Account Executive in Winnipeg

We are looking for an Account Executive to grow Relay’s Accounting & Bookkeeping (AB) channel. This is a partnership sales role. Rather than selling to one business at a time, you will build relationships with accounting and bookkeeping firms who recommend Relay to their entire client base, so a single partnership can reach dozens of small businesses. Accountants and bookkeepers are the most trusted advisors a small business has. Winning them takes a consultative, value-based approach and a real investment in trust, and the AEs who do it well become genuine partners in how a firm runs its practice.

If you are energized by long-horizon relationship building and want your work to compound, this is the seat. Joining Relay means an opportunity to make a huge impact in building solutions with the potential to reach 29 million small businesses across North America.

• Own the full sales cycle for new AB partnerships, from self-sourced and BDR-booked discovery through to a signed pilot agreement.
• Run consultative discovery with firm owners and partners to understand their practice, their client base, and the operational problems worth solving, then position Relay against those problems.
• Build mutual action plans that get partners to their first client referrals, and drive early activation rather than stopping at signature.
• Enable partner readiness by equipping firms to introduce and onboard Relay to their own clients with confidence.
• Prospect your own pipeline into target firms using account-based research and outbound, alongside BDR support.
• Hand off engaged, activated partners to Account Management with the context they need to expand the relationship.
• Become an expert in our product and in the accounting industry, including the QuickBooks Online, Xero, and Gusto ecosystem our partners work in every day.
• Go beyond delivering your quota and work with the team to improve the channel playbook, which is still being written.
• Work cross-functionally with Business Development, Marketing, Risk, Customer Experience, Revenue Operations, and Sales Enablement.

Benefits:

• Competitive salary and meaningful equity: Relay employees are Relay owners, complete with equity and a competitive salary.
• Social connection: We believe in celebrating our wins with two annual company-wide get-togethers, quarterly team events, happy hours, and special events and networking opportunities with industry leaders.
• Personal and professional growth: Through ongoing feedback, mentorship, and coaching, work with peers and leaders who are invested in your growth and success.
• Parental leave with top-up: We offer 12 weeks off with a 100% salary top-up for all full-time employees, regardless of location, and accessible for all parents: birthing, non-birthing, and adoptive.
• Comprehensive health benefits: Enjoy full health benefits from day one: no probation period required.
• Hybrid work environment: We value meaningful collaboration and connection at our Toronto office three days per week, with lunch, snacks, and beverages on us.
• Top-tier equipment: As a Mac-first company, our Toronto offices have everything you need to produce your best work comfortably, from multiple screens to ergonomic seating.
• Flexible vacation and time off: Every team member starts with 15 vacation days and 5 flex days to use as needed, plus an extra week of office closure during the end-of-year holidays.
• Dog-friendly space: Our office is 100% floof-friendly.
• Award-winning workplace: Relay is a recognized innovative and high-growth company.

Qualifications:

• You have 2+ years of full sales cycle experience, ideally in fintech or selling to SMBs, accountants, or bookkeepers.
• You have experience with strategic account-based prospecting and outbound pipeline generation.
• You build trust in person as well as on video, and you are willing to travel to conferences and firm visits.
• You are proficient with CRM software and other sales tools (Salesforce, Outreach, ZoomInfo, and similar).
• You are comfortable with a longer, multi-threaded sale where the win is a partnership.
• You have strong interpersonal skills, a growth mindset, and the adaptability to thrive in a fast-scaling, evolving environment.
• You enjoy collaborating with other departments and mentoring or coaching junior team members.
• You take a consultative, discovery-led approach and sell on value rather than technical functionality.
• You have experience in fintech, accounting software, or a neobank.
• You have worked with SMBs in North America.
• You have sold through a channel, partner, or referral motion.
• You care about impact, not noise.
• You seek out feedback and actively seek input.
• You build with AI, not just use it.
• You crave autonomy and take initiative.
• You own your work and take pride in your commitments.
• You push relentlessly for reinvention.
• You’re energized by complexity and ambiguity.

We’re looking for people who are relentless, curious, and care deeply about the work. We welcome diverse backgrounds and people who think critically, challenge the status quo, and want to help small businesses thrive.