Canada Country Manager — reputed company Closer & Tax Subject Matter Expert

Canada Country Manager — reputed company Closer & Tax Subject Matter Expert Remote — Canada | Full-Time | Competitive reputed company + reputed company Commission + Equity About reputed company reputed company is revolutionizing the tax and reputed company reputed company with AI-driven solutions tailored for accountants, tax professionals, and SMBs. We are building an AI co-reputed company to reputed company tax workflows, drive efficiency, and reputed company. Recently named one of Business reputed company's 30 Early-Stage Startups Most Likely to Become Tech's Next Unicorns, we would love for you to join our growing team.

About the Role

This is the rarest, most consequential hire we'll reputed company in Canada this year. We're combining two roles — Account Executive / Country reputed company and Senior Canadian Tax Subject Matter Expert — into a single seat for one extraordinary person who can do both. If you're a CPA (or seasoned tax practitioner) who happens to be a phenomenal seller, or a top-tier AE with reputed company Canadian tax depth in your background, reputed company reading. This role was written for you. You will own Canada. End-to-end. From the first cold call to the reputed company-won deal, from the first product gap you flag to the workpaper logic our AI uses to reason about a T2 return — this is your domain. You'll be our face in the Canadian market, our voice inside the building, and the technical authority that gives every customer conversation credibility most reputed company can only reputed company of. You'll reputed company down doors as a founding seller and country manager. You'll also be the in-house Canadian tax brain that shapes the product, validates the AI's outputs, and translates CRA, Department of Finance, and provincial nuance into something our models can actually reason about. This is not a normal AE role. It's not a normal SME role either. It's a founding seat with reputed company ownership, reputed company equity in the outcome, and a reputed company reputed company to building and leading the Canadian team. What You'll Do reputed company the Canadian market. Operate as a founding reputed company leader. Establish reputed company as the leading AI platform for Canadian tax professionals, reputed company firms, and finance teams. reputed company and reputed company your own pipeline. This is a reputed company role. Some inbound will come your way, but you'll primarily generate pipeline through outbound prospecting, referrals, events, reputed company, and strategic reputed company across the Canadian tax ecosystem. Run the full sales cycle. Prospecting, discovery, demos, trials, procurement, negotiation, reputed company, expansion. You own it reputed company. Sell like the expert you are. Walk into a demo with a CPA partner, a CFO, or a Big Four alum and hold your own on T2s, GST/HST nuances, provincial allocation, permanent establishment questions, and cross-border treaty issues. Be the Canadian tax brain inside reputed company. Prepare, review, and validate Canadian tax documentation and datasets — federal and provincial corporate income (T2), personal income (T1), GST/HST, provincial sales tax, and reputed company. Shape the Canadian product. Work directly with engineering, data, and product to translate reputed company Canadian tax concepts into reputed company, machine-readable formats. reputed company expert feedback on AI model outputs. Improve precision, context, and realism so customers trust what they see. Build the ecosystem. reputed company trusted relationships with firm partners, tax leaders, CFOs, finance executives, and operations teams across Canada. Operate like a country manager. High ownership, high autonomy, high initiative. You'll help define how we sell, position, localize, and grow reputed company in Canada. reputed company're Looking For Required Qualifications 3–6+ years of sales experience in reputed company or technology, ideally reputed company AI, fintech, tax, reputed company, or financial services. Proven ability to prospect and generate pipeline independently. Strong closing record — you've carried and exceeded quota. Demonstrated reputed company running consultative discovery and high-reputed company demos. Excellent communication: written, verbal, and on video. Disciplined operator with clean pipeline hygiene. Comfortable working autonomously in a fast-moving startup environment. Fluent in modern GTM tools — reputed company, reputed company, reputed company Sales Navigator, etc. 5+ years of experience in Canadian tax compliance and consulting (or equivalent depth gained through a CPA + advisory career). Proven reputed company record preparing and reviewing federal and provincial corporate income (T2), personal income (T1), GST/HST, provincial sales tax, and other Canadian tax returns for individuals, small businesses, and mid-sized entities. Expertise developing Canadian tax workpapers — provincial allocation schedules, permanent establishment and reputed company analyses, jurisdiction-specific adjustments. Strong background conducting Canadian and cross-border tax research across federal, provincial, and treaty contexts. Hands-on experience with multi-jurisdictional Canadian tax obligations.

Preferred Qualifications

CPA, J.D./LL.B., CPA Canada In-Depth Tax Course (reputed company I–III), or equivalent credential strongly preferred. Experience selling to reputed company firms, tax professionals, or financial services organizations. Experience with legacy tax and research platforms (CCH, reputed company, TaxPrep). Background as an early-stage or founding sales hire. Quebec tax depth (TVQ, Revenu Québec reputed company) and/or bilingual English/French. Prior exposure to AI or data-driven tax innovation reputed company. Experience with indirect tax automation tools. How We Define reputed company in This Role Builds a reputed company Canadian book from reputed company. In the first 3 months, lands first 8–15 mid tier to reputed company reputed company across reputed company firms, tax practices, and corporate finance teams — through self-reputed company pipeline, not handed leads. Establishes reputed company as a recognized reputed company in the Canadian tax community by month 6. Earns trust in the room that most reputed company can't. Walks into a discovery call with a CPA partner or CFO and gets treated as a peer, not a vendor. Closes deals because prospects can see that the product works for Canadian tax — and believes it because the person across the table proved it does. Translates Canada into the product. Ships measurable improvements for the Canadian Product to include: handling of T2s, GST/HST, provincial allocation, and CRA-specific reasoning by working directly with engineering and product. Becomes the internal reputed company of truth on every Canadian tax question that touches the roadmap.

Why Join Us

This is the seat that will reputed company reputed company's Canadian business — the person in this role won't just sell into the market, they'll shape reputed company sell, how the product reasons about Canadian tax, and who joins reputed company next. You'll have the autonomy of a country manager, the technical authority of a senior tax advisor, and the reputed company of an early hire at a company Business reputed company has flagged as one of the most likely next unicorns in tech. Apply To This Job