PBC](https://millionrounds.com/company/handup-pbc)** Seed · US **$850K** With 5 others
- **Jun** **[Connect](https://millionrounds.com/company/connect)** Seed · US **$2.8M** With 6 others
- **May** **[Videopixie](https://millionrounds.com/company/videopixie)** Venture · US **Undisclosed** With 2 others
- **Apr** **[Boxbee, Inc.](https://millionrounds.com/company/boxbee-inc)** Seed · US **$2.3M** With 5 others
- **Apr** **[BetterCompany](https://millionrounds.com/company/bettercompany)** Seed · US **$1.7M** With 9 others
- **Mar** **[Ramen](https://millionrounds.com/company/ramen)** Seed · US **$85K** With 2 others
- **2013** 4 rounds
- **Nov** **[Mouth Foods](https://millionrounds.com/company/mouth-foods)** Series A · US · finsmes.com **$1.5M** With 5 others
- **Jun** **[AdStage](https://millionrounds.com/company/adstage)** Seed · US · techcrunch.com **$100K** With 1 other
- **May** **[Skift](https://millionrounds.com/company/skift)** Seed · US · techcrunch.com **$1.1M** With 14 others
- **Jan** **[15Five](https://millionrounds.com/company/15five)** Seed · US · techcrunch.com **$1.0M** With 9 others
- **2012** 4 rounds
- **Dec** **[Red Tricycle](https://millionrounds.com/company/red-tricycle)** Seed · US **$2.3M** With 8 others
- **Oct** **[Cozy](https://millionrounds.com/company/cozy)** Seed · US · techcrunch.com **$1.5M** With 6 others
- **May** **[MyTime](https://millionrounds.com/company/mytime)** Series A · US · techcrunch.com **$3.0M** With 14 others
- **Jan** **[Nimble CRM](https://millionrounds.com/company/nimble-crm)** Seed · US · techcrunch.com **$1.0M** With 6 others
- **2011** 4 rounds
- **Aug** **[ChallengePost](https://millionrounds.com/company/challengepost)** Series A · US · xconomy.com **$4.1M** With 6 others
- **Aug** **[Twitter](https://millionrounds.com/company/twitter)** Series G · US · masshightech.com **$400M** With 6 others
- **Jun** **[Punch!](https://millionrounds.com/company/punch)** Seed · US **$2.2M** With 3 others
- **Feb** **[Wanderfly](https://millionrounds.com/company/wanderfly)** Series A · US · techcrunch.com **$1.0M** With 5 others
- **2010** 11 rounds
- **Dec** **[Backyard](https://millionrounds.com/company/backyard)** Seed · screenwerk.com **$150K** With 2 others
- **Oct** **[DataStax](https://millionrounds.com/company/datastax)** Series A · US · fis.dowjones.com **$2.7M** With 2 others
- **Oct** **[Uber](https://millionrounds.com/company/uber)** Seed · US · venturebeat.com **$1.3M** With 15 others
- **Sept** **[Chartbeat](https://millionrounds.com/company/chartbeat)** Series A · US · techcrunch.com **$3.0M** With 11 others

An announcement gives the size of the round, not the size of this investor's cheque: the only rounds that imply a cheque are those where they were the sole named investor.

## Exits from the portfolio

Companies it backed that were later bought or listed **8 in all**

**[Zirtual](https://millionrounds.com/company/zirtual)** Bought by [Fundable](https://millionrounds.com/fund/fundable) **Undisclosed** Oct 2015

**[Backupify](https://millionrounds.com/company/backupify)** Bought by Datto **Undisclosed** Dec 2014

**[Twitter](https://millionrounds.com/company/twitter)** Listed **$1.8B** Nov 2013

**[gdgt](https://millionrounds.com/company/gdgt)** Bought by [AOL](https://millionrounds.com/fund/aol) **Undisclosed** Feb 2013

**[Wanderfly](https://millionrounds.com/company/wanderfly)** Bought by [TripAdvisor](https://millionrounds.com/fund/tripadvisor) **Undisclosed** Oct 2012

**[Rapportive](https://millionrounds.com/company/rapportive)** Bought by [LinkedIn](https://millionrounds.com/fund/linkedin) **$15M** Feb 2012

**[Gowalla](https://millionrounds.com/company/gowalla)** Bought by [Facebook](https://millionrounds.com/fund/facebook) **Undisclosed** Dec 2011

**[Backyard](https://millionrounds.com/company/backyard)** Bought by PixelFish **Undisclosed** Feb 2011

An exit counts when it came after the firm's first round in the company. From historical deal records.

## The cheque

Seed

Median round joined **$4.0M** the round, not its cheque

Led 0 of 51 rounds **0%**

- **Sole investor:** Never alone
- **Last cheque:** Jun 2026
- **Exits:** 8 from the portfolio

Rounds by stage said on their site

- Seed said *30*
- Series A *11*
- Venture *2*
- Pre-seed *1*
- Debt *1*

Cheques by month Led Joined

Nov 2023 Oct 2026

Often in the room with

- [500 Global](https://millionrounds.com/fund/500-startups) 7
- [Betaworks](https://millionrounds.com/fund/betaworks) 7
- [SV Angel](https://millionrounds.com/fund/sv-angel) 6
- [Google Ventures](https://millionrounds.com/fund/gv) 4
- [Lerer Ventures](https://millionrounds.com/fund/lerer-ventures) 4
- [Marc Bell Capital](https://millionrounds.com/fund/marc-bell-capital) 4

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## Who they invest alongside

The investors most often in the same rounds as Jason Calacanis. A count of rooms they were both in, not a relationship either has claimed.

[**500 Global** Angel **7** rounds together](https://millionrounds.com/fund/500-startups)[**Betaworks** VC firm **7** rounds together](https://millionrounds.com/fund/betaworks)[**SV Angel** VC firm **6** rounds together](https://millionrounds.com/fund/sv-angel)[**Google Ventures** Corporate VC **4** rounds together](https://millionrounds.com/fund/gv)[**Lerer Ventures** VC firm **4** rounds together](https://millionrounds.com/fund/lerer-ventures)[**Marc Bell Capital** Family office **4** rounds together](https://millionrounds.com/fund/marc-bell-capital)[**CRV** VC firm **3** rounds together](https://millionrounds.com/fund/crv)[**Chris Sacca** Angel **3** rounds together](https://millionrounds.com/fund/chris-sacca)[**David Sacks** VC firm **3** rounds together](https://millionrounds.com/fund/david-sacks)[**First Round Capital** VC firm **3** rounds together](https://millionrounds.com/fund/first-round-capital)[**Gary Vaynerchuk** VC firm **3** rounds together](https://millionrounds.com/fund/gary-vaynerchuk)[**HubSpot Ventures** Corporate VC **3** rounds together](https://millionrounds.com/fund/hubspot-ventures)

## Recently backed

The latest companies Jason Calacanis put money into.

[**Inside.com** $2.6M · Feb 2019](https://millionrounds.com/company/inside-com)[**Passionflix** $4.8M · Nov 2017](https://millionrounds.com/company/passionflix)[**Nimble** $9.0M · Mar 2017](https://millionrounds.com/company/nimble)

## Books by the people here

One book written by people at Jason Calacanis: [Jason Calacanis](https://millionrounds.com/person/jason-calacanis).

- Angel: How to Invest in Technology Startups, Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000 [Jason Calacanis](https://millionrounds.com/person/jason-calacanis) · 2017 4.25 from 2,982 ratings on Goodreads About the book One of Silicon Valley’s most successful angel investors shares his rules for investing in startups. There are two ways to make money in create something valuable, or invest in the people that are creating valuable things. Over the past twenty-five years, Jason Calacanis has made… On AmazonListen on Audible
- Find the books for what you are building, or how you invest. [Open the Reading List](https://millionrounds.com/reading-list)

As an Amazon Associate we earn from qualifying purchases.

## On podcasts

6 episodes naming Jason Calacanis in the title, and 4 more that mention it.

- [The Twenty Minute VC](https://millionrounds.com/podcasts/20vc) 16 Jul 2026 · 1h 23m 20VC: Apple Sues OpenAI | Zuckerberg Back on X and Challenging Codex and Claude Code | SK Hynix's $26BN IPO | Is Seed Investing Dead: Jason Calacanis Departs Seed for Growth | Greylock Raises New $1.5BN Fund Mentions [Greylock](https://millionrounds.com/fund/greylock-partners)[Jason Calacanis](https://millionrounds.com/fund/jason-calacanis)[SK Hynix](https://millionrounds.com/fund/sk-hynix) Apple PodcastsShow page
- [The Peel](https://millionrounds.com/podcasts/the-peel) 18 Dec 2025 · 1h 43m Inside the All-In Podcast: Lessons from Elon, Trump, Oprah, Travis Kalanick, Investing in 100+ Startups per Year with Jason Calacanis Mentions [Jason Calacanis](https://millionrounds.com/fund/jason-calacanis)[Travis Kalanick](https://millionrounds.com/fund/travis-kalanick)[Austin Petersmith](https://millionrounds.com/person/austin-petersmith) Apple PodcastsShow page
- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 12 Jan 2024 · 1h 1m Michael Kim, Jason Calacanis, and David Weisburd on VC marks, Rabois leaving FF for Khosla, and more | E1879 With [David Weisburd](https://millionrounds.com/person/david-weisburd) Mentions [Jason Calacanis](https://millionrounds.com/fund/jason-calacanis)[Keith Rabois](https://millionrounds.com/fund/keith-rabois)[Khosla Ventures](https://millionrounds.com/fund/khosla-ventures) Apple PodcastsShow page
- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 12 Jan 2024 · 1h 15m Dara Khosrowshahi, Bill Gurley, Brad Gerstner, & Jason Calacanis on Uber's growth and future | E1878 With [Bill Gurley](https://millionrounds.com/person/bill-gurley)[Brad Gerstner](https://millionrounds.com/person/brad-gerstner) Mentions [Dara Khosrowshahi](https://millionrounds.com/fund/dara-khosrowshahi)[Jason Calacanis](https://millionrounds.com/fund/jason-calacanis) Apple PodcastsShow page
- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 6 Jan 2024 · 1h 29m Bill Gurley, Brad Gerstner, & Jason Calacanis on the state of tech markets, hosted by David Weisburd | E1875 With [Brad Gerstner](https://millionrounds.com/person/brad-gerstner) Mentions [Jason Calacanis](https://millionrounds.com/fund/jason-calacanis) Apple PodcastsShow page
- [The Full Ratchet](https://millionrounds.com/podcasts/full-ratchet) 23 Dec 2023 · 1h 9m Replay - How to Angel Invest like the Best, Part 1 & 2 (Jason Calacanis) Mentions [Angel Invest](https://millionrounds.com/fund/angel-invest)[Jason Calacanis](https://millionrounds.com/fund/jason-calacanis) Apple PodcastsShow page

### Mentioned in

- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 29 Oct 2026 · 1h 12m Is AI the new cigarettes? Our VC panel digs into Anthropic’s S-1 | E2356 Apple Podcasts
- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 22 Oct 2026 · 1h 41m We asked 3 VCs: would you invest in Elizabeth Holmes’ next startup? | E2353 Apple Podcasts
- [Sourcery](https://millionrounds.com/podcasts/sourcery) 27 Sept 2026 · 47 min 10 of The Wildest Hot Takes From the All-In Summit 2026 Apple PodcastsShow page
- [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 11 May 2026 · 1h 23m Cerebras's IPO goes vertical, and the death of OpenClaw? | E2287 Apple PodcastsShow page

## Quick answers about Jason Calacanis

### What does Jason Calacanis invest in?

Jason Calacanis invests most often at Seed and Series A (91% of the rounds on record).

### How active is Jason Calacanis?

51 investments on record, 1 of them in the last 12 months. The most recent was in Jun 2026.

### What has Jason Calacanis invested in recently?

Its most recent investments on record: Neurometric (Pre-seed, Jun 2026), Shoot My Travel (Angel, May 2019) and Inside.com (Undisclosed round, Feb 2019).

### How big are Jason Calacanis's cheques?

The median round it joins is $4.0M.

### Does Jason Calacanis lead rounds?

Rarely, if at all: none of its 51 investments on record names it as the lead.

### Where does Jason Calacanis invest?

Most of the companies it backs are in the United States (100%).

### Is Jason Calacanis investing now?

Yes: it is actively investing, with 1 investments in the last 12 months.

### Who does Jason Calacanis invest alongside?

Most often 500 Global (7 rounds together), Betaworks (7 rounds together) and SV Angel (6 rounds together).

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