Co-founder & ceo - ai property tech
15 hours ago
winnipeg, manitoba, Canada
FutureSight
Full-time
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Future Sight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI leasing and workflow orchestrator serving the multifamily property management industry.
Today, leasing and operations teams at property management companies spend hours chasing documents, sending follow‑ups, and coordinating between site staff and head office to expedite the approval process for applicants. The result: lost applicants, compliance risk, and slow move‑ins.
Our venture is reimagining this critical workflow with an intelligent orchestration platform that connects leasing, screening, and compliance steps into one automated, trackable process—helping teams move faster, stay compliant, and provide a seamless experience for residents and staff alike.
As Founding CEO, you’ll shape the vision, build the team, and lead this transformation across the $20 B+ Prop Tech market.
As Founding CEO
Win customers — Run pilots, shape pricing, and validate retention + expansion
Build the product — Work with Future Sight’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
About Future Sight
Future Sight is a venture studio that co‑creates and invests in B2 B Saa S 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 10×.
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 La Riviere 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 Saa S ventures.
What We Bring
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
What You Bring
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 B2 B Saa S 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 B2 B Saa S 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 property management, real‑estate operations, or proptech solutions
What You Can Expect
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 Saa S venture
Ready to build?
Ready to build? If this is the perfect opportunity for you, we want to hear from you
Submit your Resume and Linked In profile and tell us more about why you think we should chat
Future Sight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.
Today, leasing and operations teams at property management companies spend hours chasing documents, sending follow‑ups, and coordinating between site staff and head office to expedite the approval process for applicants. The result: lost applicants, compliance risk, and slow move‑ins.
Our venture is reimagining this critical workflow with an intelligent orchestration platform that connects leasing, screening, and compliance steps into one automated, trackable process—helping teams move faster, stay compliant, and provide a seamless experience for residents and staff alike.
As Founding CEO, you’ll shape the vision, build the team, and lead this transformation across the $20 B+ Prop Tech market.
As Founding CEO
Win customers — Run pilots, shape pricing, and validate retention + expansion
Build the product — Work with Future Sight’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
About Future Sight
Future Sight is a venture studio that co‑creates and invests in B2 B Saa S 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 10×.
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 La Riviere 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 Saa S ventures.
What We Bring
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
What You Bring
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 B2 B Saa S 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 B2 B Saa S 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 property management, real‑estate operations, or proptech solutions
What You Can Expect
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 Saa S venture
Ready to build?
Ready to build? If this is the perfect opportunity for you, we want to hear from you
Submit your Resume and Linked In profile and tell us more about why you think we should chat
Future Sight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.