Sales Director, Canada

Transak • Toronto, ON

42d

About The Position

We are hiring a Sales Director – North America to lead Transak’s growth across the U.S. and Canada. This is a high-impact, senior commercial role responsible for owning revenue, landing top-tier enterprise partners, and building a repeatable, scalable sales motion.
The Sales Director will operate as a player–coach: closing major strategic accounts while shaping our North America go-to-market strategy. You will collaborate closely with Product, Solutions Engineering, Compliance, Risk, and Marketing to bring customers live and expand usage across multiple product lines.
This role is ideal for someone who thrives in complex API-led, fintech or Web3 infrastructure sales, understands compliance-driven environments, and can influence both commercial and technical stakeholders at the highest levels.

Requirements

• 5+ years of enterprise sales experience, ideally in one or more of the following: fintech or payments infrastructure crypto/Web3 infrastructure API-led B2B SaaS compliance, KYC/KYB, or identity infrastructure
• Proven track record of closing $500k–$5M+ total contract value (TCV) deals.
• Demonstrated success selling to Product, Engineering, Compliance, and C-suite buyers.
• Workable technical aptitude. Able to understand APIs, SDKs, architecture basics, payment flows, and compliance frameworks.
• Experience working in regulated, complex, multi-region environments.
• Deep familiarity with U.S. financial regulation, KYC/KYB, and payments ecosystems.

Nice To Haves

• Existing network in wallets, exchanges, neobanks, fintech apps, payment providers, or Web3 developers.
• Experience in multi-product or platform selling.
• Exposure to on/off-ramp solutions, stablecoin rails, or digital asset liquidity models.
• Prior work in early-stage or high-growth startups.

Responsibilities

• Revenue Ownership & Strategic Sales: Own the entire North American revenue number, hitting and exceeding quarterly/annual targets. Build, manage, and close a pipeline of high-value enterprise accounts (wallets, fintech apps, banks/neobanks, web3 gaming apps, digital marketplaces, and DeFi apps). Navigate multi-stakeholder deals involving Product, Engineering, Compliance, Finance, and Legal on both sides. Develop and execute regional go-to-market strategy aligned with Transak’s global expansion goals.
• Solution Engineering & Technical Fluency: Work hands-on with prospects to design end-to-end solutions using Transak’s APIs, widget, and compliance products. Understand customer architectures and map them to Transak’s technical, regulatory, and operational capabilities. Communicate product and compliance constraints clearly, setting realistic expectations and building trust. Collaborate with Product & Engineering to improve product-market fit and influence roadmap priorities.
• Pipeline, Forecasting & Sales Process Excellence: Maintain CRM discipline (HubSpot) with accurate pipeline hygiene and forecasting. Work closely with RevOps and Finance to implement scalable processes, templates, and reporting systems. Drive structured outbound motion and account-based selling for high-priority targets.
• Relationship Building & Partnerships: Develop strong, long-term relationships with C-level, product, and compliance decision-makers. Serve as a trusted advisor with a deep understanding of the partner’s business, user base, and long-term objectives. Build champions within target organizations to accelerate time-to-close and expand account value.
• Cross-Functional Leadership: Collaborate closely with Product, Compliance, Finance, Risk, Solutions Engineering, and Marketing. Ensure partner feedback loops are tight, structured, and actionable. Represent Transak at conferences, events, and industry forums as a credible spokesperson.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 1-10 employees