# Craig Cummings

> Craig Cummings is a seed investor at AgentHero (Austin) backing Travel and Software. See 8 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [AgentHero](https://shizune.co/investors/profile/agenthero)
- Location: Austin, United States
- Total investments: 8
- Last investment: Jul 2023
- Lead investor: 88%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/unleashcraig
- X (Twitter): https://twitter.com/unleashcraig
- Website: https://x.com/unleashcraig
- Facebook: https://www.facebook.com/craig.cummings.921

Craig Cummings is a seed investor at AgentHero in Austin focused on Travel and Software. Craig Cummings is the Co-Founder and General Partner of Moonshots Capital. He previously worked at Shep as an Investor and Board Member. Craig Cummings attended Columbia University.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Travel | 2 | 25% |
| Software | 2 | 25% |
| Aerospace | 2 | 25% |
| Business Travel | 2 | 25% |
| Bitcoin | 1 | 13% |

25 industries tracked in total.

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Proteus Space | Proteus Space compresses the spacecraft definition and AI&T life-cycle from years to months, delivering full CAD based Design Packages with Hardware-in-the-Loop (HIL) validation on record timelines. This transformational speed and scale, backed by Unlimited Data Rights to the resulting design specifications, fundamentally changes the ability torapidly prototype and field responsive space assets on radically shorter timelines. | $4.2M | Seed | Jul 13, 2023 |  |
| Outpost | Outpost is the sustainable space company. We enable precision Earth Return of satellites and orbital payload missions. | $7.1M | Seed | Aug 30, 2022 |  |
| Cartwheel | We help businesses launch in-house delivery or upgrade their third-party delivery infrastructure. Companies save on costs, keep their brand identity, and have full control over visibility and data. We have dozens of integrations including Olo and ezCater. Our clients include P.F. Changs, Portillo's, and Charleys Philly Steaks, to name a few.We are hiring! | $3M | Seed | Apr 28, 2022 |  |
| Zabo | Zabo is a startup that lets financial companies give their customers a bird’ eye view of their crypto investments. | $2.5M | Seed | Mar 05, 2020 |  |
| Threatcare | Threatcare’s automated Breach and Attack Simulation solutions provide real-time insights and actionable recommendations that enable organizations to build, measure, and maintain strong cybersecurity programs. | $2.1M | Seed | Oct 03, 2019 |  |
| Shep | Monitor and communicate with employees across thousands of sites. | $1.4M | Seed | Feb 15, 2018 |  |
| Shep | Shep’s browser extension-based tool provides travel programs with an easy way to capture employee bookings made on consumer travel sites, messaging employees about the travel policy, while capturing those off-channel bookings for the travel team. | $1.4M | Seed | Feb 15, 2018 |  |
| Threatcare | Threatcare’s automated Breach and Attack Simulation solutions provide real-time insights and actionable recommendations that enable organizations to build, measure, and maintain strong cybersecurity programs. | $1.4M | Seed | Jan 04, 2018 |  |

8 of 8 investments shown.

## Co-investors
- [Capital Factory](https://shizune.co/investors/profile/capital-factory) — VC Fund, 3 deals together
- [Firebrand Ventures](https://shizune.co/investors/profile/firebrand-ventures) — VC Fund, 2 deals together
- [Flyover Capital](https://shizune.co/investors/profile/flyovercapital) — VC Fund, 2 deals together
- [KittyHawk](https://shizune.co/investors/profile/kittyhawk-ventures) — VC Fund, 2 deals together
- [AIN Ventures](https://shizune.co/investors/profile/academy-investor-network) — VC Fund, 1 deal together
- [Act One Ventures](https://shizune.co/investors/profile/act-one-ventures) — VC Fund, 1 deal together

## About AgentHero

VC Fund · Virginia, United States

AgentHero doesn’t represent a national real estate brokerage. They believe that no single brokerage has a monopoly on the best agents, they have found some of the best veteran and military spouse REALTORS® in different brokerages all around the country. What unifies their REALTORS® is their dedication to providing the same level of honesty andintegrity that was required of them while they were in uniform; what makes them exceptional is their vast level of experience on both sides of the home buying and selling transaction.

3 contacts available at AgentHero.

| Name | Title | Profile |
| --- | --- | --- |
| Craig Cummings | Co-Founder and Chairman | https://shizune.co/investors/profile/craig-cummings |
| Jason Dempsey | Founder | https://shizune.co/investors/profile/jason-dempsey |
| Ken Robbins | Founder | https://shizune.co/investors/profile/ken-robbins |

## Similar investors

### Similar stage
- [Antler](https://shizune.co/investors/profile/antler-be9c) — VC Fund
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [Right Side Capital Management](https://shizune.co/investors/profile/right-side-capital-management) — VC Fund

## FAQ

### What does Craig Cummings invest in?

Craig Cummings invests primarily in Travel, Software and Aerospace startups, most often at Seed stage. Most of the 8 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Craig Cummings last invest?

The most recent investment recorded for Craig Cummings closed in Jul 2023. Shizune tracks 8 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 Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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