We immerse ourselves in the intricacies of finance digitization, subscription management, compliance, and revenue management which gives us the power to make a real impact. Once we understand how an organization works, we can implement software solutions that provide the clarity, confidence, and control they need to drive growth and achieve their ambitions.

Aptitude has served the offices of finance for over 20 years, delivering financial control and insights to empower our clients to achieve their strategies and ambitions. We are currently serving over 75 CFOs whose organisations generate a combined revenue of over $1 Trillion.

We are proud of our growing team of smart, motivated and passionate people, and believe diverse experiences and perspectives build stronger teams and better solutions.

Headquartered in London, we have seven office locations around the world with clients across four continents.

What you'll do and what we offer

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)

What we're looking for

8+ years of experience selling complex enterprise solutions in quota-carrying software sales and strategic account management, ideally at a B2B enterprise software company, with a focus on selling into enterprise accounts.

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

Skilled in creating tailored sales materials and proposals

A proactive, hands-on approach and leadership mindset

How to apply

Please click on the ‘Apply now’ button below, including your CV/resume and any other relevant information that will help us get to know you better.

Diversity and Inclusion

If you’re interested in working at Aptitude, but don’t feel you meet every single requirement of the role, we’d still like to hear from you! A diverse workforce is an essential part of our culture, and we’re dedicated to ensuring that our staff can show up as their authentic self – safe in the knowledge that their differences will be embraced and respected by all. We’re strong advocates of supporting applicants from a wide variety of backgrounds which include different ages, genders, ethnicities, physical abilities and sexual orientation, and we work hard to build the confidence of our workforce through inclusivity, equity and ongoing training. So, if you’re excited about this role but your past experience doesn’t align perfectly with every requirement, we’d encourage you to apply anyway. You might be just the candidate we’ve been looking for, whether it’s for this role or another.