Enterprise Sales Director, Financial Services Jobs in Canada
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Susan Shelton, CDR
Susan Shelton, CDR
Talent Partner | Connecting companies with niche, high-impact talent
Account Executive
Remote, U.S. | Full-Time
About The Opportunity
We're partnering with a fast-growing, venture-backed B2B technology company that's built a true autonomous (AI) platform that transforms finance operations for enterprise organizations. Their platform helps finance teams automate complex financial workflows, improve cash flow, reduce operational risk, and eliminate costly manual processes through intelligent automation.
The company is entering an exciting stage of growth with strong market traction, increasing customer demand, and significant investment in scaling its go-to-market organization. This is an opportunity to join early, sell a highly differentiated solution with measurable business impact, and help shape the future of enterprise finance.
As a remote-first organization, the company values ownership, collaboration, and individuals who enjoy building alongside high-performing teammates.
The Role
This is a foundational sales hire who will partner closely with an experienced sales team to help scale the company's next phase of growth. Demand generation is strong, and the focus is now on converting qualified interest into long-term customer relationships.
You'll sell to senior finance leaders—including Controllers, AP Directors, Vice Presidents of Finance, CFOs, CIOs, and other executive stakeholders—who are evaluating next-generation AI solutions alongside traditional finance software. Success in this role requires strong business acumen, executive presence, and the ability to translate complex technology into measurable financial outcomes.
This is a true builder opportunity with significant influence over the sales process, meaningful visibility with leadership, and substantial career growth potential as the organization continues to expand.
What You'll Own
Own the full sales cycle across primarily mid-market and select enterprise accounts, from discovery through close. Sell consultatively to senior finance executives and cross-functional buying committees. Build compelling business cases using customer-specific operational and financial metrics. Identify and prioritize strategic target accounts. Lead executive-level discovery meetings, presentations, and commercial discussions. Generate pipeline through both inbound opportunities and self-sourced outbound prospecting. Navigate complex sales cycles involving Finance, IT, Security, Procurement, and executive leadership. Maintain accurate forecasting, CRM hygiene, and pipeline visibility. Partner closely with Marketing and leadership to provide customer feedback and market insights.
What We're Looking For
6–8+ years of full-cycle Account Executive experience selling fintech, payments, or finance/accounting software. Payments or fintech experience is strongly preferred. Proven success closing mid-market or enterprise SaaS opportunities. Strong consultative and value-based selling skills with experience building business cases and quantifying ROI. Executive presence and confidence engaging C-level finance leaders. Experience managing complex buying committees across multiple stakeholders. Familiarity with ERP environments and modern finance technology ecosystems. Comfortable operating in a fast-paced, high-growth company where you'll help build processes while consistently executing. Genuine curiosity about enterprise AI and its impact on business operations. Experience selling into manufacturing, construction, real estate, or media organizations is a plus.
What Success Looks Like
Within your first 90 days, you'll be confidently managing a healthy pipeline, advancing qualified opportunities through the sales process, and generating your own pipeline alongside inbound demand. You'll build compelling business cases that clearly demonstrate customer value, maintain an accurate forecast, and establish yourself as a trusted advisor to prospects and a valued partner within the sales organization.
As you continue to ramp, you'll become known for your ability to build relationships with executive buyers, consistently drive revenue, and contribute to the continued growth of a rapidly scaling AI software company.
Seniority level Mid-Senior level
Employment type Full-time Job function Sales Industries Financial Services
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