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PB
Privacy Analyst
Pacific Blue Cross
Burnaby, BC
- Full-time
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Mechanical Engineer
Worley
Calgary, AB
- Full-time
Worley is a global company of energy, chemicals and resources experts headquartered in Australia. We partner with our customers to deliver projects and create value across the life of their…
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ST
Oracle Database Administrator
Soroc Technology
Toronto, ON
- $60 to $65 CAD / hour
- Contract
Partner with infrastructure and cloud teams to design| test| and execute on-premises to AWS cloud database migrations.
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Senior Software Developer
AgileGrid Solutions
Canada
- Full-time
…opportunities to work on foundational cloud and data technologies, partner with experienced colleagues, and grow your technical impact within IBM’s global software organization.…
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Business Information Management Analyst II
TD
Toronto, ON
- Full-time
Partner with internal team and business partners to resolve issues and ensure requirements and established SLAs
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Access & Affordability Manager, BioAdvance - J&J Innovative Medicine
Johnson & Johnson Innovative Medicine
Toronto, ON
- Full-time
Partner with the appropriate payer and the Janssen Access team (as appropriate) to actively resolve complex reimbursement issues
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LH
Physiotherapy Assistant
Lifemark Health Group
Clinton, ON
- $17.6 to $21.17 CAD / hour
- Part-time
…seniors. With over 30 years of experience, we are a preferred partner of more than 185 LTC homes, 55 retirement communities and provide over 180 senior dwellings with physiotherapy,…
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Senior Mechanical Engineer - HVAC
Worley
Calgary, AB
- Full-time
Worley is a global company of energy, chemicals and resources experts headquartered in Australia. We partner with our customers to deliver projects and create value across the life of their…
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Member Advisor (Penticton Main Branch)
Valley First
Penticton, BC
- $46,900 to $50,200 CAD / year
- Full-time
…gestures. That's why we offer employees paid time off to volunteer, partner with thousands of local charities, build long-lasting relationships that help our members get ahead and commit to…
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Behavioural Specialist
Edmonton Catholic Schools
AB · Greater Edmonton Metropolitan Area
- Full-time
Partner with school staff to provide coaching, model appropriate behavioural strategies, and provide support within natural school environments.
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Business Analyst
Robert Half
Toronto, ON
- $50 to $65 CAD / hour
- Full-time
Partner with stakeholders across departments to understand business needs and ensure solutions align with strategic objectives.
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Senior HVAC Designer
Worley
Calgary, AB
- Full-time
Worley is a global company of energy, chemicals and resources experts headquartered in Australia. We partner with our customers to deliver projects and create value across the life of their…
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Material Handler
Worley
Calgary, AB
- Full-time
Worley is a global company of energy, chemicals and resources experts headquartered in Australia. We partner with our customers to deliver projects and create value across the life of their…
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Clinical Research Manager
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Partner with Data Management and Biostatistics to support data cleaning, analyses, reporting, and study deliverables.
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Research Assistant - Public Engagement
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Identify, partner and engage with community organizations, public representatives, and patients with diverse lived experiences, including members of underrepresented and underserved…
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ACCESS ALS Program Development Manager
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Temporary
Represents Access ALS at conferences, meetings and stakeholder events, and organizes external-facing meetings, consultations and partner events;
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Associate Dentist - Dentistry in Motion
123Dentist
Toronto, ON · North York, ON
- Full-time
Opportunity to grow and be an equity partner in 123Dentist practices
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Executive Assistant
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Experience coordinating meetings, committees, events, or multi-partner activities.
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Fellowship and Bursary Administrative Assistant
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Serves as the administrative point of contact for applicants, selected participants, host divisions and partner institutions throughout the training experience,
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K
Social Media Marketing Specialist
Kelly
Toronto, ON
- Contract
…that help you thrive - both professionally and personally. We partner with leading organizations across industries, connecting talented individuals to roles that fit their skills,…
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Senior Advisor, Market Strategy & Commercialization
TransUnion
Toronto, ON
- Full-time
Partner across Sales, Solutions, Product, Analytics, Marketing, Legal, Risk and Technology to align priorities, remove ambiguity and sustain execution.
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Community Care Coordinator - Marathon/Manitouwadge
Ontario Health atHome
Marathon, ON
- Full-time
We are Ontario Health atHome, ready to serve every person in Ontario. We partner with patients and caregivers, primary care providers, hospitals, long-term care and retirement homes,…
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LM
Head of Digital Performance
Lacroix Médecine Privée
Quebec, QC
- Full-time
…maximize the return on our marketing investments. A true strategic partner to internal teams, this proactive individual will work closely with various stakeholders to understand their…
Added 7 mins ago
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Accounting Manager
AccessHR
Rocky Mountain House, AB
- Full-time
AccessHR is excited to partner with Blue Mountain Power Co-op for the recruitment of a full-time, permanent Accounting Manager (internally titled as Accounting Team Lead) in Rocky Mountain…
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LM
DIRECTOR OF INFORMATION TECHNOLOGY
Lacroix Médecine Privée
Quebec, QC
- Full-time
He is also responsible for the performance of his team and the organization's technology partner ecosystem. This role is for an experienced, business-oriented, and results-driven IT leader…

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.

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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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