T. Richard Stroupe Jr.
LinkedIn Copy
Richard — sent you a note about your Cape Fear Ventures cybersecurity thesis and how we're helping similar investors systematize deal sourcing. Built SearchLoop after doing growth equity myself. Worth a quick chat?
Email Copy
Richard — Your post about helping sub-$3M tech founders build their $10M blueprint caught my eye — partly because of the thesis, partly because "the skills that got you to $1M prevent you from reaching $5M" is one of those lines that sticks with you. Quick background: I was deploying €10-30M growth equity tickets into European tech companies, and I was spending more time hunting deals than actually evaluating them. So I built SearchLoop to solve it. Now we run custom sourcing systems for firms like Noble Rock Software — they use it to find founder-led B2B software targets, score them on criteria that matter, then reach out directly to those founders and book meetings. Wingman Growth Partners does something similar, focused on $5-40M revenue founder-led software companies. The system is built custom to each firm and plugs into their existing CRM, email, and calendar — fully transparent, so you can see exactly what's happening at every step. No black box. Given you're actively deploying through Cape Fear Ventures into cybersecurity and space tech, and running Elevate retreats alongside that — I'd imagine your time is stretched thin across portfolio, sourcing, and the founder community you're building. Figured SearchLoop might help you systematize the deal-finding side so you can focus on the parts only you can do. Worth a quick call to see if it fits? Russ searchloop.ai linkedin.com/in/russellt23
Richard — Your post about helping sub-$3M tech founders build their $10M blueprint caught my eye — partly because of the thesis, partly because "the skills that got you to $1M prevent you from reaching $5M" is one of those lines that sticks with you. Quick background: I was deploying €10-30M growth equity tickets into European tech companies, and I was spending more time hunting deals than actually evaluating them. So I built SearchLoop to solve it. Now we run custom sourcing systems for firms like Noble Rock Software — they use it to find founder-led B2B software targets, score them on criteria that matter, then reach out directly to those founders and book meetings. Wingman Growth Partners does something similar, focused on $5-40M revenue founder-led software companies. The system is built custom to each firm and plugs into their existing CRM, email, and calendar — fully transparent, so you can see exactly what's happening at every step. No black box. Given you're actively deploying through Cape Fear Ventures into cybersecurity and space tech, and running Elevate retreats alongside that — I'd imagine your time is stretched thin across portfolio, sourcing, and the founder community you're building. Figured SearchLoop might help you systematize the deal-finding side so you can focus on the parts only you can do. Worth a quick call to see if it fits? Russ searchloop.ai linkedin.com/in/russellt23
Prospect Research
## PROSPECT INFORMATION: Name: T. Richard Stroupe Jr. Title: Founder & Managing Partner Fund: Taos Capital Background: Richard Stroupe is a 3x tech entrepreneur and VC investor based in the Washington DC-Baltimore Area. He is currently the Founder/Managing Partner at Cape Fear Ventures and Taos Capital, and an Investor/Board Chairman at Ohanafy. He also holds a Doctor of Technology degree from Purdue University (2020-2023) and has executive education from Harvard Business School and Wharton. His expertise lies in helping sub $3m tech founders construct their $10m blueprint. Richard's recent posts highlight his active engagement in the tech and investment world, with a particular focus on cybersecurity and space technology. On '2026-02-09 14:10:18.627 +0000 UTC', he shared insights on cybersecurity investments, stating, "It’s a major reason I'm deploying more capital into cybersecurity through Cape Fear Ventures." He emphasized the market for AI-powered security tools, 'Trust nothing, verify everything' security systems, industrial/infrastructure security, and multi-cloud security. Just days prior, on '2026-02-06 13:15:02.821 +0000 UTC', he gave advice to Purdue University students, stressing the importance of lifelong learning and building for purpose, not just profit, remarking, "After selling my first company, I fell into depression for weeks. The money didn't fill the purpose gap." He also actively discusses space economy investments. On '2026-02-03 16:10:32.867 +0000 UTC', he highlighted a $470M Series C investment in CesiumAstro, noting, "The fact that they secured this level of investment signals that Washington is willing to back commercial-speed innovation when it serves national security." Two weeks earlier, on '2026-01-23 14:43:27.455 +0000 UTC', he detailed Starlink's exponential growth, observing, "22,000 new customers per day means Starlink currently adds the equivalent of a mid-sized city's internet infrastructure every week." He believes that "Cash flow wins when you're building for decades." On '2026-01-28 16:05:19.774 +0000 UTC', he mentioned backing SpaceX since 2019 and anticipating its IPO, stating, "That vision is now materializing in ways the broader market is just starting to grasp." He further discussed SpaceX's potential $1.5 trillion IPO on '2025-12-12 13:40:23.314 +0000 UTC', noting Elon Musk's "$1.5 trillion bet that his personal timeline is the binding constraint." He also discussed Musk's clarification on SpaceX's valuation on '2025-12-08 14:58:00.642 +0000 UTC', quoting Musk: "SpaceX has been cash flow positive for many years and does periodic stock buybacks twice a year." Stroupe has invested in Juno Propulsion Inc. for their work on rotating detonation engines for spaceflight, noting on '2025-12-26 13:30:01.404 +0000 UTC' that "Propulsion technology is a critical piece of space infrastructure." Lastly, he offers insights on entrepreneurship and leadership, frequently sharing lessons from his Elevate CEO Retreats, which focus on helping founders scale past personal capacity by building systems and decision frameworks. On '2025-11-11 13:45:37.236 +0000 UTC', he remarked, "The skills that got you to $1M prevent you from reaching $5M." Fund details: - Description: Taos Capital is a family investment holding company headquartered in Northern Virginia focusing on small to mid-market growth capital investment opportunities. We collaborate with innovative entrepreneurs to foster growth and create shareholder value by deploying disruptive strategies around capital, operations and mentorship. Taos Capital’s mission is to accelerate and enhance our portfolio companies through our own extensive experience and unique industry network. We are comprised of seasoned veterans and entrepreneurs who not only bring deep domain expertise but also hands on operational experience to our portfolio companies. Working closely with management and leveraging our network of resources and our longstanding experience with operations, leadership, and finance, we drive portfolio companies to become leaders in their respective fields. - Website: http://taoscapital.com - Location: Tysons Corner, Virginia, United States - Lead qualification: Research: - Query: =Taos Capital T. Richard Stroupe Jr. recent investments fund thesis - Answer: