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The Venture Codex

Positive Sum

6 Suburban Ave, Stamford, CT, 06901, United States

Overview

Positive Sum is a venture capital and private equity firm that helps teams build extraordinary businesses.

Total investments
18
Lead investments
6
Investments · 12mo
7
Active investors
1

Sector focus

  • Financial Services
  • Funding Platform
  • Venture Capital
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Investment portfolio

  • Etched.ai

    Participated · Equity · Aug 2026

    Etched.ai develops rack-scale inference systems and broader frontier inference infrastructure. Since founding, the company has grown to more than 400 employees, hiring over 200 people after its Series B late last year. It has secured more than $1 billion in customer orders and established deep manufacturing and supply-chain partnerships, including opening a factory in Taiwan. Etched is currently validating its first rack-scale inference product with customers. The company’s near-term plans emphasize production, manufacturing scale-up, and deployment of its inference systems, supported by cumulative funding of $800 million.

  • Speakeasy

    Led · Equity · Jul 2026

    Speakeasy offers a unified operations and data platform for live experiences and the IRL economy, consolidating ticketing, on-premise payments, reservation management, premium booking flows, POS integrations, CRM and marketing into a single command center. Founded in 2023 by Paul Stacek, Tamas An, and Alex Manavi and announced from New York, the company has grown rapidly—reporting 500% year-over-year growth—and had nearly bootstrapped to profitability prior to its first institutional raise. Its customer roster includes enterprise clients such as TAO Group Hospitality, Fontainebleau Development, E11EVEN, Barstool, Cipriani, and Breakaway Music Festival. Speakeasy plans to use new capital to expand into new markets and adjacent verticals, enhance its solutions, and accelerate predictive intelligence and patron connectivity across its partner base.

  • Neko Health

    Participated · Series C · Jul 2026

    Neko Health runs the Neko Health Scan, a 60-minute comprehensive, non-invasive, radiation-free assessment that captures millions of health data points using proprietary sensors alongside blood analysis and delivers results with an in-person clinician consultation. Since launching in February 2023, Neko has expanded clinics across Sweden and the U.K., recently opening a new Stockholm clinic and rolling out next-generation devices (Derma-2, Echo-2, Spectrum-2) and body-composition measures. Over 350,000 people have registered for a scan and more than 100,000 members have completed one, with about 75% of members prepaying for a follow-up scan at the end of their appointment. Neko reports measurable health improvements for returning members, including statistically significant improvements in five of seven key biomarkers and many previously severe conditions brought under control. The company is focused on scaling clinic footprint and iterating its in-house tech stack, with planned U.S. expansion and continued investment in hardware and its health data platform.

  • Rogo

    Participated · Series D · Apr 2026

    Rogo builds an enterprise-grade, agentic AI platform purpose-built for finance. The system acts as a thought partner for decision-makers, delivering deal stress-testing, investment framework generation, and client meeting preparation workflows. More than 25,000 professionals at institutions such as Rothschild, Jefferies, and Lazard actively use the software. Led by CEO Gabe Stengel and co-founder John Willett, the company positions its technology as an end-to-end solution embedded in critical financial workflows. The newly secured capital will support scaling the platform, widening deployments across global firms, and opening a London office to spearhead European expansion. Including the Series C, Rogo has now raised over $165 million, highlighting strong investor confidence in its growth trajectory.

  • Skyryse

    Participated · Series C · Feb 2026

    Founded in 2016, Skyryse is an El Segundo, California–based aviation automation company focused on SkyOS, a flight control operating system that replaces dozens of traditional gauges and switches with touchscreen-based automation. The system handles take-off, landing, hover, and engine-out emergencies, while still keeping a pilot in the loop, thereby enhancing safety and reducing pilot workload. Skyryse has already integrated SkyOS into platforms ranging from civilian helicopters to U.S. military Black Hawk helicopters and has inked integration contracts with United Rotorcraft, Air Methods, and Mitsubishi Corporation. The company is nearing the final stages of FAA certification after receiving final design approval for its flight control computers. New funding will accelerate SkyOS deployment across additional aircraft types and support the remaining certification testing. Including the latest round, Skyryse has secured more than $605 million in equity financing and now carries a $1.15 billion valuation.

Team

  • Patrick O'Shaughnessy

    Co-Founder & Partner

    LinkedIn