Government jobs in Canada

FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native platform that transforms how government contractors win proposals.

Government contractors are drowning in complexity. Proposal teams juggle chasing SMEs, hunting through outdated content, and manually tracking compliance — coordinating across BD, legal, and finance. The result: slower proposals, lower win rates (<45%), and high stress.

Our venture reimagines this workflow. We’re building an AI-enabled orchestration platform that streamlines SME coordination, automates compliance tracking, and intelligently reuses knowledge — all while preserving the human + SME voice in proposals. Contractors move faster, reduce risk, and increase win rates.

Own the vision for a GovCon AI platform that streamlines people, content, and compliance across a $774B+ federal contracting market.

• Win customers — Run pilots, shape pricing, and validate retention + expansion.
• Build the product — Work with FutureSight’s product/engineering pod to launch V1.
• Raise capital — Lead the seed round with our initial investment.
• Build your team — Hire your founding team and set the cultural foundation.

FutureSight is a venture studio that co-creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage — pairing hands‑on studio support with early capital, thereby reducing risk and increasing the odds of success by 10x.

We’re led by a cross‑functional team of builders and investors. Kevin Nguyen and Alan Smith lead venture design and product strategy. Prathna Ramesh applies her experience as a venture investor with capital strategy in every new business. Dennis Ensing mentors our ventures with operational and strategic expertise, Krista LaRiviere brings years of entrepreneurial and marketing experience as a multi‑time exited founder, and Anupama Joshi drives founder excellence. John Carbrey (San Francisco), a successful software entrepreneur and people leader, adds deep insight into scaling startups from 0 to 1, having built and exited multiple prior SaaS ventures.

• Validated problem — You will enter a venture with a proven market need and strong momentum toward building and scaling.
• Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1.
• Capital commitment — Initial pre‑seed funding for early hires and building the MVP with potential for follow‑on funding, and access to our investor and advisor network.

• Founder‑level drive — You’re motivated to co‑found a new venture as the CEO. With or without us, this is your calling.
• Startup scrappiness — You know what you’re signing up for. You’re familiar with the scrappiness of owning something from start to finish.
• Previous founding experience — You have co‑founded a product company or B2B SaaS venture, or have been at a venture‑backed company.
• Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile.
• GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement.
• Fundraising fluency — Able to craft investor narratives and close capital; well‑networked in fintech and early‑stage communities.
• People leadership — Magnet for top talent; coach and culture carrier.
• Industry experience — Background in government contracting, proposal management, or B2B SaaS for professional services.

• Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise.
• Full P/L ownership of the new entity.
• A significant equity stake in the business.
• This is a full‑time role; we are seeking someone to dedicate themselves full‑time and exclusively to building and owning a new SaaS venture.

Ready to build?
If this is the perfect opportunity for you, we want to hear from you!

Submit your Resume and LinkedIn profile and tell us more about why you think we should chat!

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.