Sales Coach & Program Manager

Sharpstakes; Ontario; Remote; CAD 60,000 - 80,000; Full time

Job summary

SharpStakes is seeking an Ambassador Program Manager to drive the growth of their ambassador program. This role involves coaching ambassadors, improving performance metrics, and fostering community engagement. Ideal candidates are proactive self-starters with experience in sales management and exceptional communication skills, ready to impact a rapidly growing startup.

Benefits

Ownership and experimentation culture

Opportunity to shape a rapidly growing program

Join a funded startup with proven traction

Qualifications

• Experience coaching or managing sales representatives to improved performance.
• Exceptional communication skills with the ability to engage effectively over video and phone.
• Comfortable in a fast-paced, remote environment.

Responsibilities

• Conduct regular 1:1 and group calls to provide personalized guidance and training.
• Work directly with ambassadors to improve sales conversion rates.
• Lead the onboarding process for new ambassadors.

Skills

Coaching

Communication

Sales Management

Community Building

Performance Tracking

Job description

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SharpStakes is redefining how the next generation engages with sports by building the most engaging, data-driven betting experience for Gen Z—merging entertainment, culture, and utility. We don't just help people place smarter bets—we build community, spark competition, and make sports more exciting through tools, AI, and social moments that matter.

We're a young, scrappy, and ambitious team obsessed with building what we want to use. Our ambassador program is the core of our growth strategy, with plans to scale significantly in the next year. This is your chance to directly impact our trajectory while working with a team that moves fast and celebrates wins.

The Role

As our Ambassador Program Manager, you'll be the driving force behind scaling our rep program while dramatically improving performance metrics. This is an execution-focused role requiring someone who thrives on direct engagement with ambassadors through calls, training sessions, and consistent follow-up. You'll be responsible for turning new recruits into consistent performers and increasing sales across the board.

You'll report to both our Sales Manager and CEO, giving you direct visibility to leadership and a real impact on our business growth.

What You'll Do

1. Coach & Train Ambassadors: Conduct regular 1:1 and group calls to provide personalized guidance, training, and support that helps reps succeed.
2. Drive Performance Metrics: Work directly with ambassadors to improve sales conversion rates and boost average sales per rep.
3. Execute Onboarding: Lead the onboarding process for new ambassadors, ensuring they have the tools and knowledge to make their first sales.
4. Create Accountability: Track individual rep performance, set clear expectations, and implement consistent follow-up systems.
5. Activate Dormant Reps: Identify and re-engage inactive ambassadors through targeted outreach and support.
6. Implement Incentives: Execute motivating incentive programs that drive desired behaviors.
7. Build Community: Foster connections among ambassadors through engaging communication and events.

Success Metrics

Here's how we'll measure your impact:

• Increase the percentage of new ambassadors who successfully make sales
• Scale our ambassador program while maintaining quality engagement
• Build systems that enable efficient program growth

About You

• You have experience coaching or managing sales representatives to improved performance.
• You're a proactive self-starter who takes initiative and drives results without micromanagement.
• You have exceptional communication skills with the ability to engage effectively over video and phone.
• You understand what motivates Gen Z and can speak their language.
• You're execution-focused with a track record of consistent follow-through.
• You're comfortable in a fast-paced, remote environment and thrive under pressure.
• You bring high energy and enthusiasm that can inspire a young sales force.

Bonus Points

• Experience with ambassador, affiliate, or referral programs.
• Familiarity with the sports betting industry.
• Background in teaching, training, or education.
• Data analysis skills for performance tracking.
• Community management experience.

Why SharpStakes?

• Be part of building the first true betting club for Gen Z.
• Work with a team that values ownership, experimentation, and community.
• Help shape a rapidly growing program with real revenue impact.
• Join a funded startup with proven traction and industry-veteran investors.

If you're ready to own the growth of our ambassador program and directly impact our most important revenue channel, we want to talk to you!

Seniority level

• Not Applicable

Employment type

• Full-time

Job function

• Human Resources

Industries

• Internet News