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Cache Ventures

Founder in Residence

This is a full-time position designed to be a launchpad for anyone looking to find their long-term ... Think of it as an entrepreneur apprenticeship. The endgame being that you work with us as a co ...

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As of Sep 5, 2026, the average hourly pay for full time entrepreneur residence in the United States is $23.02, according to ZipRecruiter salary data. Most workers in this role earn between $16.83 and $28.12 per hour, depending on experience, location, and employer.

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AspectFull Time Entrepreneur ResidenceFreelancer
CredentialsBusiness registration, entrepreneurial certificationsNone specific, skill-based
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Employer/Industry UsageSelf-employed, startup ecosystemIndependent contractor, service industry

Full Time Entrepreneur Residence involves living and working full-time as a business owner, often with a dedicated space and entrepreneurial focus. Freelancers work independently on specific projects without necessarily establishing a formal residence for their business. While both are self-employed, the residence model emphasizes a dedicated entrepreneurial environment, whereas freelancing offers more flexibility and project-based work.

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Full Time Entrepreneur Residence jobs near you
Infographic showing various Full Time Entrepreneur Residence job openings in the United States as of August 2026, with employment types broken down into 2% As Needed, 79% Full Time, 17% Part Time, and 2% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $47,876 per year, or $23 per hour.

Co-Founder & CEO - Entrepreneur in Residence

FutureSight

Chicago, IL • On-site, Remote

Full-time

Re-posted 2 days ago

Job description

The Opportunity
FutureSight is seeking an experienced, visionary entrepreneur to co-found its next B2B AI venture with us. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
This opportunity is open to repeat entrepreneurs who may already have an early-stage idea they're exploring, or who want to partner with FutureSight to validate, shape, and launch a new venture together. You will work alongside our team to test and refine ideas, kill the ones that don't hold up, and lead the one that does from inception through fundraising and beyond.
This is a full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up.
About FutureSight
FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.
You'll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth.
The Partnership
  • Founder equity with meaningful ownership from inception
  • Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
  • Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
  • Investor and advisor network across vertical AI and early-stage capital markets
  • A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as your partner
What you'll own
As Co-Founder & CEO, you will set the venture's direction and lead its execution.
  • Validation - Partner with our team on early-stage testing, validation, and refinement of the business idea, including prototyping to validate and sell potential solutions, with the readiness to kill ideas that don't hold up before committing to the one that does
  • Strategy - Define the ICP, pricing model, and product positioning for the validated opportunity
  • Customer Development - Lead pilots, convert them to paid engagements, and build the go-to-market motion
  • Product - Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
  • Capital - Lead the pre-seed and seed raises, supported by FutureSight's network and traction
  • Team - Recruit and lead the founding team, and establish the cultural foundation of the company
Co-Founder Profile
  • Previous founding experience at a venture-backed company
  • Demonstrated success in B2B AI or B2B SaaS go-to-market, including sales and customer engagement
  • Fundraising fluency, with the ability to develop investor narratives and close capital
  • Proven ability to attract, develop, and retain top talent
  • Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
  • Generalist foundation with solid skills in a key startup discipline (sales, tech, product, design, marketing)
  • Relevant domain expertise or industry advantage, with genuine passion for solving challenges in that space
How to Apply
Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.
FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

Apply