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Greatscale Ventures

Venture capital

San Diego · 5 people tracked

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Investment thesis

Greatscale Ventures is a San Diego-based venture firm co-founded by Tyson McDowell and Aaron Contorer, both former technology company operators. The firm focuses on high-scale technologies, with a particular interest in the intersection of humans and AI-driven systems.

Source: firm website, verified Aug 6, 2026.

HQ
San Diego, CA, US
Instruments
Equity
Founded
2017
Tracked investments
2

Team · 5 people

from public directories
Aaron Contorer· Cofounder and Managing Partnerin

Cofounder and managing partner of Greatscale Ventures and founder/chairman of FP Complete. Previously served as technology adviser to Bill Gates at Microsoft, general manager of Visual C++, and technology architect on MSN and Windows. Early AI researcher with degrees in computer science and cognitive psychology, and inventor on 18 computer technology patents.

Tyson McDowell· Cofounder and Managing Partnerin

Cofounder and managing partner of Greatscale Ventures with nearly 20 years of experience building and running companies as CEO, CTO, or President. He focuses on scaling human-AI technology integration and holds certifications as a private pilot with multiple type ratings.

Bill Bliss· Venture Partnerin𝕏

Bill Bliss is a Venture Partner at Greatscale Ventures with experience spanning founding roles at Microsoft Outlook and Microsoft Teams, where he most recently served as Platform Architect for the Teams developer platform. His career includes leadership positions at major technology and internet companies, including VP and GM of Search and Recommendations at MySpace, VP of Emerging Technologies at Gomez Inc., and senior roles at Expedia managing product strategy and business analytics. He spent over 16 years at Microsoft in various senior technology and management positions, including general manager of MSN Search, which launched in 1998 and grew to over 100 million daily queries by 2002.

George Burnett III· Venture Partnerin𝕏

George Burnett III serves as Chief Technology Officer at VMS. With over 25 years of experience, he has founded and scaled companies across cleantech, fintech, hospitality, and managed IT sectors, with expertise in network and server architecture, multiple programming languages, and product design. He currently advises startups and Fortune 500 companies on digital transformation initiatives.

Jeffrey Klenner· Venture Partnerin𝕏

Jeffrey Klenner is a technology executive with 28 years of experience scaling high-growth organizations, particularly in infrastructure, cloud, and cybersecurity. He serves as a board member at Equus Compute Solutions, ReachifyAI, and Bench Talent Cloud, and partners with founders at Greatscale Ventures on go-to-market strategy and execution. Previously, he led EVOTEK as President, expanding the company 25x to over $500M in revenue during six years, and held leadership roles at BMC Software, Symantec, Veritas, EMC, and Sun Microsystems, with international experience across more than 20 countries.

Investments · 2 tracked

founders shown can be your intro path

By year:2024 · 12020 · 12 dated

Bench Talent CloudinSeed · Apr 2024 · $1M

San Diego, US

Jameson Trevor Foster(Executive Officer)

Other

Tracked investments with no reachable website or further public details — typically companies that wound down, renamed, or were absorbed.

Volv

Frequently asked questions

What sectors does Greatscale Ventures focus on?
Greatscale Ventures focuses on AI & Machine Learning.
Where is Greatscale Ventures located?
Greatscale Ventures is headquartered in San Diego, US.

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