Senior Sales Strategist for Growth

2 weeks ago

Old Toronto, Canada Myfliip Full time

FliiP, a revolutionary SaaS platform in the fitness industry, is seeking a highly experienced Senior Sales Strategist to lead our growth efforts. As a key member of our Growth Team, you will play a critical role in driving strategic deal execution and scaling our sales organization to achieve ambitious revenue goals.

Role Overview:

We are looking for a seasoned sales professional with a proven track record of closing complex deals and building high-performing teams. You will be responsible for managing a team of Account Executives, developing and executing sales strategies, and overseeing the full sales cycle from lead generation to close.

Key Responsibilities:

  1. Sales Leadership: Lead, mentor, and grow a small but expanding sales team, initially consisting of one Account Executive and two new hires, with a clear roadmap for growth into international markets.
  2. Full Sales Cycle Management: Own and manage the entire sales cycle, from lead generation (inbound and outbound) to close. Develop strategies to optimize both inbound leads and outbound prospecting efforts.
  3. Hands-on Deal Management: Personally handle and close large, complex deals, with a focus on multi-location fitness chains and enterprise-level customers.
  4. Revenue Growth: Develop and execute strategies to quadruple our revenue over the next 18 months by effectively managing the pipeline and driving conversion.
  5. Sales Strategy & Execution: Collaborate with the Chief Growth Officer to refine our go-to-market strategy, incorporating a balanced mix of inbound and outbound sales tactics, pipeline management, and deal closing.
  6. Team Development: Help recruit, onboard, and develop new sales talent, fostering a high-performance, goal-oriented sales culture.
  7. Strategic Partnerships: Potential to expand into overseeing and managing strategic partnerships to drive additional revenue streams and growth opportunities.
  8. Collaboration: Work closely with marketing and product teams to ensure alignment between sales strategies, customer acquisition efforts, and product development.
  9. Forecasting & Reporting: Provide accurate sales forecasts, monitor KPIs, and deliver insights on deal flow, pipeline health, and team performance.

Minimum Requirements:

  • 7+ years of full sales cycle experience, preferably in B2B SaaS, including a mix of inbound lead management and outbound prospecting. At least 2 years in a leadership or management role ideally at a seed or Series A startup.
  • Proven track record of closing complex, high-value deals, particularly in the fitness or related industries (e.g., wellness, sports, health tech).
  • Experience managing both inbound and outbound sales pipelines, with a strategic approach to optimizing lead conversion and deal velocity.
  • Strong leadership and team management skills, with a focus on mentoring and developing talent.
  • Experience in building and executing a sales strategy from scratch, including team scaling and process improvements.
  • Excellent communication and negotiation skills, with the ability to manage relationships with C-suite executives and key decision-makers.
  • Hands-on, "roll up your sleeves" approach with a passion for building a business from the ground up.
  • Bonus: Bilingual in French (not required) and English.
  • Bonus: Experience working in the fitness tech or health SaaS industry.
  • Nice to have: Interest or experience in leveraging the newest AI capabilities and automation to create efficient and scalable inbound and outbound sales processes.


The estimated salary for this position is $120,000 - $180,000 per year, depending on experience. This compensation package includes a competitive total compensation and benefits. FliiP offers a remote-first culture with flexibility and the opportunity to shape the future of a fast-growing SaaS startup.

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