Regional GM - Chicago (Remote)

Unframe · Chicago · Remote

Posted 5/6/2026 · last confirmed live 8/26/2026

Regional GM at Unframe  Location: Chicago, Illinois (Remote)   About Unframe Unframe is an AI-first startup helping the world’s largest enterprises bring LLM-powered applications to life in days - not months. We combine the speed of a product company with the flexibility of a consultancy, helping customers move from idea to deployed AI systems faster than anyone else in the market. With over $100M in TCV secured within 12 months, and a new $50M Series B led by Highland Europe, Unframe is rapidly scaling globally alongside Fortune 500 customers, backed by Bessemer, Craft, and TLV.   About the role: We’re looking for a Regional GM to join our team and help drive our go-to-market motion. You’ll play a pivotal role in landing our first major customers, shaping our sales playbook, and partnering directly with the VP of Sales and founder to build a high-performance revenue engine.   What you’ll do: Lead complex, multi-stakeholder sales cycles into highly regulated industries (FinServ, Healthcare, Manufacturing, Retail) where our on-premises capabilities provide a competitive advantage. Build pipeline from zero in an early-stage environment—identify and win strategic enterprise accounts with no hand-raisers or established playbook. Translate complex AI/ML capabilities into compelling business outcomes for C-suite stakeholders, positioning Unframe for companies seeking to “buy vs. build” AI capabilities. Architect multi-year expansion strategies and build deep relationships across IT, product, and innovation teams. Collaborate directly with the VP of Sales and founders to refine the enterprise strategy and influence the product roadmap What we are looking for: 8+ years enterprise software sales with consistent quota over-achievement at Fortune 500 companies Proven track record closing $1M+ ACV deals in early-stage environments Experience selling complex technical solutions to CIO organizations Background in AI/ML platforms, digital transformation, enterprise data platforms, or management consulting Entrepreneurial mindset, you thrive in ambiguity, own outcomes, and build from scratch Success in highly regulated industries with complex compliance requirements   Nice to have: Regulated industry experience, early-stage success Why join us? Compensation is uncapped with aggressive accelerators. At $1M+ ACV deal sizes, this structure rewards over-performance on meaningful deals. Our VP of Sales joined Unframe for three reasons: a founder with a proven exit, tier-one investors, and a product that's genuinely different and defensible. The GTM approach backs that up. Buyers get a free POC, tailored to their actual use case, delivered in days. No data sharing, no upfront cost, no six-month consulting engagement before anyone sees value. You'll work directly with the VP of Sales and founders, shape GTM strategy, close the deals that define our market position, and hold equity in a company with real institutional backing and momentum. We hire with intention. If you thrive in a performance culture with real backing behind you, you will win here. Ready to Build the Future? If this opportunity excites you, apply now!

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