Cliff Holekamp
Cofounder, Managing Director, & General Partner @ Cultivation Capital
Greenville, United States
Cliff Holekamp is a seed investor at Cultivation Capital in Greenville focused on Software and SaaS. Cliff Holekamp is based out of Greenville, South Carolina and is the Cofounder, Managing Director, and a General Partner of Cultivation Capital. Cliff previously worked at Foot Healers as Founder & President. He was then the Professor of Practice and Academic Director for Entrepreneurship at Washington University in St. Louis where he was named one of the Top 100 Entrepreneurship Professors in the World and led the entrepreneurship program to a #1 world ranking. Cliff Holekamp has been recognized by Business Insider as one of the Seed 100 Best Early Stage Investors and as the Top Startup Investor in South Carolina. He earned his BA from Washington & Lee University and his MBA from Washington University in St. Louis.
- Total investments:
- 117
- Last investment:
- Lead investor:
- 52%
Last updated:
For AI agents: llms.txt
Industries Cliff Holekamp invests in
Stages Cliff Holekamp invests in
Countries Cliff Holekamp invests in
Round sizes
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
Round size
- Seed
- $375k–$3.2M
- Pre-Seed
- $300k–$1.3M
- Series A
- $1.5M–$17M
Investment Focus
Industry
- Software 26 (22%)
- SaaS 11 (9%)
- Information Technology 11 (9%)
- FinTech 7 (6%)
- Analytics 7 (6%)
Stage
- Seed 39 (33%)
- Series A 21 (18%)
- Pre-Seed 9 (8%)
- Series B 8 (7%)
- Venture - Series Unknown 8 (7%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Noise is a marketplace platform that develops and distributes branded content via social media, allowing brands to reach new audiences. | $7.2M / Seed / Sep 17, 2026 | ||
| Shelfmark is an intelligence platform that brings the innovation to DSD to provide inventory insights for suppliers, and eCommerce partner. | $4.9M / Seed / Jul 14, 2026 | ||
| Detect Auto is a computer vision system that uses Wi-Fi cameras to provide actionable insights to improve auto repair service centers. | $2.9M / Seed / Dec 08, 2025 | ||
| Aegis Digital Health delivers solutions in virtual care and remote patient monitoring to healthcare providers. | $1M / Seed / Sep 11, 2025 | ||
| Your team is shipping with AI. Agents are writing code, changing your infrastructure, pushing to production. Nobody tracks what those agents did last week, or why a similar change broke production three months ago. OpsCompanion does. It maps how your systems behave over time, so when an AI coding tool is about to repeat a mistake or cross aboundary your team set, it catches the problem before your customers do. Every agent action, every incident, every fix builds operational memory specific to your environment. That memory feeds back into agent sessions, giving your AI tools the guardrails and context they need to make better decisions automatically.We built OpsCompanion for mid-market engineering teams that need AI agent governance, monitoring, and audit trails without hiring a dedicated SRE or building internal tooling from scratch. Connect your tools and go live in under two weeks.You started building because you had something worth making. OpsCompanion makes sure it stays that way. | Pre-Seed / Sep 05, 2025 | ||
| Avol Aerospace is a startup that develops autonomous electric aircraft specifically for time-critical cargo delivery. The company’s service focuses on delivering medical-logistics shipments—such as blood, stem cells, tissues, or lab specimens—between healthcare centers, enabling pickup in 30 minutes or less and costs comparable to or below groundtransport. Avol’s proprietary aircraft use a blended-wing design to maximize cargo volume and reduce cost per flight, aiming to provide zero-emissions, high-efficiency alternatives for critical logistics. | $3.8M / Seed / Aug 28, 2025 | ||
| CodeBuddy provides a free community plan, as well as a subscription model or bulk pricing for enterprises. | $872.5K / Seed / May 15, 2025 | ||
| Solis Agrosciences provides R&D crop development services to Agtech companies. Founded in 2021, Solis Agrosciences is a plant science services company on a mission to accelerate the pace of scientific discovery and commercialization. | $500K / Series A / Feb 25, 2025 | ||
| Parsec Education is a technology company that provides educational data analytics and data visualization services. | $8M / Series A / Dec 11, 2024 | ||
| VedaPointe provides strategic expertise, incubation assistance, and technical services for clinical and administrative healthcare data. The company was founded in 2019 and is based in St. Louis, Missouri, United States. | $2.7M / Seed / Oct 15, 2024 | ||
| See all 117 investments → | |||
Co-Investors
About Cultivation Capital
Cultivation Capital is a venture capital firm that manages a family of funds focused on early-stage investing. Most of our initial investments are during a startup’s Seed or Series A phase, and our initial checks range from $500k – $3.5M. Our industries of focus include life sciences and health tech, software and IT, agriculture tech, and geospatial tech.
Cultivation Capital Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Alana Mann
Principal
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Andy Dearing
General Partner
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Brian Matthews
Co-Founder & General Partner
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David Smoller
General Partner - Life Sciences Fund
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Dean VandeKamp
General Partner
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FAQ
What does Cliff Holekamp invest in?
Cliff Holekamp invests primarily in Software, SaaS and Information Technology startups, most often at Seed and Series A stage. Most of the 117 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What round sizes does Cliff Holekamp invest in?
Cliff Holekamp typically joins rounds of $375k–$3.2M at Seed, $300k–$1.3M at Pre-Seed and $1.5M–$17M at Series A. These are whole funding-round sizes, not Cliff Holekamp's own check, which is rarely disclosed: the 10th–90th percentile of the confirmed public funding rounds Cliff Holekamp took part in.
How do I contact Cliff Holekamp?
Public channels for Cliff Holekamp include LinkedIn, X (Twitter) and the website linked on this profile. 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 Cliff Holekamp last invest?
The most recent investment recorded for Cliff Holekamp closed in Sep 2026. Shizune tracks 117 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 Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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