Charles Stack
InvestorInvestor at FlashStarts
Cleveland, Ohio
Writes $100K – $5M checks · typically $1.5M
About
Charles Stack is the founder and CEO of Coworkers.Global, an AI staffing agency offering managed AI agents across specialized roles including startup advisor, paralegal, developer, and finance analyst. With over 20 years of experience at the intersection of software and workplace practices, Stack previously founded Flashline, which was acquired by BEA between 2001 and 2006, and holds background experience in English, law, and software development.
Experience
- Coworkers.globalCEOcurrent2026 — presentCleveland, Ohio, United States
- Flashstarts, Inc.Innovation Consultant2019 — 2026Greater Cleveland
- Flashstarts, Inc.Co-Founder/CEO2012 — 2019Greater Cleveland
- North Coast Angel FundMember2009 — 2026Greater Cleveland
- The City Club of ClevelandMember Board Of Directors2016 — 2026Greater Cleveland
- Blockland SolutionsExecutive Committee2018 — 2020Greater Cleveland
- StartMart.USFounder2014 — 2019Greater Cleveland
- Ohio Venture AssociationMember / Board Member2006 — 2019Greater Cleveland
- SidewaysFounder/ CEO2010 — 2012Greater Cleveland
- BEA SystemsSr. Exec. Vice President Web Services Group2006 — 2007San Francisco
- Flashline, Inc. (Acquired BEA/Oracle 2006)Founder/CEO1999 — 2006Greater Cleveland
- CUC InternationalVice President Internet Retail1996 — 1998Stamford CT
- Books.com (Acquired CUC/B&N 1996)Founder/CEO1992 — 1996Greater Cleveland
- Parallax LegalSystems, Inc.Founder/CEO1984 — 1991Greater Cleveland
Skills & more
Claude SkillsAnthropic ClaudeClaude Code SubagentsBlockchain5Bitcoin3LIghtning Network2Mobile Applications11E-commerce9Marketing8Business Development7Corporate Development8Email Marketing6
+12 more
Management ConsultingWeb ServicesWeb DevelopmentSmall BusinessSEOProject ManagementSoftware DevelopmentSEMWeb DesignAnalyticsCloud ComputingDigital MarketingLanguages English
From Charles's professional profile.
Frequently asked questions
- Who is Charles Stack?
- Charles Stack is the founder and CEO of Coworkers.Global, an AI staffing agency offering managed AI agents across specialized roles including startup advisor, paralegal, developer, and finance analyst. With over 20 years of experience at the intersection of software and workplace practices, Stack previously founded Flashline, which was acquired by BEA between 2001 and 2006, and holds background experience in English, law, and software development.
- Where does Charles Stack work?
- Charles Stack is Investor at FlashStarts.
- What check size does Charles Stack write?
- Charles Stack typically writes checks of $100K – $5M.
- Where did Charles Stack go to school?
- Charles Stack studied at Anthropic (Claude, AI Agents); Case Western Reserve University School of Law (Doctor of Law (JD), Intellectual Property); Blockchain (Online Courses, Blockchain).
Same school
Also attended Case Western Reserve University School of Law5
Also attended Kent State University16
Sara Risch, PhDAdvisor at CincyTechBrent BlakeVenture Partner at TFX CapitalAkhil SaklechaAdvisor - Healthtech at Augment VenturesBrianne KimmelFounder & Managing Partner at Worklife VenturesMatt RiehlHead of Government Relations at JumpStart VenturesCarrie WintersExecutive Assistant at Prime Impact Fund
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Shared employers
Also worked at North Coast Angel Fund1
Also worked at BEA Systems22
Tim HaleyCo-Founder at Redpoint VenturesPuneet AgarwalInvestor at True VenturesSanjeev KumarVenture Partner at FusionCharles ZedlewskiVenture Partner at Zero Prime VenturesTimothy EadesGeneral Partner and Fellow Founder at Cyber Mentor FundMichael GirdleyManaging Director at Geekdom
+ 16 more