Opens LinkedIn
- Employment type
- Full-time
- Experience level
- Lead · 10+ years
- Posting language
- English
- Working hours
- 40 hours per week
- Seniority
- Executive
Job summary
Set Loomwork’s strategy, positioning, pricing, and target market, and win client engagements while building a repeatable go-to-market motion. Lead fundraising and team development, and work with FutureSight’s delivery and engineering teams to turn recurring client solutions into reusable AI agents and a connected product.
Job details
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Loomwork, an AI automation venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Loomwork is an AI automation agency for growing companies. Every growing company knows AI is its next growth lever, but few have the people to turn it into working systems. Implementation is the scarce resource. Loomwork helps them find where AI will pay off, builds agents into the tools they already use, and keeps those agents running. It launches as a services business with a dedicated technical delivery team from day one. Every engagement also serves as research: as client work converges on one segment, Loomwork turns its library of deployed agents into a connected product and grows from agency to software company. Market Context The global AI consulting services market is valued at $11.9B in 2026 and is projected to reach $73.9B by 2034, growing at a 25.6% CAGR. North America holds about 38% of the market. Enterprise AI adoption climbed from 20% in 2017 to 88% in 2025, and adoption is outpacing the talent available to deploy it. Roughly 190,000 US and Canadian companies fall in the $10M to $300M revenue range, which puts the serviceable market at an estimated $3B a year. Most of these companies are too large for freelancers and too small for enterprise firms. 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 venture building 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 the industry 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 direction of the venture and lead its execution. Strategy: Shape the service offering, pricing, and positioning, and choose the segment to specialize in based on where demand converges Customer Development: Win engagements with growing companies, move clients from assessment to build to retainer, and build the go-to-market motion Product: Partner with the FutureSight delivery and engineering team to turn repeated client builds into reusable agents and, ultimately, a connected product Capital: Lead future fundraising, supported by FutureSight's network and the agency's traction Team: Recruit and lead the founding team, including a technical leader as the product takes shape, and establish the cultural foundation of the company Co-Founder Profile Previous founding experience at a venture-backed company Demonstrated success in 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 Direct exposure to AI implementation, consulting, or selling technology services into growing companies 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.
What you’ll do
Set Loomwork’s strategy, positioning, pricing, and target market, and win client engagements while building a repeatable go-to-market motion. Lead fundraising and team development, and work with FutureSight’s delivery and engineering teams to turn recurring client solutions into reusable AI agents and a connected product.
Requirements
Candidates should have prior founding experience at a venture-backed company and a track record in B2B SaaS go-to-market, sales, customer engagement, fundraising, and building strong teams. They should also understand the demands of co-founding a venture-backed company and have direct exposure to AI implementation, consulting, or selling technology services to growing companies.
Benefits
- Founder Equity
- Pre-Seed Capital
- Venture-Building Resources
- Design, Engineering, Growth, And Fundraising Support
- Investor And Advisor Network
Listed skills
- Sales · Preferred
- Fundraising · Preferred
- Team Leadership · Preferred
- Product Development · Preferred
Other relevant skills
Identified from the job description. Confirm important requirements above.
- Venture Founding
- B2B SaaS Go-To-Market
- Sales
- Customer Development
- Fundraising
- Investor Relations
- Talent Recruitment
- Team Leadership
- AI Implementation
- Technology Services Sales
- Business Strategy
- Pricing And Positioning
- Product Development
- Market Segmentation
- Agent Development
- Client Engagement
Job areas
- Management & Leadership
- Technology
- Sales
- Software
- Finance & Accounting
More jobs from FutureSight
Co-Founder & CEO — InsurTech | AI-Native Insurance Brokerage
- Remote
- Canada
- Posted Oct 5, 2026
Co-Founder & CEO - Entrepreneur in Residence
- On-site
- Posted Oct 4, 2026
Co-Founder & CEO - AI Content Intelligence for Professional Services
- On-site
- Posted Oct 4, 2026
Co-Founder & CEO - AI Content Intelligence for Professional Services
- Remote
- Canada
- Posted Oct 4, 2026
