Job Description

Job Description

Who We Are

Ascend Fundraising Solutions is the leader in online and on-site lottery and sweepstakes programming. We help charities create and grow new revenue streams through games of chance— including 50/50 raffles, prize raffles, catch the ace and other digital eRaffle programs.

In our 15+ years of operation, we’ve helped organizations raise over $1.5 billion , supporting some of the most recognized nonprofit brands in Canada. We’ve proudly supported national and regional programs for organizations such as Make-A-Wish Canada, Boys and Girls Clubs of Canada, the Canadian Olympic Foundation, and Canucks for Kids Fund.

In 2024, we launched our Multi-Charity Lottery product, a fully turnkey solution now running lottery programs across Canada. Ontario is our largest region, where we support over 50% of the province’s hospital foundations, and where the largest campaigns are generating $1M+ monthly prize boards.

Now, we’re expanding again—with the launch of our Ascend Lottery Retailer Program, placing charitable eRaffle sales directly in licensed c-store retail locations (AGCO-authorized). This new channel is designed to give Ontario residents even more convenient ways to support their local hospital foundations—and we’re looking for Territory Managers to lead that rollout.

Your Role

Territory : Greater Kitchener-Cambridge-Waterloo Region

As Territory Manager, you’ll lead the growth of our retail lottery program in your region, signing AGCO-licensed partners, coordinating launches with operations and marketing, and driving ongoing sales performance. This is a high-impact, field-based role that blends business development, partner onboarding, and account success, specifically:

Business Development & Retail Partner Acquisition

• Identify and secure qualified AGCO-licensed retail partners (e.g., convenience stores)
• Build relationships with store owners and managers to enroll them in the program
• Negotiate agreement terms and support execution of necessary documents
• Communicate the fundraising impact and financial opportunity to retail partners

Retail Onboarding & Program Execution

• Work with operations to oversee the seamless installation of in-store terminals and digital signage
• Negotiate prime monitor placement and install branded POSM materials
• Coordinate with the lottery compliance team to ensure stores and foundation licenses are AGCO-compliant
• Collaborate with marketing to launch your new market with promotional campaigns in-market
• Deliver education and onboarding materials to store staff and provide lottery program specific training

Sales Enablement & Territory Performance Management

• Act as the day-to-day support for stores in your territory, ensuring they have everything needed to succeed
• Provide ongoing education, best practices, and sales tips to store owners and staff
• Promote and explain store incentive programs, product updates, and program messaging to drive engagement
• Understand partner needs, challenges, and motivations to tailor support and maximize sales performance
• Consult with your manager on territory analytics and customer feedback to optimize results
• Develop and propose data-driven strategies to improve store performance—across marketing, product placement, and execution
• Track weekly performance metrics and report against territory goals, highlighting key trends and insights
• Identify underperforming stores and recommend corrective actions to improve performance
• Ensure all activities align with the business plan and charitable partner objectives

What We're Looking For

• 3 - 5 years of field sales experience with a proven track record of success in business development, sales, preferably in the convenience retail industry (lottery sales experience considered an asset).
• Proven self-starter who can manage their territory independently and deliver results without daily oversight
• Strong problem-solving skills—able to identify issues, propose solutions, and collaborate cross-functionally
• Excellent interpersonal and communication skills, with the ability to build rapport and credibility with customers quickly.
• Bachelor's degree in Business Administration or a related field.
• Proficiency in our sales tech stack including Salesforce, Slack, Microsoft Office and contract management software
• Willingness to travel regularly to meet with customers within geographic area.
• Must have a valid driver's license in good standing for the last 3 years.
• Reliable vehicle or willingness to obtain a vehicle that can be used for work daily (subsidized by Ascend).

Why Join Ascend?

• Highly competitive compensation structure, including base salary, performance-based bonuses, and RRSP matching
• Help build a new business line with real social impact—while growing your career in a high-growth, entrepreneurial environment
• Remote, field-based role with full ownership of your region
• Work with purpose—help local retailers succeed while raising critical funds for hospital foundations in your community

AscendFS is committed to building and preserving an open, inclusive, and healthy work environment. We welcome all applicants to apply to join our team. We accommodate people with disabilities throughout the recruitment and selection process and applicants are encouraged to advise Human Resources in advance if an accommodation is required. We thank you for your interest in working at AscendFS and we will contact those qualified to continue in the recruitment process.

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