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FutureSight

Verified Job Source

We co-found and fund vertical B2B AI companies. We are your full-stack co-founding team.

San Francisco, California

Venture Capital and Private Equity Principals
11–50 people

About

FutureSight is a leading venture builder located in Toronto, San Francisco, and Los Angeles. We cofound and fund vertical B2B AI software companies with values-driven entrepreneurs from zero to one. We are a team of founders, operators, investors, and designers with experience successfully bringing software to market at scale.

Open positions

Co-Founder & CEO — InsurTech | AI-Native Insurance Brokerage

Remote · Canada

Set Keystead’s strategic direction and lead customer development, including pilots with small businesses, converting customers to bound policies, and building the go-to-market motion. Partner with FutureSight to ship and improve the product, lead the seed raise, and recruit and lead the founding team.

Co-Founder & CEO - Entrepreneur in Residence

On-site

Co-found and lead a B2B AI venture, validating the opportunity, defining its strategy and go-to-market approach, and guiding product development with FutureSight’s team. Lead customer pilots and sales, fundraising, and recruitment while establishing the company’s direction and culture.

Co-Founder & CEO - AI Communication Agents for Freight & Logistics

Remote · Canada

Set HawkAI’s strategy and lead customer development, including refining its target market, pricing, positioning, and go-to-market approach, and converting pilots into paid engagements. Lead product development with FutureSight, raise seed capital, recruit the founding team, and establish the company’s culture.

Co-Founder & CEO - AI Content Intelligence for Professional Services

Remote · Canada

Set the venture’s strategy, define its target customer and positioning, validate customer retention and willingness to pay, and build its go-to-market motion. Lead product development with FutureSight, raise seed capital, recruit the founding team, and establish the company culture.

Co-Founder & CEO - AI E-commerce Operations System

On-site

Set the venture’s direction and lead strategy, customer development, product delivery, fundraising, and founding-team recruitment. Lead seller pilots, convert customers to paid engagements, establish the go-to-market motion, and work with FutureSight to ship and improve the product.

Co-Founder & CEO - AI Communication Agents for Freight & Logistics

On-site

Set HawkAI’s strategy and lead customer development, including running pilots with freight brokerages, converting them to paid engagements, and building the go-to-market motion. Partner with FutureSight to develop and iterate on the product, lead fundraising, recruit the founding team, and establish the company’s culture.

Co-Founder & CEO — AI-Native Residential Appraisals for Mortgage Lenders

Remote · Canada

Set Comparo’s strategy and lead customer development, including running pilots with independent mortgage banks and private lenders, converting pilots to paid engagements, and securing approved-panel status. Partner with FutureSight to build and iterate on the product, raise seed capital, recruit the founding team, and establish the company’s culture.

Co-Founder & CEO — AI Automation for Growing Companies

On-site

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.

Co-Founder & CEO — AI-Native Accounting Roll-Up

On-site

Set Ledgerline’s strategy and deal thesis, source accounting practices, and lead acquisition or partnership negotiations. Lead fundraising, recruit the founding team, and work with FutureSight to transform acquired firms using AI while measuring capacity and margin gains.

Co-Founder & CEO - AI Retail Planning Autopilot

On-site

Set the venture’s strategy, refine its target customer profile and pricing, and lead customer development by securing pilot placements and converting them into paid relationships. Guide product development with FutureSight, lead fundraising, recruit and manage the founding team, and establish the company’s culture.

Co-Founder & CEO - AI-Native Mortgage Processing

On-site

Set the venture’s direction and lead strategy, customer development, product delivery, fundraising, and team building. Run pilots with mortgage industry stakeholders, convert them into paid engagements, and establish the company’s go-to-market motion.

Technical Co-founder (CTO) - AI Collections Agent

Remote · Canada

Own the product and engineering function, including production reliability, architecture, agent delivery infrastructure, accounting and ERP integrations, and AI quality and cost trade-offs. Convert pilots into paying customers, expand the product roadmap, represent the venture with customers and investors, and recruit and lead the founding engineering team.

Co-Founder & CEO - AI WealthTech

Remote · Canada

Set Weli’s strategic direction, refine its target customer, pricing, and positioning, and lead customer development and pilots with wealth management firms. Partner with the product and engineering team to launch and improve the product, raise seed capital, recruit the founding team, and lead the company.

Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations

Remote · Canada

Set LucentAI’s strategy and lead customer development, including running pilots, converting design partners into paying customers, and building the go-to-market motion. Lead product development with FutureSight, raise seed capital, recruit the founding team, and establish the company’s culture.

Co-Founder & CEO — AI Automation for Growing Companies

Remote · Canada

Set the venture’s strategy, positioning, pricing, and target market while winning client engagements and building the go-to-market motion. Lead fundraising and team development, and work with FutureSight’s delivery and engineering team to turn recurring client solutions into reusable AI agents and a connected product.

Technical Co-founder (CTO) - AI Legal Front Desk

Remote · Canada

Own product and engineering as a technical co-founder, including writing production code, setting architecture, and hardening voice and workflow systems for reliability. Build the managed AI delivery infrastructure, optimize quality and cost per call, convert pilots into paying customers, expand the product roadmap, and recruit and lead the founding engineering team.

Technical Co-founder (CTO) - AI for Automotive Retail

Remote · Canada

Own product and engineering as a co-founder, including production development, technical strategy, architecture, and execution across web, desktop, browser, and mobile surfaces. Build and lead the engineering team, develop agent autonomy and integrations, manage system economics, and represent the technical vision to dealers, partners, and investors.

Co-Founder & CEO — AI-Native Accounting Roll-Up

Remote · Canada

Set Ledgerline’s strategy and lead deal sourcing, valuation, structuring, and closing for acquisitions and equity partnerships with accounting practices. Lead fundraising, recruit the founding team, and work with FutureSight to transform acquired firms using AI and measure improvements in capacity and margins.

Technical Co-founder (CTO)

On-site

Set the venture’s technical direction, frame customer problems, design its architecture, and build reliable AI products that address real workflows. Lead early customer engagement and fundraising, prove product traction before scaling, and recruit and grow the technical team when appropriate.