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

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 recent AB partnerships, from self-sourced and BDR-booked discovery through to a signed pilot agreement

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

Work cross-functionally with Business Development, Marketing, Risk, Customer Experience, Revenue Operations, and Sales Enablement

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: 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

Enjoy full health perks from day one: no probation period required.

We offer flexible Health or Wellness Spending Accounts and medical, dental, and vision coverage for you and your dependents.

We value meaningful collaboration and connection at our Toronto office three days per week, with lunch, snacks, and beverages on us.

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: Can dogs really make you happy and healthy? We don’t know for sure, but since we don’t want to chance it, our office is 100% floof‑friendly.

You have 2+ years of full sales cycle experience, ideally in fintech or selling to SMBs, accountants, or bookkeepersYou have experience with strategic account-based prospecting and outbound pipeline generationYou build trust in person as well as on video,



and you are willing to travel to conferences and firm visits where that is what moves a partnership forwardYou are proficient with CRM software and other sales tools (Salesforce, Outreach, ZoomInfo, and similar) and are not only AI‑curious but actively leverage AI to improve your prospecting efficiency, personalize outreach, and elevate your day‑to‑day sales effectivenessYou are comfortable with a longer, multi‑threaded sale where the win is a partnership and the proof is what happens after closeYou have strong interpersonal skills, a growth mindset, and the adaptability to thrive in a fast‑scaling, evolving environmentYou enjoy collaborating with other departments and mentoring or coaching junior team membersYou take a consultative, discovery-led approach and sell on value rather than technical functionalityYou have experience in fintech, accounting software, or a neobankYou have worked with SMBs in North AmericaYou have sold through a channel, partner, or referral motionYou are proficient in SpanishYou care about impact, not noise: If you’re someone who takes initiative, is comfortable taking risks, and seeks input when needed, you’ll find the freedom here empoweringYou own your work: Relay exists to help them thrive — and that mission has to resonate with youYou’re energized by complexity and ambiguity: You’re comfortable building from scratch, iterating as you go, and collaborating to shape the best path forwardWe’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 #

📌 Account Executive (Accounting & Bookkeeping) (Winnipeg)
🏢 Relay
📍 Winnipeg