Mid-Market Account Executive

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Boston, MA, USA
Hybrid
HR Tech • Logistics • Software
The Role

We’re looking for a Mid-Market Account Executive to win new logos and expand existing accounts within our mid-market segment. You’ll own your territory end-to-end, from building pipeline to closing deals, using a structured, consultative sales approach.

In this role, you’ll proactively create opportunities, navigate complex buying groups, and use data and AI tools thoughtfully to improve how you work and win. Success looks like consistently generating pipeline, closing high-quality deals, and continuously refining your approach to drive better outcomes.

What you’ll doOwn and close business
  • Own your territory and run full-cycle SaaS sales from prospecting through close

  • Consistently meet and exceed quota through disciplined execution and strong deal management

  • Navigate multi-stakeholder sales cycles with mid-level and executive buyers

Build pipeline
  • Generate pipeline through outbound prospecting, strategic account targeting, and re-engagement of prior opportunities

  • Use a mix of email, phone, social outreach, and referrals to create new opportunities

  • Maintain strong pipeline coverage and proactively manage deal flow

Sell with insight
  • Lead consultative, ROI-driven sales conversations that connect customer challenges to business outcomes

  • Apply structured sales methodologies (e.g., MEDDIC or equivalent) to qualify and advance deals

  • Demonstrate strong discovery, stakeholder mapping, and value articulation

Leverage tools and improve how you work
  • Use AI and sales tools thoughtfully to prioritize accounts, personalize outreach, and improve conversion rates

  • Continuously refine your approach to increase efficiency, quality, and win rates

Partner cross-functionally
  • Collaborate with marketing, customer success, and product teams to deliver a strong customer experience

  • Contribute to a high-performance team culture grounded in ownership, accountability, and continuous improvement

Who you are
  • Have 3+ years of SaaS sales experience with consistent quota attainment

  • Have a track record of generating your own pipeline and closing deals

  • Are disciplined in discovery, qualification, and stakeholder mapping

  • Communicate effectively and build credibility with both mid-level and executive stakeholders

  • Take ownership of outcomes and maintain performance through challenges or ambiguity

Nice to have
  • Experience with structured sales methodologies (e.g., MEDDIC, Challenger, SPIN)

  • Familiarity with compliance, fleet, or workforce management solutions

  • Experience using AI or automation to improve prospecting, workflow efficiency, or deal execution

Location: This role is based in our Boston office. We follow a hybrid model where team members are onsite three days per week.

About us

At Foley, we’re reimagining how safety-sensitive industries hire, stay compliant, and manage risk. We’ve evolved into a modern SaaS company with an all-in-one, AI-ready platform that helps transportation, construction, distribution, and utility businesses operate faster, smarter, and safer.

As we continue to grow, we’re looking for curious, strategic thinkers who thrive in complexity, are motivated by making an impact, and want to join a team that’s passionate about building great products and supporting customers. Our core values — Teammateship, Grit, and Innovation — guide everything we do. Whether we’re collaborating internally or helping customers, we approach every challenge with optimism, humor, and a shared commitment to success.

Benefits
Foley offers a comprehensive benefits package that includes medical, dental, and vision coverage, a 401(k) with company match, paid time off and holidays, wellness programs, and an employee assistance program.

Equal Employment Opportunity
Foley is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, protected veteran status, or any other legally protected characteristic.

Reasonable Accommodations
If you require a reasonable accommodation during the application or interview process, please contact us at [email protected]

Employment Status
Employment with Foley is on an at-will basis. Nothing in this job posting or in future communications should be construed as a contract of employment.

Massachusetts Applicants: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Foley Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Foley and has not been reviewed or approved by Foley.

  • Healthcare Strength Comprehensive health coverage spans medical, dental, and vision with preventive care and telehealth, and coverage beginning on day one. HSA and FSA options, including a company HSA match, support out-of-pocket costs.
  • Retirement Support A 401(k) with company matching strengthens retirement readiness. Certain employee groups also have access to pension and annuity programs.
  • Leave & Time Off Breadth Paid time off accrues with tenure alongside multiple paid holidays and personal days. Paid parental leave and the ability to roll over a portion of unused PTO add flexibility for life events.

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The Company
290 Employees
Year Founded: 1992

What We Do

At Foley, we’re reimagining how safety-sensitive industries hire, stay compliant, and manage risk. We’ve evolved into a modern SaaS company with an all-in-one, AI-ready platform that helps transportation, construction, distribution, and utility businesses operate faster, smarter, and safer. Working alongside the transportation, construction, manufacturing, and other safety-sensitive industries, Foley is a trusted platform to help hire better drivers, faster and lower risk for fleets of all sizes. Whether you are the sole driver or have a nation-wide team behind the wheel, Foley's software can streamline required files and employee screening. We transform insight into actionable data that changes the way insurers, contractors, and auditors view your fleet risk.

Why Work With Us

We’re looking for curious, strategic thinkers who thrive in complexity, are motivated by making an impact, and want to join a team that’s passionate about building great products and supporting customers. Our core values - Teammateship, Grit, and Innovation - guide everything we do.

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