# Doug Cobb

> Doug Cobb is a funding round investor at Chrysalis Ventures backing Software. See 5 investments, check sizes, portfolio and contact details. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Chrysalis Ventures](https://shizune.co/investors/profile/chrysalis-ventures)
- Location: Louisville, United States
- Total investments: 5
- Last investment: Jul 2018
- Lead investor: 20%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/douglasfcobb

Doug Cobb is a funding round investor at Chrysalis Ventures in Louisville focused on Software and Health Care. In April 2010, Doug returned to Chrysalis, the venture capital firm he co-founded in 1993 with David Jones, Jr. As an Entrepreneur-in Residence, Doug evaluates new business opportunities and assists current portfolio companies in the technology sector. Doug is also board member to Chrysalis portfolio companies, Regent Education and My HealthDirect.A lifelong entrepreneur, Doug has a diverse background in media and technology. Most recently, from 2000 – 2010, he was Chairman and CEO of Chrysalis portfolio company Appriss, Inc., a Louisville-based company that provides innovative information technology solutions to assist law enforcement efforts and improve the efficiency and effectiveness of criminal justice agencies. Appriss’ services include VINE®, the nation’s defacto standard for automated victim notification, and MethCheck®, which helps law enforcement track purchases of over-the-counter medications used in the production of methamphetamine. Previously, from 1997 until 2000, Doug served as the founding President and CEO of Greater Louisville Inc., Louisville’s leading economic development organization. Before joining Greater Louisville Inc., Doug was a Managing Director of Chrysalis from 1993 – 1997. Prior to co-founding Chrysalis, he was the Founder and CEO of The Cobb Group, the world’s leading publisher of newsletters for personal computer users, which was successfully sold to publisher Ziff-Davis.Doug holds a B.A. from Williams College, magna cum laude, and an M.S. in Accounting from the New York University Graduate School of Business Administration. He is a three-time Inc. 500 CEO, a three-time Kentucky Entrepreneur of the Year and a member of the Junior Achievement Kentucky/Southern Indiana Business Hall of Fame. Active in civic affairs, Doug served as Chairman of Greater Louisville Inc. in 2000 and as Chairman of the Louisville Area Chamber of Commerce in 1996.

## Contacts

5 contacts available for Doug Cobb: work email, personal email, work phone, personal phone and socials. Sign up free to unlock them: https://app.shizune.co/sign-up/investor-profiles/find-email/doug-cobb?utm_source=investor_profile

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 2 | 40% |
| Health Care | 2 | 40% |
| SaaS | 1 | 20% |
| Medical | 1 | 20% |
| Hospital | 1 | 20% |

11 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Funding Round | 2 | 40% |
| Seed | 1 | 20% |
| Series A | 1 | 20% |
| Series B | 1 | 20% |
| Series C | 1 | 20% |

6 stages tracked in total.

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Sentry Health | SentryHealth is leading the charge in employee health and wellbeing. Our integrated health management solution is the perfect combination of technology and personalized support from caring medical professionals. Powered by AI, we analyze data from multiple sources to develop unique Intelligent Profiles complete with personalized recommendations.Pairing these profiles with smart technology and Registered Nurse Advocates, we engage with each employee to ensure they receive the right care at the right time. The result is better participation, higher satisfaction, greater outcomes, and lower costs. | $5.3M | Series A | Jul 10, 2018 |  |
| Regent Education | Regent is a Software-as-a-Service (SaaS) provider of financial aid management software solutions for higher education institutions. SaaS solutions are designed to inter-operate with and enhance existing ERP systems, while enabling institutions to realize a positive, quantifiable ROI in the same fiscal period in which they are deployed. | $8.5M |  | Feb 28, 2017 |  |
| CompleteSet | CompleteSet's mission is to archive the world’s collectibles and help people discover and enjoy them. The company provides web and mobile apps that help fans rapidly catalog their collections, accurately contribute information to an online knowledge base, and safely buy collectibles from each other. | $470K | Convertible Note | Mar 31, 2016 |  |
| CompleteSet | CompleteSet's mission is to archive the world’s collectibles and help people discover and enjoy them. The company provides web and mobile apps that help fans rapidly catalog their collections, accurately contribute information to an online knowledge base, and safely buy collectibles from each other. | $650K | Seed | Dec 01, 2014 |  |
| Regent Education | Regent is a Software-as-a-Service (SaaS) provider of financial aid management software solutions for higher education institutions. SaaS solutions are designed to inter-operate with and enhance existing ERP systems, while enabling institutions to realize a positive, quantifiable ROI in the same fiscal period in which they are deployed. | $4M | Series C | Jul 07, 2014 |  |

5 of 5 investments shown.

## Co-investors
- [New Markets Venture Partners](https://shizune.co/investors/profile/new-markets-venture-partners) — VC Fund, 2 deals together
- [Ares Capital](https://shizune.co/investors/profile/ares-capital-corporation) — VC Fund, 1 deal together
- [Connetic Ventures](https://shizune.co/investors/profile/connetic-ventures) — VC Fund, 1 deal together
- [Lunsford Capital](https://shizune.co/investors/profile/lunsford-capital) — VC Fund, 1 deal together
- [OCA Ventures](https://shizune.co/investors/profile/oca-ventures) — VC Fund, 1 deal together

## About Chrysalis Ventures

VC Fund · Louisville, United States

Chrysalis Ventures is a source of equity capital for young growth companies in the "under-ventured" Midwest and South. Chrysalis invests primarily in early-stage and expansion-stage companies in healthcare services and technology, media and communications, and business services.

5 contacts available at Chrysalis Ventures.

| Name | Title | Profile |
| --- | --- | --- |
| Doug Cobb | Entrepreneur-in-Residence | — |
| Jan Bruce | Entrepreneur-in-Residence | — |
| John Willmoth | Venture Partner | — |
| Mike Shea | Entrepreneur-in-Residence | — |
| Richard Vance | Operating Partner | — |

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## FAQ

### What does Doug Cobb invest in?

Doug Cobb invests primarily in Software, Health Care and SaaS startups, most often at Funding Round and Seed stage. Most of the 5 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### How do I contact Doug Cobb?

Public channels for Doug Cobb include LinkedIn. 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 Doug Cobb last invest?

The most recent investment recorded for Doug Cobb closed in Jul 2018. Shizune tracks 5 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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