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Added 2 mins ago
Branch Operations Administrator, Nesbitt Burns
BMO
Montreal, QC · MCGC
Full-time
…impact from day one – for yourself and our customers. We’ll support you with the tools and resources you need to reach new milestones, as you help our customers reach theirs. From in-depth…
Added 2 mins ago
Engineer Specialist, Reliability Standards
AESO
Calgary, AB · KPMG Tower
Full-time
Reporting to the Manager, Standards & Modelling, the Engineer Specialist, Reliability Standards provides technical leadership for the development, maintenance and implementation of ARS and…
Added 2 mins ago
Maintenance Planner
IKO North America
Brampton, ON
Full-time
Lead weekly planning and scheduling meetings for line shutdowns. Provide training and support to maintenance personnel on CMMS as required
Added 17 mins ago
Warehouse Assistant Manager
Tree of Life Canada
Mississauga, ON
Full-time
The Warehouse Assistant Manager supports the Warehouse Manager with the efficient management of all warehouse functions including budget, warehouse condition, inventory quality, food safety…
Added 31 mins ago
Coordonnateur(trice) de la Production / Production Coordinator
Good Protein
Montreal, QC
Full-time
…From All-in-One shakes and superfood juices to formulas that support muscle growth and recovery, our products are crafted with nature’s most delicious superfoods - delivering real benefits…
Added 1 hour ago
MAINTENANCE TECHNICIAN
Rank Group
Halifax, NS
Full-time
…property development, construction, property management, property maintenance, space design and planning. We thrive on building mutually open and honest relationships with our clients in…
Added 1 hour ago
PROPERTY ADMINISTRATOR
Rank Group
Halifax, NS
Full-time
…property development, construction, property management, property maintenance, space design and planning. We thrive on building mutually open and honest relationships with our clients in…
Added 1 hour ago
Sr. CICS System Programmer
Swoon
Toronto, ON · Scarborough, ON
Full-time
Hours: Monday–Friday with rotating after-hours/on-call support
Added 1 hour ago
Waterfront Operations Coordinator
Build Nova Scotia
Halifax, NS
Full-time
…facilities across the waterfront portfolio. Reporting to the Area Manager, this position coordinates daily operational activities, provides frontline tenant and stakeholder support,…
Added 1 hour ago
Service Representative - Eyewash/WaterBreak
Cintas
Montreal, QC
Price Increases – sell customers on price increases as established by the Service Manager.
Added 1 hour ago
Manager, IT Asset Management
Flynn Group of Companies
Mississauga, ON
$100,000 to $135,000 CAD / year
Full-time
Track and manage IT assets through their entire lifecycle: planning, acquisition, deployment, operations, maintenance, and disposal
Added 1 hour ago
Interim Network & Systems Administrator - Closing October 9, 2026
Municipality of Port Hope
Port Hope, ON
Temporary
The Network and Systems Administrator is responsible for ensuring the efficient operation, security, and maintenance of municipal IT systems and infrastructure. This involves configuring,…
Added 1 hour ago
Network Analyst, Senior
LifeLabs
Toronto, ON
$81,431 to $103,825 CAD / year
Oversee the installation, configuration, maintenance, and troubleshooting of end-user workstation hardware and software, providing direct end-user support and problem resolution.
Added 1 hour ago
Interim Network & Systems Administrator - Closing October 9, 2026
Municipality of Port Hope
ON
Temporary
The Network and Systems Administrator is responsible for ensuring the efficient operation, security, and maintenance of municipal IT systems and infrastructure. This involves configuring,…
Added 1 hour ago
Maintenance Planner
USG Corporation
Carseland, AB
$44.5 to $49.95 CAD / hour
Full-time
· Responsible for all information needed to support the planning process from beginning to completion. This includes ensuring all information is complete, accurate, and readily available to…
Added 2 hours ago
Procurement Specialist
FCC Construcción
Toronto, ON
$85,000 to $100,000 CAD / year
Full-time
Understanding of ERP systems, knowledge of SAP planning system would be an asset
Added 2 hours ago
IT - Systems Administrator
Jam
QC · Baie D'urfe, QC
The mid-level Systems Administrator is responsible for‑ the administration, maintenance, and operational support of the organization’s Windows, Active Directory, and Azure environments.…
Added 2 hours ago
Funeral Director
Mount Pleasant Group
Toronto, ON
$80,735 to $90,555 CAD / year
Full-time
Please note that occasional travel to other locations may be required to provide operational support as needed.
Added 3 hours ago
Funeral Director
Mount Pleasant Group
Toronto, ON
$80,735 to $90,555 CAD / year
Full-time
Please note that occasional travel to other locations may be required to provide operational support as needed.
Added 3 hours ago
Senior Financial Accountant
Fanshawe Toronto@ILAC
London, ON
Full-time
Reporting to the Senior Manager, Financial Services, the Senior Financial Accountant acts as a strategic custodian of the College’s financial integrity, providing critical, sensitive, and…
Added 3 hours ago
Afternoons Warehouse Supervisor
Core-Mark International
Milton, ON
Full-time
Growth opportunities performing essential work to support North America’s food distribution system
Added 3 hours ago
Transportation Manager
Core-Mark International
Vancouver, BC
Full-time
Growth opportunities performing essential work to support North America’s food distribution system
Added 6 hours ago
Directeur de la production / Production Manager
The Scotts Miracle-Gro Company
Drummondville, QC
Full-time
Reporting to the Plant Manager, the Production Manager will have daily responsibility for managing the workforce, productivity, cost control, continuous process improvement, health and…
Added 8 hours ago
Electrical Engineer
City of Vancouver
Vancouver, BC
The Electrical Engineer is responsible for assisting with asset inspections to establish and validate electrical system component inventory and condition, and supporting the on-going…
Added 9 hours ago
Temporary Community Safety Services Manager
City of Saint John
Saint John, NB
Full-time
The City of Saint John is seeking qualified applications for the position of Temporary Community Safety Services Manager with Growth and Community Services for a term up to 2 years. The…

The Flex

Founder in Residence

Canada

Job type: Full-time
Posting language: English
Posted: Sep 22, 2026

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Original job description

Base360.ai is building the AI operating system for short-term rental businesses.

We bring property management, guest communication, pricing, cleaning, maintenance, direct bookings and financial reporting into a single platform powered by AI. Our mission is to replace dozens of disconnected tools with one intelligent operating system that helps short-term rental operators automate operations, increase revenue and deliver exceptional guest experiences.

We're building ambitious products, moving fast, and looking for exceptional entrepreneurs who want to build the next generation of AI businesses within the short-term rental industry.

The Role

As a Founder in Residence, you won't be joining a department - you'll be building one.

Your mission is to identify a major opportunity in the short-term rental industry, build a new product or business vertical within Base360.ai, assemble the right team, validate the market, and grow it into a standalone business with significant revenue and impact.

Think of it as founding a startup - with the advantage of funding, engineering, design, AI infrastructure, customers, distribution, and executive support already behind you.

If successful, you will become the long-term leader of your venture.

What You'll Do

Identify high-potential opportunities in short-term rentals that can become new products or business verticals.
Validate customer problems through research and direct conversations with property managers and rental operators.
Define the product vision, strategy, and go-to-market plan.
Work alongside engineering, product, design and AI teams to build and launch quickly.
Recruit and lead your own multidisciplinary team as the venture grows.
Own growth, product adoption, customer success and financial performance.
Make data-driven decisions and iterate rapidly based on customer feedback.
Present progress directly to the founders and executive team.
Build a business that could eventually operate as its own division - or even become an independent company.

What We're Looking For

Entrepreneurial mindset with a bias toward action.
Exceptional problem-solving ability.
Strong product and commercial intuition.
Comfortable working with ambiguity and creating structure where none exists.
Excellent communication and leadership skills.
Ability to recruit, inspire and lead high-performing teams.
Highly analytical with strong execution capabilities.
Obsession with customers and building products people love.
Comfortable wearing multiple hats across product, sales, marketing and operations.
AI-native and excited about building with the latest AI technologies.

Previous startup experience - as a founder, early employee, product leader, operator or investor - is highly valued but not required. Experience in short-term rentals, hospitality or property technology is a plus.

What Success Looks Like

Within Your First 12–24 Months, You Will Have

Built and launched a new business vertical serving the short-term rental industry.
Hired and led your own cross-functional team.
Achieved strong product-market fit.
Generated meaningful recurring revenue.
Established yourself as the long-term General Manager of your venture.

Why Join Base360.ai?

Be part of an innovative and fast-growing company building the AI operating system for short-term rental businesses.
Build your own venture with the backing of an experienced founding team.
Access world-class engineering, AI, product, design and go-to-market resources.
Receive funding, mentorship and strategic support to turn your vision into reality.
Opportunity to build a team and establish a long-term business within Base360.ai.
Competitive salary and performance-based incentives.
Significant long-term career growth, with the opportunity to lead an entire business unit.

You Should NOT Apply If

You are looking for a corporate 9 to 5 job.
You are political and enjoy gossiping and talking about people behind their backs.
You are looking for a stable and slow dead-end job.
You do not aim to be one of the best in the world at what you do.

Apply About employer

More about this job

Responsibilities

Identify high-potential opportunities in the short-term rental industry to build and launch new product verticals. Recruit and lead a multidisciplinary team while owning the product vision, strategy, and financial performance of the venture.

Requirements

Requires an entrepreneurial mindset with strong product and commercial intuition, along with the ability to lead high-performing teams. Experience in short-term rentals, hospitality, or property technology is considered a plus.

Skills

Entrepreneurship
Product management
Business development
Leadership
Strategic planning
Market validation
Data-driven decision making
Team building
Go-to-market strategy
AI technologies
Problem-solving
Communication
Customer success
Financial performance management
Product vision

Benefits

Competitive salary
Performance-based incentives
Strategic support
Mentorship
Funding

Visa sponsorship

Not detected in the job text

Keywords

AI
Operating system
Short-term rental
Property management
Entrepreneur
Startup
Product-market fit
General manager
Business vertical
Go-to-market
Hospitality
Property technology
Data-driven
Cross-functional team
Recurring revenue
Strategy
Innovation
Execution

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