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Added 3 mins ago
Team Leader - 214
Wolf Steel Ltd
Barrie, ON
Full-time
Napoleon leads the way with innovative engineering, advanced manufacturing techniques, unsurpassed customer service and remarkable product quality. Our award-winning products offer a…
Added 4 mins ago
Student Estimator (January, 2027)
Aecon
Vancouver, BC
Integrity. We lead by example, with humility and courage.
Added 4 mins ago
Engineering Co-op Student
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New Westminster, BC
Integrity. We lead by example, with humility and courage.
Added 4 mins ago
Traffic Control Co-op Student
Aecon
Calgary, AB
Integrity. We lead by example, with humility and courage.
Added 19 mins ago
Senior Mechanical Engineer
ATS Automation
Cambridge, ON
Perform engineering calculations with respect to strength of materials, speeds, horsepower, temperature,pressure, force, etc. as related to machine and tool designs.
Added 19 mins ago
Engineering Manager, Product
Clarity
Remote, Canada
$165,000 to $275,000 CAD / year
Full-time · Remote
As an Engineering Manager, Product at Clarity, you will directly manage two product engineering teams, including the Engineering Leads and IC engineers on each. Each team runs as a triad of…
Added 33 mins ago
Senior Account Manager, Transportation & Infrastructure
Proven
Toronto, ON
Full-time
As Senior Account Manager, you will own a portfolio of the sector's important client relationships, lead pursuits, and grow revenue across your accounts. You will be backed by strong…
Added 33 mins ago
Senior Software Developer
P&P Optica
Waterloo, ON
$110,000 to $115,000 CAD / year
Full-time
Mentorship: Lead code reviews, facilitate design sessions, and actively mentor junior developers to foster a culture of engineering excellence.
Added 33 mins ago
Senior Full Stack Engineer
Chexy
Toronto, ON
Full-time
Lead the design of new product flows for chequing, card issuance, and instant payouts across every client
Added 33 mins ago
Senior Backend Engineer
Chexy
Toronto, ON
Full-time
Lead design on our ledger: double-entry correctness, reconciliation against processors and banks, settlement timing, auditability
Added 33 mins ago
Founder in Residence
The Flex
Canada
Full-time
Think of it as founding a startup - with the advantage of funding, engineering, design, AI infrastructure, customers, distribution, and executive support already behind you.
Added 33 mins ago
Product Tools & AI Automation Developer
Croesus
Laval, QC
Full-time
As a true technology catalyst, you don’t just maintain the status quo. You place intelligent automation, agentic engineering, and advanced test data management at the heart of our processes…
Added 33 mins ago
Senior Microelectronics Process Engineer
Sanmina
Ottawa, ON
$145,000 to $165,000 CAD / year
Full-time
We are seeking an industry expert to lead the process architecture and development for our next-generation optical and microelectronic process solutions.
Added 34 mins ago
Data Engineer, AI Solutions and Automation - Temporary Full Time
Southwestern Public Health
Woodstock, ON
Full-time
Lead the technical configuration and implementation of AI and data platforms.
Added 49 mins ago
Machine Operator L2 - ELR
MAD Elevator Inc
Mississauga, ON
Up to $22.8 CAD / hour
Full-time
…you thrive. From there, it’s all you – your drive and ideas lead the way. MAD has been ranked among Canada's top 500 fastest growing companies, one of Canada’s Best Managed Companies, a…
Added 49 mins ago
AI Full Stack Development Lead
Accenture
Toronto, ON
Full-time
You are a hands-on AI Full Stack Development Lead with strong experience leading the design and delivery of modern, cloud-native and AI-enabled solutions. You bring deep technical expertise…
Added 1 hour ago
Member of Technical Staff 5
Nutanix
Vancouver, BC
$171,000 to $257,000 CAD / year
Full-time
Lead technically across multiple engineering teams to deliver large cross-functional projects.
Added 1 hour ago
Sr Project Manager
CDW
Toronto, ON
Full-time
Identify, document, track, and communicate project risks/ issues and lead in bringing to resolution
Added 1 hour ago
Robotics Coach
KAVOSH AI & Robotics Academy
Ottawa, ON
Contract
This opportunity is especially suitable for university students, recent graduates, and individuals studying Engineering, Computer Science, Mechatronics, Robotics, AI, or related fields who…
Added 1 hour ago
Director of Engineering
FLiiP
Remote, Canada
Full-time · Remote
As Director of Engineering, you will shape how engineering operates and scales as the company grows. This is a high-impact leadership role with broad reach across our web, mobile, and data…
Added 1 hour ago
Sr. Product Manager
Rivian
Vancouver, BC
Full-time
Rivian is looking for a Senior or Staff Product Manager to lead the evolution of our web experiences across the upper funnel - from discovery and consideration through configuration, lead…
Added 1 hour ago
Project Manager
Chandos Construction
Calgary, AB
Full-time
Lead projects through all phases - planning, procurement, execution, and close-out
Added 1 hour ago
Project Manager, Transportation
Chandos Construction
Calgary, AB
Full-time
Chandos is seeking a Project Manager to lead the successful delivery of complex transportation infrastructure projects throughout Western Canada.
Added 1 hour ago
Project Manager, Transportation
Chandos Construction
Calgary, AB
Full-time
Chandos is seeking a Project Manager to lead the successful delivery of complex transportation infrastructure projects throughout Western Canada.
Added 1 hour ago
Principal AI Researcher
Workday
Vancouver, BC
Full-time
Publish & Open Source: Lead Workday’s contribution to the global AI community through publications at top-tier venues (NeurIPS, ICLR, ICML, ACL, etc.) and strategic open-source releases.

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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