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Added 7 mins ago
MG
Director, Legal & Loan Operations
MarshallZehr Group Inc.
Waterloo, ON
- $110,000 to $130,000 CAD / year
- Full-time
MarshallZehr Group Inc. ("MZ") is a specialized real estate capital partner providing debt capital solutions to commercial real estate owners and institutional investors. Since 2008,…
Added 7 mins ago
MG
Associate, Loan Funding & Administration
MarshallZehr Group Inc.
Waterloo, ON
- $70,000 to $90,000 CAD / year
- Full-time
MarshallZehr Group Inc. (“MZ”) is a specialized real estate capital partner providing debt capital solutions to commercial real estate owners and institutional investors. Since 2008,…
Added 7 mins ago
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Software Developer Embedded Systems II (Co-op) – Canada
Cisco
Toronto, ON
- Full-time
…of Cisco’s core networking systems and platforms. You will partner with senior engineers and domain experts to tackle complex technical challenges, optimize system-level workflows, and…
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Robotics Software Engineer, Teleoperation
Mecka.ai
Richmond Hill, ON
- $200,000 to $240,000 CAD / year
- Full-time
…any accommodations during the recruitment process, we will partner with you to meet your…
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M
Teleop Platform Engineer, Real-Time Systems & UI
Mecka.ai
Richmond Hill, ON
- $200,000 to $240,000 CAD / year
- Full-time
…any accommodations during the recruitment process, we will partner with you to meet your…
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HSE Coordinator - Services
Graham
Fort McMurray, AB
- Temporary
As Graham’s trusted recruitment partner, Jardeg supports the hiring of skilled professionals across Buildings, Industrial, Infrastructure, Water, Development, and Services projects…
Added 7 mins ago
BO
Treasury Solutions Analyst
Bank of America
Toronto, ON
- Full-time
Assist clients in navigating the bank by liaising with the Client Service, Fulfillment, Credit and other partner teams
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Sr Technical Supply Chain / WMS / Distro PM x2
Apex Systems
Mississauga, ON
- $80 to $100 CAD / hour
- Full-time
Added 7 mins ago
FH
Assistant Director, People & Culture
Fairmont Hotels & Resorts
Jasper, AB
- Full-time
Act as a trusted partner to the Director, People & Culture and hotel leadership team, providing proactive guidance on people strategy, workforce planning, colleague engagement, leadership…
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Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Timmins, ON
- Full-time
Sales support. Partner with the sales team to identify upgrade and competitor-displacement opportunities, build technical value cases backed by survey and simulation data, and support…
Added 7 mins ago
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Talent Acquisition Partner
Black & McDonald Limited
Markham, ON
- Full-time
The Talent Acquisition Partner works from our office in Thornhill and reports to the HR Director. The Talent Acquisition Partner is responsible for delivering full-cycle recruitment across…
Added 7 mins ago
CC
Industrial Maintenance Electrician
CRH Canada
Balzac, AB
- Full-time
…markets throughout North America. We're a trusted and strategic partner to engineers, contractors, distributors, specifiers, retailers, and homeowners alike as the manufacturer of precast…
Added 7 mins ago
CC
Night Shift Machine Operator
CRH Canada
Balzac, AB
- Full-time
…markets throughout North America. We're a trusted and strategic partner to engineers, contractors, distributors, specifiers, retailers, and homeowners alike as the manufacturer of precast…
Added 7 mins ago
BO
Treasury Solutions Analyst
Bank of America
Calgary, AB
- Full-time
Assist clients in navigating the bank by liaising with the Client Service, Fulfillment, Credit and other partner teams
Added 7 mins ago
CS
Senior Manager, Replenishment Planning
Corby Spirit and Wine Limited
Windsor, ON
- Full-time
Partner with Manufacturing, Co-packing, Procurement, Demand Planning, Logistics, Customer Service, Finance, Sales, Marketing, and Quality.
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Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Calgary, AB · Greater Calgary Metropolitan Area
- Full-time
Sales support. Partner with the sales team to identify upgrade and competitor-displacement opportunities, build technical value cases backed by survey and simulation data, and support…
Added 7 mins ago
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Design Specialist 2 - Buildings
Graham
Calgary, AB
- Full-time
As Graham’s trusted recruitment partner, Jardeg supports the hiring of skilled professionals across Buildings, Industrial, Infrastructure, Water, Development, and Services projects…
Added 7 mins ago
EI
Labour Relations Specialist
EBC Inc.
Mississauga, ON
- Full-time
Reporting to the Labour Relations Manager, the Labour Relations Specialist serves as a key partner to project and management teams. The successful candidate will proactively support the…
Added 7 mins ago
CC
Team Lead
CRH Canada
Rocky View No 44, AB · Rocky View County, AB
- Full-time
…markets throughout North America. We're a trusted and strategic partner to engineers, contractors, distributors, specifiers, retailers, and homeowners alike as the manufacturer of precast…
Added 7 mins ago
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Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Orillia, ON
- Full-time
Sales support. Partner with the sales team to identify upgrade and competitor-displacement opportunities, build technical value cases backed by survey and simulation data, and support…
Added 7 mins ago
AC
IT Project Manager
Aviva Canada
Markham, ON
- Full-time
Added 7 mins ago
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Design Manager - Buildings
Graham
Calgary, AB
- Full-time
As Graham’s trusted recruitment partner, Jardeg supports the hiring of skilled professionals across Buildings, Industrial, Infrastructure, Water, Development, and Services projects…
Added 7 mins ago
PM
Executive Team Member
Prospective Medical Professionals - PuMP
Calgary, AB
- Other
…responsibilities may include coordinating logistics, communicating with partner organizations and schools, managing internal and external communications, and supporting project timelines.…
Added 7 mins ago
FH
General Manager, Hawthorn Dining Room & Bar
Fairmont Hotels & Resorts
Calgary, AB
- Full-time
At Fairmont, we want to bring out your highest potential. Shortly after applying, you will receive an email from our partner AssessFirst prompting you to create a profile and complete a…
Added 7 mins ago
F
Advanced Process Support Engineer, Pumps/Cyclones/Valves
FLSmidth
Vancouver, BC
- Full-time
Sales support. Partner with the sales team to identify upgrade and competitor-displacement opportunities, build technical value cases backed by survey and simulation data, and support…

FutureSight

Co-Founder & CEO - AI Retail Planning Autopilot

Canada

Full-time

Apply About employer

Applications open in a new tab.

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, 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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