Mid-Market Account Executive

The Role

We are looking for a high-energy, results-driven Mid-Market Account Executive to own the full sales cycle within our mid-market segment. This role sits at the intersection of consultative enterprise selling and high-velocity deal management you will be expected to build a healthy pipeline, run compelling discovery and demos, and close meaningful deals with precision and speed. You thrive on managing multiple opportunities simultaneously, know how to navigate multi-stakeholder buying processes, and bring a proactive, resourceful mindset to every engagement.

Performance Responsibilities

• Rapidly build and actively manage a robust pipeline of mid-market prospects, driving the full sales cycle from initial outreach through contract execution.
• Drive new business growth across key verticals including transportation, healthcare, technology, and food with a focus on companies ranging from $50M to $1B in revenue.
• Establish and maintain strong client relationships that maximize both near-term revenue and long-term retention and expansion opportunities.
• Become a subject matter expert in target verticals, positioning yourself as a trusted advisor who understands industry dynamics, competitive landscape, and core business challenges.
• Deliver compelling sales presentations and customized software demonstrations that clearly align Overhaul's value proposition with each prospect's specific business needs.
• Accurately forecast quarterly and annual sales by maintaining a deep understanding of mid-market purchasing behaviors and deal progression.
• Maintain and grow executive-level relationships within your client base to drive continued value delivery through Overhaul's evolving product suite.

What We Expect From You

• Bachelor's degree or equivalent experience.
• 24 years of B2B sales or account management experience, with a track record of consistently meeting or exceeding quota.
• Demonstrated ability to manage a high volume of deals simultaneously in a fast-paced environment, with precision and follow-through.
• Strong consultative selling skills with the ability to engage multiple stakeholders and navigate complex buying processes.
• Exceptional negotiation and closing skills with a proven history of surpassing sales targets.
• Excellent analytical and communication skills with strong business acumen.
• Strong organizational and time management skills; comfortable working both independently and collaboratively.
• Willingness to travel up to 1530% for prospect meetings, client visits, and industry events.
• Active engagement in relevant industry events and LinkedIn to build network and surface new opportunities.
• Positive, resilient attitude and an authentic passion for competitive, high-growth environments.

Nice to Have

• Previous SaaS, logistics or tech sales experience.
• Familiarity with supply chain, logistics, or transportation industries.
• Experience selling into mid-market companies, particularly within transportation, healthcare, or food verticals.
• Experience with CRM platforms and sales engagement tools.

Perks and Benefits

• Top employee health and well-being benefits
• 401(k) Matching
• Caregiver/adoption/family leave
• Employee Assistance Program
• Self paced Development & Training program
• Rotating company 'Perks at Work' program
• Flexible PTO policy
• Business casual dress

Our culture

We are guided by our core values of Diversity and Synergy, Creativity, Problem Solving, Authenticity and Receptivity, Trust, Encouragement, Teaching and Learning, Wellness and Integrity. These values help us recruit aligned talent to join our rapidly expanding team around the globe. It is important to us that each and every Overhauler is not only eager to challenge themselves and knows how to get work done, but is also an awesome addition to our company culture.

Diversity and Inclusivity Statement

Overhaul has always been, and always will be, committed to diversity and inclusion. Our Overhaul Culture Code's top listed commitment is to "Diversity and Synergy." All aspects of employment will be based on merit, competence, performance, and business needs. We do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law. We strongly encourage people from underrepresented groups to apply!