Senior Enterprise Sales Executive

As a Senior Enterprise Sales Executive, you will sell, support others in selling, and contribute to forecasting across the North America & Canada region, reporting directly to the Head of Sales.

You’ll be a trusted advisor, driving direct and partner-led sales of Aptitude’s solutions—primarily Fynapse, our next-generation AI-enabled Finance Data Hub—within the FinTech segment of our business. You’ll also have the opportunity to support sales across our broader product portfolio.

You’ll own the full sales cycle, from identifying and qualifying leads (inbound, outbound, partner, and BDR-generated) through to closing. You’ll define and execute business development campaigns, working closely with marketing and partner teams to exceed your annual targets.

You’ll coach peers, share best practices, and build strong relationships with prospects and partners at all levels, including C-suite stakeholders.

Your Responsibilities:

• Define and execute annual GTM plans, aligned with Marketing and Product

• Own and exceed quarterly and annual ARR targets

• Deeply understand the FinTech sector and its challenges

• Support and coach the wider NA sales team

• Lead and contribute to marketing campaigns to generate new leads

• Present and articulate Aptitude’s value proposition and ROI

• Manage follow-ups and ensure clarity on next steps

• Create proposals with pre-sales teams that address client needs

• Build strategic alliances with external partners

• Follow Aptitude’s structured sales process

• Develop and maintain actionable sales plans

• Provide accurate forecasts to the Head of Sales

• Collaborate across internal and external teams throughout the sales cycle

• Use tools like Salesforce, Outreach, LinkedIn Sales Navigator, ZoomInfo, and Demandbase to manage pipeline and engagement

We’ll also offer you a competitive salary and commission, as well as the following benefits: 

• 401(k) retirement plan with matching 

• Competitive vacation and paid time off 

• Healthcare benefits – medical insurance, dental insurance and vision plans 

• Pre-tax saving accounts 

• Life and Disability Insurance 

• ShareSave scheme (ability to purchase company shares on preferential terms) 

• Flexible working conditions and hybrid work model 

Where You’ll Be:
Based in our Boston office, with hybrid flexibility (2 days/week in-office, adjusted for travel and client needs)

• Proven success in senior B2B software sales roles

• Experience in complex, high-value sales environments

• Strong understanding of the Office of Finance and FinTech challenges

• Track record of generating pipeline through outbound and partner channels

• Ability to manage full sales cycles and collaborate cross-functionally

• Strong C-level relationship-building skills

• Experience managing direct partner relationships

• Skilled in creating tailored sales materials and proposals

• A proactive, hands-on approach and leadership mindset