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Added 25 mins ago
OT
Chef de Programme / Program Manager
OPAL-RT TECHNOLOGIES India Pvt. Ltd.
Montreal, QC
- Other
Added 25 mins 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 2 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 2 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 2 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 2 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 2 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 2 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 2 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…
Added 3 hours ago
W
Senior Technical Consultant, Environmental Scientist
Worley
Calgary, AB
- Full-time
…the full asset lifecycle. As part of our Contaminated Sites team, you will lead environmental assessment, remediation, reclamation, and monitoring projects that support responsible…
Added 3 hours ago
K
Field Service Engineer- Calgary, AB
Kinectrics
Calgary, AB
- Full-time
…Trusted by clients worldwide, our employees provide expertise in engineering, testing, and inspection across a wide range of services. With offices worldwide and independent laboratories…
Added 3 hours ago
Chef de Programme / Program Manager
OPAL-RT
Montreal, QC
Added 3 hours ago
X
VP, Communications, Brand and Marketing
Xanadu
Toronto, ON
- Full-time
Lead product marketing across Xanadu’s hardware, software, and services portfolio, translating deep technical capabilities into distinct customer value.
Added 3 hours ago
SQ
Manager Forecasting, Workforce Management
Sunlife Québec
Montreal, QC
- Full-time
We are looking for a versatile leader to lead the forecasting and capacity planning function within Canadian Operations. In this role, you will drive the development, implementation, and…
Added 3 hours ago
A
Microsoft Foundry Architect
Affinity
Vancouver, BC
- Contract
8+ years of experience in cloud architecture, software engineering, or platform engineering, including 2+ years designing and delivering AI/LLM solutions.
Added 3 hours ago
OT
Chef de Programme / Program Manager
OPAL-RT TECHNOLOGIES
Montreal, QC
- Full-time
Added 3 hours ago
H
Project Manager Civil
Hays
Oakville, ON
- Full-time
…quality, and schedule; Understands client drivers and offers value engineering proposals for functionality, cost, and schedule benefit; Manages project performance and providing performance…
Added 3 hours ago
D
Software Engineering Architect
Dexterra
Calgary, AB · Mississauga, Ontario
- $100,000 to $130,000 CAD / year
- Full-time
8+ years of software engineering experience, including 3+ years in team or technical leadership.
Added 3 hours ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Timmins, ON
- Full-time
Simulations and sizing. Use FLSmidth proprietary software to perform cyclone simulations, pump sizing, and circuit modeling in support of proposals, upgrades, and troubleshooting. Validate…
Added 3 hours ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Calgary, AB · Greater Calgary Metropolitan Area
- Full-time
Simulations and sizing. Use FLSmidth proprietary software to perform cyclone simulations, pump sizing, and circuit modeling in support of proposals, upgrades, and troubleshooting. Validate…
Added 3 hours ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Orillia, ON
- Full-time
Simulations and sizing. Use FLSmidth proprietary software to perform cyclone simulations, pump sizing, and circuit modeling in support of proposals, upgrades, and troubleshooting. Validate…
Added 3 hours ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Vancouver, BC
- Full-time
Simulations and sizing. Use FLSmidth proprietary software to perform cyclone simulations, pump sizing, and circuit modeling in support of proposals, upgrades, and troubleshooting. Validate…
Added 3 hours ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Montreal, QC
- Full-time
Simulations and sizing. Use FLSmidth proprietary software to perform cyclone simulations, pump sizing, and circuit modeling in support of proposals, upgrades, and troubleshooting. Validate…
Added 3 hours ago
AC
Full-time Enterprise CRM Integration Specialist
Algonquin College of Applied Arts and Technology
Ottawa, ON
- Full-time
The Enterprise CRM Integration Specialist works with business clients, the CRM Technical Lead, the CRM Architect, and ITS teams to define integration requirements and data flows; evaluate…
Added 3 hours ago
Manager, Commercial Expansion
Tailscale
Toronto, ON
We’re looking for a thoughtful, curious, and driven Sales Manager to lead a team of Commercial Account Executives focused on growing existing customer relationships. You’ll coach and…

FutureSight

Co-Founder & CEO - AI Retail Planning Autopilot

Canada

Full-time

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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.

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More about this job

Responsibilities

Set the venture’s strategy and lead customer development, pilots, sales conversion, product delivery, and go-to-market execution. Lead fundraising and recruit and manage the founding team in partnership with FutureSight.

Requirements

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

Skills

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

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

AI
Retail Planning
Inventory Planning
Autonomous Planning
SMB
B2B SaaS
Venture Building
Founder Equity
Pre-Seed Funding
Seed Fundraising
Customer Development
Go-to-Market
Merchandise Planning
Inventory Management
Multi-Channel Retail
DTC
Importers
Distributors
Amazon Aggregators
Specialty Retail
ERP Integration
E-Commerce
Product Strategy
Pricing Model
Pilot Programs
Allocation
Markdown Management
Exception Management
Institutional Memory
Revenue Optimization

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