# Roger Dickey

> Roger Dickey is a seed investor at Pitchbot.vc (San Francisco) backing Software and Education. See 23 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Pitchbot.vc](https://shizune.co/investors/profile/pitchbot)
- Location: San Francisco, United States
- Total investments: 23
- Last investment: Sep 2025
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/rogerdickey
- X (Twitter): http://twitter.com/rogerdickey
- Website: https://x.com/rogerdickey
- Facebook: http://www.facebook.com/roger.dickey

Roger Dickey is a seed investor at Pitchbot.vc in San Francisco focused on Software and Education. Roger Dickey is the Co-Founder & CEO of Made Renovation. He previously worked at Gigster as a Co-Founder & CEO. Roger Dickey attended the University of Illinois Urbana-Champaign.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $1.1M–$5M |
| Pre-Seed | $756k–$4M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 7 | 30% |
| Education | 5 | 22% |
| Artificial Intelligence | 4 | 17% |
| EdTech | 3 | 13% |
| E-Commerce | 3 | 13% |

63 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 17 | 74% |
| Pre-Seed | 2 | 9% |
| Funding Round | 2 | 9% |
| Angel | 1 | 4% |
| Series A | 1 | 4% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 17 | 74% |
| Canada | 1 | 4% |
| Colombia | 1 | 4% |
| Portugal | 1 | 4% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| howie | howie an email-based scheduling assistant, uses artificial intelligence to automate the scheduling and rescheduling of your meetings. | $6M | Seed | Sep 22, 2025 |  |
| Augment Markets | Augment is a pre-IPO marketplace that enables investors to buy and sell shares in private companies for as little as $10k. Investors can trade shares within its Collective product without the hassle of traditional secondaries markets. It offers securities through Augment Capital, LLC, a registered broker-dealer and Alternative Trading System withFINRA and the SEC. | $3.2M | Seed | Aug 01, 2024 |  |
| Double | Double is a software platform that helps users to build, automate, and analyze investment portfolio for retail investors. | $3.3M | Seed | May 01, 2024 |  |
| Craftwork | Craftwork is a modern general contracting company that uses technology to simplify repair and renovation projects for homeowners. | $4M | Pre-Seed | Jul 16, 2023 |  |
| SearchEye | Search is becoming more fragmented, complex and difficult to capture.
 We leverage AI to demystify your search roadmap, and give you the execution you need to win. We then connect brands with each other and to publishers to generate brand signals and PR that powers your distribution. Why pay a daily tribute to Facebook and Google ads when you canwork with other audience owners to access fresh distribution, and put your brand in front of fresh users. | $755.9K | Pre-Seed | Jul 11, 2023 |  |
| Craftwork | Craftwork is a modern general contracting company that uses technology to simplify repair and renovation projects for homeowners. | $3.5M | Seed | Jan 01, 2023 |  |
| Craftwork | Craftwork is a modern general contracting company that uses technology to simplify repair and renovation projects for homeowners. | $4M |  | Jan 01, 2023 |  |
| HoyTrabajas | HoyTrabajas is an HR-Tech solution designed to assist companies in Latin America facing high turnover rates in swiftly attracting and retaining low-skilled talent within a timeframe of fewer than 48 hours. | $5M | Seed | Oct 13, 2022 |  |
| Enki | Enki builds AI products for the workforce development and upskilling industry. Offers a dynamic and adaptive educational experience that caters to the evolving needs of professionals seeking to enhance their technical skills. | $1.5M | Seed | Jan 01, 2021 |  |
| Cloosiv | Cloosiv is an ordering platform that allows users to order in advance from their favorite coffee shop, skip the queue, and get rewards from the platform to save time and money. | $1M | Seed | Oct 02, 2019 |  |

10 of 23 investments shown.

## Co-investors
- [500 Global](https://shizune.co/investors/profile/500-startups) — VC Fund, 4 deals together
- [Costanoa Ventures](https://shizune.co/investors/profile/costanoaventures) — VC Fund, 3 deals together
- [Everywhere Ventures](https://shizune.co/investors/profile/everywhere-ventures) — VC Fund, 3 deals together
- [Four Cities Capital](https://shizune.co/investors/profile/fourcities-capital) — VC Fund, 3 deals together
- [MPG Fund](https://shizune.co/investors/profile/mpg-fund) — VC Fund, 3 deals together
- [Y Combinator](https://shizune.co/investors/profile/y-combinator) — VC Fund, 3 deals together

## About Pitchbot.vc

VC Fund · San Francisco, United States

Pitchbot simulates a pitch meeting with an angel, incubator, seed fund or VC firm. You respond to multiple-choice questions about your product, team, growth and values as you try to impress the investor. If your answers show you know how to build a great startup, you win a mock-up funding term sheet. Seem like a misguided wantrepreneur, and you’llget shown the door.

1 contacts available at Pitchbot.vc.

| Name | Title | Profile |
| --- | --- | --- |
| Roger Dickey | Founder & Creator | https://shizune.co/investors/profile/roger-dickey |

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## FAQ

### What does Roger Dickey invest in?

Roger Dickey invests primarily in Software, Education and Artificial Intelligence startups, most often at Seed and Pre-Seed stage. Most of the 23 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 Roger Dickey's check size?

Roger Dickey typically joins rounds of $1.1M–$5M at Seed and $756k–$4M at Pre-Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Roger Dickey participates in.

### When did Roger Dickey last invest?

The most recent investment recorded for Roger Dickey closed in Sep 2025. Shizune tracks 23 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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