Founding Account Executive – North America (Remote)

About Us:

FLEET is a fast-growing B2B SaaS platform transforming the passenger ground transport industry.

FLEET goes beyond traditional dispatch, replacing fragmented tools with a single, integrated system that manages operations, billing, payments, and end-to-end financial visibility for taxi, black car/livery & NEMT providers.

About the Role:

We’re seeking a Founding Account Executive to build and own our North American territory. This role is fully remote, ideally based in Dallas/Fort Worth or Atlanta, but requires flexibility to travel extensively across North America with occasional trips to our Australian headquarters. You will report directly to the CEO and play a critical role in defining and executing our North American sales strategy.

This is a high-ownership, field-driven role suited to a seller who thrives on building a territory from the ground up, earning trust with operational decision-makers, and closing meaningful platform deployments in complex, real-world environments. This is a ground-floor role. Build the territory, prove the playbook, and share in the success of what you create.

What You’ll Do:

• Own and grow the North American territory through full-cycle B2B selling.
• Prospect, qualify, run discovery, deliver live demos, negotiate, and close deals.
• Conduct in-person discovery sessions, operational walkthroughs, and executive meetings.
• Build and maintain a scalable, repeatable sales pipeline.
• Secure platform agreements and committed deployments.
• Define and document a repeatable North American sales motion.
• Collaborate on GTM strategy, pricing, ideal customer profiles, and partnerships.

About You:

The ideal candidate is commercially disciplined and process-oriented, comfortable with ambiguity while rigorous in qualification, credible with operators and executives, resilient, self-directed, highly motivated, and able to balance consultative discovery with assertive closing.

• Proven track record in B2B SaaS sales, ideally in operations or transport.
• Skilled at closing deals and creating repeatable sales processes.
• Comfortable with remote work, heavy travel, and time zone flexibility.
• Strong communicator and negotiator.
• Entrepreneurial mindset, ready to own and scale a new market.

Why Join Us:

• Competitive OTE ($155K) with base + commission structure and performance accelerators
• Fully remote with travel opportunities across North America & Australia
• Ground-floor opportunity to shape FLEET’s North American sales strategy and build the go-to-market playbook
• FLEET is actively building its North American sales function, as we scale you will have the opportunity to grow with it, hiring and leading a team, shaping our GTM strategy, building partnerships, and taking ownership of an expanding commercial operation
• Be part of a growing Australian company entering the world’s largest market

Apply Now:

Submit your resume and cover letter outlining your experience and interest in scaling our platform in North America.

Shortlisting and interviewing will commence immediately so please submit your application today, so you don’t miss out on this exciting opportunity.

We thank all applicants for your interest in our organisation and this role however please note that only short-listed candidates will be contacted for an interview.