Country Manager – Remote in Winnipeg

Country Manager – Remote in Winnipeg

Winnipeg Full-Time 135000 - 165000 $ / year (est.) Hybrid
W

At a Glance

  • Tasks: Own the Canadian market, drive sales, and build a high-performing team.
  • Company: Join Whop, a fast-paced company focused on sustainable income for everyone.
  • Benefits: Competitive salary, equity packages, MacBook Pro, PTO, and health coverage.
  • Other info: Dynamic culture with full ownership and rapid growth opportunities.
  • Why this job: Be part of a mission to empower 1B people to earn money through innovative solutions.
  • Qualifications: Proven sales experience, entrepreneurial mindset, and strong communication skills.

The predicted salary is between 135000 - 165000 $ per year.

The Mission
Our mission is to deliver everyone a sustainable income. Right now 50,000 users make money on Whop every month, and this year users will earn over $5B. We will not stop until 1B people every month are making money on Whop.

Who We're Hiring
You own Canada as a market β€” not a figurehead title. Sales motion, local talent bar, GTM, and making Whop Payments Network the default way people make money in-country. You close when needed, hire to the bar, and build the team that compounds.

  • Sales-shaped country owner β€” same three profiles, adapted for market ownership:
  • Founder who has made 7 figures (ideally built and sold in Canada β€” real revenue, not a vanity company), OR
  • President's Club winner / founding AE or founding GM who has been selling / opening markets for 2–8 years, OR
  • Worked a hardcore role with demanding hours (Investment Banking, MBB consulting, or any rigorous work that was 10–12+ hours/day) plus founder experience 1–8 years who can own a country P&L vibe β€” close, hire, and set culture.

Fluent English required (written and verbal). French is a plus, with strong communication and market judgment. If you need a big corporate country org to feel important, this isn't your role.

How We Work
Our culture is built on the premise that people should be given budget to take large bets, have full agency, and move fast. Today there are 100 people full time at Whop β€” 75% ex-founders. If you're an end-to-end individual that wants full ownership β€” this is the place to be.

What We Care About
We don't believe in traditional JDs. The most successful people at Whop have all come from extremely unconventional backgrounds, and all we care about is working with the most talented individuals who want to win. Given the small size of our team, we pay best in class base + OTE with extremely competitive equity packages.

Location: Canada.
Benefits: Vary by market. Competitive local compensation, MacBook Pro & tech, PTO, and health coverage where sensible.

The Bar
We want to work with people who want to be the best in the world. If that's not you, don't apply.

Country Manager – Remote in Winnipeg employer: Whop Inc.

Whop is an exceptional employer for the Country Manager role in Canada, offering a dynamic work culture that empowers individuals to take ownership and make impactful decisions. With a focus on competitive compensation, equity packages, and a team comprised largely of ex-founders, employees are encouraged to innovate and grow within a fast-paced environment. The opportunity to lead a market and shape the future of income generation makes Whop a unique and rewarding place to work.

W

Contact Details:

Whop Inc. Recruitment Team

We think you need these skills to ace Country Manager – Remote in Winnipeg

Sales Expertise
Market Ownership
Team Building
P&L Management
Communication Skills
Fluent English
French (optional)