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NS
Highly Specialised Cardiac Physiologist - Cardiology B7
NHS Scotland
Saskatoon, SK
- Full-time
Added 2 mins ago
NA
Locum Consultant Physician in Respiratory Medicine with an Interest in Long-Term Ventilation and Medical High-Dependency
NHS Ayrshire & Arran
Saskatoon, SK
- Full-time
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NS
Locum Consultant Physician in Respiratory Medicine with an Interest in Long-Term Ventilation and Medical High-Dependency
NHS Scotland
Saskatoon, SK
- Contract
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NS
Specialist Dietitian (Neurosciences) - Adult Acute Dietetic
NHS Scotland
Saskatoon, SK
- Full-time
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NA
Specialist Dietitian (Neurosciences) - Adult Acute Dietetic
NHS Ayrshire & Arran
Saskatoon, SK
- Full-time
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NA
Charge Nurse - Interventional Radiology
NHS Ayrshire & Arran
Saskatoon, SK
- Full-time
Lead by example in maintaining high clinical standards and promoting evidence-based practice.
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NA
Team Lead Charge Nurse/ODP - TACC
NHS Ayrshire & Arran
Saskatoon, SK
- Full-time
…the region. We are looking for a motivated and dynamic Team Lead Charge Nurse/ODP to join our South Sector Theatre team. This is an exciting opportunity to combine clinical expertise with…
Added 2 mins ago
NS
Charge Nurse - Interventional Radiology
NHS Scotland
Saskatoon, SK
- Full-time
Lead by example in maintaining high clinical standards and promoting evidence-based practice.
Added 2 mins ago
NS
Team Lead Charge Nurse/ODP - TACC
NHS Scotland
Saskatoon, SK
- Full-time
…the region. We are looking for a motivated and dynamic Team Lead Charge Nurse/ODP to join our South Sector Theatre team. This is an exciting opportunity to combine clinical expertise with…
Added 2 mins ago
NS
Liver Clinical Nurse Specialist - Gastroenterology
NHS Scotland
Saskatoon, SK
- Full-time
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NA
Liver Clinical Nurse Specialist - Gastroenterology
NHS Ayrshire & Arran
Saskatoon, SK
- Full-time
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Principal, AI Agent Control & Governance
ATB Financial
Calgary, AB
- Full-time
Enterprise Model & Platform Administration: Lead the operational deployment, lifecycle management, licensing agreements, and core configurations for frontier models (Google Gemini,…
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Staff Software Developer, Google Cloud
Google
Waterloo, ON
Direct experience integrating LLMs or AI agents into developer tools and workflows.
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Account Executive, Financial Services
Google
Toronto, ON
…strategist who can walk into a Fortune 500 boardroom and reverse-developer a client's business model and diagnose systemic growth challenges. You will architect multi-year transformation…
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Field Sales Representative III, Enterprise Growth, Cloud
Google
Montreal, QC
…aligning them with Google Cloud's portfolio of solutions. You will lead the end-to-end sales process, from initiating customer conversations to orchestrating internal and external teams to…
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Manager, Agent Development, Applied AI
Google
Toronto, ON · Waterloo, ON
Like Google's own ambitions, the work of a Software Developer goes way beyond just Search. Software Development Managers have not only the technical expertise to take on and provide…
Added 17 mins ago
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Health Care Aide
SE Health
Calgary, AB
- Contract
…exceptional care to people and communities across Canada. We lead with empathy, dignity and purpose while building a future where everyone can realize their full health and well-being…
Added 17 mins ago
SC
Engineering Manager
SYSTRA Canada
Toronto, ON
- Full-time
Reporting to the Corridor Delivery Lead, the Engineering Manager will lead on engineering deliverables on one, or more, Rail Corridors on the GO Expansion Program, to ensure the best…
Added 17 mins ago
TH
Health Information Analyst - CHIM
The Hospital for Sick Children
Toronto, ON
- Full-time
…healthcare centres in the world. As innovators in child health, we lead and partner to improve the health of children through the integration of healthcare, leading-edge research and…
Added 17 mins ago
SC
Senior Electrification Manager – Construction
SYSTRA Canada
Toronto, ON
- Full-time
The Senior Programme Manager will lead multidisciplinary teams and contractors while maintaining strong relationships with the client, railway operators, designers, construction partners…
Added 47 mins ago
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Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight
Canada
- Full-time
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…
Added 47 mins ago
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Technology and Product Co-founder - AI for SEC/FINRA Compliance
FutureSight
Canada
- Internship
…is done; now we need a technical and product co-founder to lead the…
Added 47 mins ago
F
Technology and Product Co-founder - AI for SEC/FINRA Compliance
FutureSight
Canada
- Internship
…is done; now we need a technical and product co-founder to lead the…
Added 47 mins ago
F
Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight
Canada
- Full-time
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…
Added 47 mins ago
IG
Global Head of Digital Strategy & Transformation
Ingenio Global
Toronto, ON · Greater Toronto Area, Canada
- Full-time
…wider executive leadership team. The successful candidate will lead the firm's digital transformation strategy, bringing together business applications, data, AI, automation and digital…

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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