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Business Leader

Job in Kelowna, BC, Canada
Listing for: SERV Recruitment LTD.
Full Time position
Listed on 2026-10-16
Job specializations:
  • Business
    Operations Management, Corporate Strategy, Business Analyst
  • Management
    Operations Management, Corporate Strategy, General Management, Business Analyst
Salary/Wage Range or Industry Benchmark: 250000 CAD Yearly CAD 250000.00 YEAR
Job Description & How to Apply Below
Serv, a global executive recruitment partner, is hiring on behalf of our client Martell Group for a Business Leader to run Winly.

Join the Team:
The Martell Group exists to build people, brands, and ventures that create meaningful impact. Across our four companies, we combine audience, operators, and execution to launch scalable products and empower ambitious leaders in Media, B2B SaaS, and AI.

Founded by serial entrepreneur and investor Dan Martell (investor in Udemy, Intercom, and Unbounce), we're building a company that values leadership, growth, and simplicity, and we're looking for people who live those values too.

Our goal is to attract world-class talent and align people where their impact is greatest. When you apply to Martell Group, you'll automatically be considered for all open roles across our companies, not just the one you applied for.

For more information, visit:

Why you shouldn't work here:
Radical Transparency from our CEO

About Winly:
Winly is an AI-powered CRM for teams that sell in the DMs. Coaches, consultants, and course creators run their Instagram sales conversations through Winly. The AI drafts replies, coaches the rep, and keeps every conversation moving toward a booked call. Winly is a Martell Ventures portfolio company.

Position Responsibilities:

We're hiring a Business Leader to run Winly.

You'll own the P&L, the team, and the growth engine, with the goal of scaling Winly from a company with strong initial traction and growth, into an exit-ready asset with great product, healthy retention and rapid growth.

You'll lead a lean team across sales, customer success, and engineering, and report to the Martell Ventures partners. You'll also own product strategy and execution: turning customer insight into a focused roadmap, making disciplined tradeoffs, and ensuring the team ships improvements that drive activation, retention, and growth.

This role includes:

Own the growth engine

Own the go to market strategy for Winly and work with the growth team to ensure channels, funnels and conversion methods are working and improving over time.

Work with the growth team to ensure paid advertising funnels are scaling, and resourced with the right messaging, positioning, offers, funnels and assets.

Set the sales rhythm: booked calls, show rate, close rate, annual mix. Coach the closer directly when it matters.

Iterate on pricing, packaging and positioning to ensure Winly has a clear and compelling position in the market.

Own retention

Ensure customers get activated, stick around, and expand over time.

Manage the customer success team.

Align sales and customer success to make sure everyone has aligned expectations and incentives.

Run the company

Own the P&L, the forecast, and the plan you agree with the board.

Lead the team across sales, customer success, and engineering. Partner with the Technical Leader to own the product roadmap, prioritize ruthlessly, and translate customer and business needs into clear requirements and measurable outcomes.

Hire, coach, and make the hard calls on people.

Build the business, not only the funnel

Keep the operating metrics clean and current: MRR, NRR, CAC, gross margin, cohorts.

Report to the board monthly with the clarity of someone who owns the outcome.

Qualifications

You've taken a sales-led SaaS or subscription business from a few million to $10M+ and/or to an exit. You know what healthy unit economics look like across the business, and how to measure them consistently.

You have strong product management chops. You can synthesize customer feedback and product data, define the highest-leverage problems to solve, write clear requirements, and lead a technical team from discovery through launch and iteration.

You understand how to prepare a business for an exit event:…
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