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Added 17 mins ago
HT
Technical Trainer
Husky Technologies
Bolton, ON
- Full-time
At Husky TechnologiesTM, our success is based on your success. Our ability to keep our customers in the lead is based on building the strongest team possible.
Added 17 mins ago
T
Gestionnaire en génie logiciel (Expériences interactives) | Software Engineering Manager (Interactive Experiences)
TAIT
Montreal, QC
- Full-time
Added 17 mins ago
TS
Sr Software Engineering Lead/ Architect
TalentSphere Staffing Solutions
Toronto, ON · North York, ON
- Full-time
This opportunity would suit an experienced Software Architect, Technical Lead, Principal Software Engineer, Software Development Lead, Embedded Software Lead, or hands-on Software…
Added 17 mins ago
T
Développeur logiciel senior - Plateforme centrale/ Senior Software Developer - Core Platform
TAIT
Montreal, QC
- Full-time
As a Senior Software Developer, you will play a leading role in building and improving the software that drives our vision to Create Moments that Move People. You will design and implement…
Added 46 mins ago
GD
QMS Auditor
General Dynamics Land Systems–Canada
London, ON
- Full-time
…among Canada's finest in machining, materials, electronics, software development, prototyping, logistic support, and systems integration - develop innovative, cutting-edge platform…
Added 46 mins ago
R
Senior Manager, AI Engineering (AML &Fraud)
RBC
Vancouver, BC
- Full-time
The Senior Manager, AI Engineering (AML &Fraud) will lead a team delivering engineering solutions for fraud and AML capabilities across global groups. The role combines hands-on technical…
Added 46 mins ago
HVAC Operations Supervisor
Indwell
London, ON
…transform lives through HOPE and HOMES. Being a part of our amazing team you will be fulfilled working together with others who are genuinely invested in Indwell's mission to serve people…
Added 46 mins ago
CE
Architecture Job Captain
Colliers Engineering & Design
ON · UNAVAILABLE, Ontario
- Full-time
MG2, an affiliate of Colliers Engineering & Design is currently looking for an Architecture Job Captain to join our Client Programs Market team in Toronto, ON! You will be working in our…
Added 46 mins ago
CE
Architectural Team Lead - Entitlements
Colliers Engineering & Design
ON · UNAVAILABLE, Ontario
- Full-time
MG2, an affiliate of Colliers Engineering & Design is currently looking for an Architectural Team Lead - Entitlements to join our Client Programs Market team in Toronto, ON! You will be…
Added 1 hour ago
A
Electrical Technologist
Actalent
Toronto, ON · Etobicoke, ON
- $35 to $48 CAD / hour
- Full-time
Assist the test lead in preparing detailed test plans and test log sheets to ensure accurate documentation of test parameters and results.
Added 1 hour ago
PH
Mechanical Designer/Engineer
Parker Hannifin
Winnipeg, MB
- Full-time
Our Purpose - Enabling Engineering Breakthroughs that Lead to a Better Tomorrow - comes to life through our people-first culture where teamwork drives performance, inclusion fuels…
Added 1 hour ago
DC
Team Leader, Deployed Operations
Defence Construction Canada
Ottawa, ON
- Full-time
The Team Leader, Deployed Operations, leads and manages DCC’s deployed operations program. The incumbent supervises the delivery of DCC services to support of overseas infrastructure…
Added 1 hour ago
A
Test Engineer
Actalent
Ottawa, ON
- $50 to $60 CAD / hour
- Contract
Lead New Product Introduction (NPI) activities for a market-leading optical test platform, ensuring smooth transition from R&D into manufacturing.
Added 1 hour ago
DG
Software Engineering Architect
Dexterra Group
Calgary, AB
- Full-time
8+ years of software engineering experience, including 3+ years in team or technical leadership.
Added 1 hour ago
DG
Software Engineering Architect
Dexterra Group
Mississauga, ON
- Full-time
8+ years of software engineering experience, including 3+ years in team or technical leadership.
Added 1 hour ago
NM
Superintendent Technical Services, Red Chris Block Cave
Newmont Mining Corporation
Dease Lake 9, BC
- Full-time
Lead, coach and develop a multidisciplinary Technical Services team, creating an inclusive environment where people can contribute, collaborate and grow.
Added 2 hours ago
OT
Chef de Programme / Program Manager
OPAL-RT TECHNOLOGIES India Pvt. Ltd.
Montreal, QC
- Other
Added 2 hours ago
R
Lead, Full Stack Engineer
RBC
Vancouver, BC
- Full-time
The Lead, Full Stack Engineer is a hands-on leadership role within AI Engineering, US Functions Technology – Finance, Risk, Law, and Audit. You will build and inspire a team that delivers…
Added 4 hours ago
Directeur.trice technique principal.e - Rendu neuronal / Principal Technical Director - Neural Rendering
Electronic Arts
Montreal, QC · Vancouver, BC · AB
We are looking for a Principal Technical Director with deep and broad rendering experience to lead a group of rendering engineers and researchers within our Research & Engineering team. You…
Added 4 hours ago
UO
Senior Software Developer
University of Victoria
Victoria, BC
- Full-time
The Senior Software Developer (Senior Developer) works as part of a team of developers to design, develop, troubleshoot, maintain and deploy software components for acquiring, publishing…
Added 4 hours ago
RI
Product Manager (Accounting & ERP)
Remarcable, Inc.
Remote, Canada
- $100,000 to $150,000 CAD / year
- Full-time
- Remote
Lead ERP Integration Initiatives: Collaborate closely with engineering pods and integration specialists to translate intricate enterprise ERP data structures and accounting rules into…
Added 4 hours ago
Head of Design, Product Design
BitGo
Toronto, ON
…it: a leader who gets into the work early with product and engineering rather than arriving at the end, who can critique craft because they still practice it, who tells them plainly what…
Added 4 hours ago
K
Estimating Lead - Energy Construction Operations
Kiewit
Calgary, AB
- Full-time
The Estimate Lead is responsible for leading the development of complete, accurate, and competitive cost estimates for large and complex energy and industrial construction projects across…
Added 4 hours ago
MS
Managing Director
Manos Software Group
Montreal, QC
- Full-time
As we continue to expand our portfolio of vertical market software businesses, we are seeking a dynamic and experienced professional to join our team as Managing Director. Reporting…
Added 4 hours ago
MPD Technology - Automation Manager
Beyond Energy Services & Technology
Calgary, AB
…systems, from concept to rig-site support. This covers PLC and HMI software, electrical design of MPD control panels, and selection of motors, servo drives and field…

FutureSight

Co-Founder & CEO - AI Retail Planning Autopilot

Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
Posting language: English
Posted: Nov 6, 2026

Original job description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Maestro is an autopilot planning intelligence for SMB operators managing physical inventory complexity without a planning team. It connects across channels and ERPs, handles routine decisions silently, and surfaces exceptions with context and a recommended action before they become revenue losses. The institutional memory that today lives only in a planner's head gets externalized, structured, and queried in plain language.

We didn't just build a thesis; we validated it directly with the market. We have spoken with founders, VP E-Commerce leaders, merchandise planners, and multi-channel operators at DTC and specialty retail brands across the US. The market signal is clear:

Autopilot is the vision: Every named competitor generates recommendations that humans still have to act on manually. No product at this revenue tier is building toward full autonomous execution of the planning lifecycle. Maestro's product vision is full autopilot: the system owns the buy decision, allocation, and markdown trigger end-to-end. But buyers earn that trust incrementally, starting with routine decisions handled silently and exceptions surfaced with context.
The pain is in the dollars, not the dashboards: Documented annual losses across just five buyer accounts total $1.25–1.5M+. Buyers currently spend $0–500/month on software; the entire planning budget is tied up in headcount. The payback case is immediate, and ROI demonstration, not feature demos, will be the critical sales motion.
Institutional memory failure is systemic and unresolved: One SVP with 30 years of domain expertise described relying entirely on personal recall to flag which materials, colours, and styles underperformed last season. When he leaves, that knowledge disappears, and no tool captures it today. Every buyer interviewed described a version of this problem.

Market Context

We are targeting a large, structurally underserved segment: SMB operators managing multi-channel physical inventory complexity at $5M–50M revenue - importers, distributors, Amazon aggregators, and specialty retailers. The beachhead SAM is estimated at $200M–$225M across approximately 15K–16K brands in the US and Canada. Excel is the universal incumbent! 5/5 buyers in our discovery sprint were on spreadsheets, with zero dedicated planning tools in use. EBITDA across the $10–50M DTC cohort is compressed to 7.25% in 2025 with revenue declining ~4.6% YoY. Planning waste attacks the margin stack directly.

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 studio 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 vertical AI 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 venture's direction and lead its execution.

Strategy - Refine the ICP, pricing model, and product positioning
Customer Development - Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion
Product - Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
Capital - Lead the seed raise, supported by FutureSight's network and traction
Team - Recruit and lead the founding team, 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
Deep, operational exposure to merchandise planning, inventory management, and multi-channel retail operations

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.

Apply About employer

More about this job

Responsibilities

Set the venture’s strategy and lead customer development, pilots, paid conversions, and go-to-market execution. Partner with FutureSight to ship and iterate on the product, raise seed capital, and recruit and lead the founding team.

Requirements

Candidates should have prior venture-backed founding experience, a record of B2B SaaS go-to-market success, fundraising fluency, and the ability to attract and retain talent. Deep operational experience in merchandise planning, inventory management, and multi-channel retail is also required.

Skills

Venture Founding
B2B SaaS Go-to-Market
Sales
Customer Development
Fundraising
Investor Relations
Merchandise Planning
Inventory Management
Product Strategy
Pricing Strategy
Market Positioning
Team Building
Talent Development
AI Product Development
Leadership

Benefits

Founder Equity
Pre-Seed Capital
Venture-Building Resources
Design, Engineering, Growth, and Fundraising Support
Investor and Advisor Network

Visa sponsorship

Not detected in the job text

Keywords

Artificial Intelligence
Retail Planning
Inventory Planning
Autonomous Planning
Merchandise Planning
Inventory Management
Multi-Channel Retail
SMB
DTC
ERP Integration
E-Commerce
B2B SaaS
Customer Development
Go-to-Market
Product Positioning
Pricing Model
Pilot Programs
Seed Fundraising
Venture Building
Pre-Seed Capital
Founder Equity
Allocation
Markdown Optimization
Demand Planning
Exception Management
Institutional Memory
Excel
Importers
Distributors
Specialty Retail

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