Talent.com
FutureSight
Co-Founder & CEO - AI Property TechFutureSight • Toronto C6A, ON, Canada
Co-Founder & CEO - AI Property Tech

Co-Founder & CEO - AI Property Tech

FutureSight • Toronto C6A, ON, Canada
30+ days ago
Job type
  • Full-time
Job description

FutureSight 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 $20B+ PropTech market.

As Founding CEO

  • 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

About FutureSight

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 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 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.

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 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 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 SaaS 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 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.

#J-18808-Ljbffr
Create a job alert for this search

Co-Founder & CEO - AI Property Tech • Toronto C6A, ON, Canada

Similar jobs

AI Development Lead for Real Estate SaaS

Reonomytoronto, on, Canada
Full-time

Lead the evolution of AI capabilities as an AI Development Lead.Focus on advanced AI and ML systems in a commercial real estate SaaS environment, translating complex requirements into innovative so... Show more

 • Promoted

AI-Powered FinTech COO for Scale & Strategy

OTT Financial GroupToronto, ON, CA
Full-time

A leading fintech company in Toronto is seeking an experienced Chief Operating Officer (COO) to oversee daily operations and implement strategic vision.The ideal candidate has over 10 years of lead... Show more

 • Promoted

Chief Tech Officer: AI-Powered Fashion Marketplace (Equity)

PreloomToronto, ON, CA
Full-time

A leading tech company in Toronto is seeking a CTO to architect and build products to transform the fashion industry.The ideal candidate will have extensive experience in full-stack development, pa... Show more

 • Promoted

Toronto's Fractional Chief AI Governance Leader

xNorth - Executive Leadership SolutionsToronto, ON, CA
Full-time

Take on a pivotal role as Toronto's Fractional Chief AI Governance Officer with xNorth.Spearhead the design and operationalization of AI governance frameworks for enterprise success.This position c... Show more

 • Promoted

AI Engineering Expert Position Richmond Hill

OpenTextrichmond hill, york region, Canada
Full-time

Contribute to AI innovation at OpenText as a Sr.Principal AI Developer in Richmond Hill, ON.Design and implement scalable AI solutions that meet enterprise demands using your extensive skill set.In... Show more

 • Promoted

Director AI

CAA Club Groupmarkham, on, Canada
Full-time

CAA SCO Systems & Services Inc.At CAA Club Group, we are passionate about keeping our Members safe - whether they are on the road, at home, or travelling abroad.As a trusted Member-based organizati... Show more

 • Promoted

CEO & Co-Founder — AI-Driven Real Estate Platform

R-LABS Canada Inc.Toronto, ON, CA
Full-time

A leading venture builder in real estate is seeking a CEO and Co-Founder for HomePorter.The role involves leading the startup, driving business strategies, raising capital, and building a high-perf... Show more

 • Promoted

Ceo & Co-Founder — Ai-Driven Real Estate Platform

R-LABS Canada Inc.Toronto, Canada
Full-time

A leading venture builder in real estate is seeking a CEO and Co-Founder for HomePorter.The role involves leading the startup, driving business strategies, raising capital, and building a high-perf... Show more

 • Promoted

CEO & Co-Founder — Real Estate Tech Startup Leader

R-LABS Canada Inc.Toronto
Full-time

A pioneering venture-builder in real estate is seeking a CEO and Co-Founder to launch CondoCapital, a technology-driven solution addressing real estate challenges in Canada.The ideal candidate will... Show more

 • Promoted

CEO Role in Software for Real Estate Sector

The Mason GroupToronto, ON, CA
Full-time

Join an innovative software company as Chief Executive Officer, focusing on providing solutions to the real estate industry.Lead strategic initiatives and financial performance with hands-on involv... Show more

 • Promoted

Cloud and AI Engineering Director

United States Digital Space LLCtoronto, on, Canada
Full-time

Direct the evolution of cloud and AI engineering as the Cloud and AI Engineering Director, managing diverse teams toward strategic technical goals.Ensure compliance and high performance through eff... Show more

 • Promoted

Thomson Reuters AI Engineering Lead

Thomson Reuterstoronto, on, Canada
Full-time

Lead the charge in AI innovation as the AI Engineering Lead at Thomson Reuters.Empower analysts to harness self-service tools and robust AI agents.You'll own the foundational engineering processes ... Show more

 • Promoted

Senior C++ Engineer in AI Technologies

Qualcommmarkham, york region, Canada
Full-time

Join Qualcomm Canada as a Senior C++ Engineer focusing on AI technologies.Shape the future of machine learning applications through innovative software solutions and frameworks.As part of Qualcomm’... Show more

 • Promoted

Remote CEO for AI Strategy & Executive Leadership

Crossing HurdlesToronto, ON, CA
Remote
Full-time

A consulting firm is looking for a remote Chief Executive Officer to apply leadership skills in creating evaluation materials for AI projects.The ideal candidate should have significant experience ... Show more

 • Promoted

Co-Founder & CEO - AI Property Tech

FutureSightToronto, ON, CA
Full-time

FutureSight 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... Show more

 • Promoted

Chief AI Architect

Scotiabanktoronto, on, Canada
Full-time

The Chief AI Architect is the most senior architecture authority in AI and Agentic Engineering and the definitive technical voice for enterprise AI solution design across Scotiabank.This role leads... Show more

 • Promoted

COO with AI Focus at OTT Pay

OTT Financial GroupToronto, ON, CA
Full-time

Step into the Chief Operating Officer position at OTT Pay and lead operational strategies with an emphasis on AI integration.Drive impactful changes in a progressive fintech environment.OTT Pay is ... Show more

 • Promoted

Co-Founder & Ceo - Ai Property Tech

FutureSightToronto, Canada
Full-time

FutureSight 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... Show more

 • Promoted

Senior Data Engineering Leader, AI Platforms & Architecture

Unilevertoronto, on, Canada
Full-time

A global consumer goods company based in Toronto is seeking a Senior Manager, Data Engineering to lead and manage their data and architecture platform.This leadership role collaborates closely with... Show more

 • Promoted

Biotech Co-Founder / CCO (100 % remote) (m/f/d)

EWORToronto, ON, CA
Remote
Full-time

Be among the first 25 applicants.We are looking to hire ambitious entrepreneurs to start and scale their own startups.We are serial entrepreneurs, for example Paul Müller (founder Adjust, €1.B exit... Show more