Founder in Residence

Founder in Residence at Jobgether scores 50 out of 100 on AI centrality, which makes it a Level 2 role on this board.

Remote (Canada)executiveFull-time

AI in this role

Build and scale a new business vertical from the ground up within an AI-first environment with dedicated engineering and product support.

entrepreneurshipproduct-strategybusiness-development

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Founder in Residence based in Canada.

As a Founder in Residence, you’ll have the opportunity to build a new business from the ground up within an AI-first environment. You’ll identify a meaningful opportunity in the short-term rental industry, validate it directly with customers, and turn it into a scalable product or business vertical. Rather than starting with a blank balance sheet, you’ll have access to engineering, AI, product, design, distribution, funding, and executive support. You’ll own the venture’s strategy, growth, customer outcomes, and financial performance. The role combines entrepreneurial autonomy with the resources of an established platform. If successful, you’ll grow into the long-term leader of the business you create.

Prepare for this job

A free preview built only from this posting: what it asks for, what you could be asked in an interview, and how to adjust your resume.

Skills and AI tools this role asks for

EntrepreneurshipProduct StrategyBusiness Development

Questions you could be asked

Tell me about a project where entrepreneurship was part of your work. What did you do?
Tell me about a project where product strategy was part of your work. What did you do?
Tell me about a project where business development was part of your work. What did you do?
This role expects you to use AI tools as part of the job. Which ones have you used, and for what?
Tell me about a time an AI tool got something wrong. How did you catch it?

Adapt your resume

List these exact terms on your resume: Entrepreneurship, Product Strategy, and Business Development. An applicant tracking system matches the wording, not the idea.
Attach one line of real, concrete experience to at least one of them — a tool named with nothing behind it rarely survives a human read.
Put the AI tool in a bullet point about what you did, not just in a skills list — this role treats it as a required part of the job.

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