Regional Sales Manager, Mid-Market

The role

You will manage the day-to-day activity and output of a Mid-Market Account Executive team. You will provide mentorship, deliver forecasting, and drive strategy in collaboration with sales, marketing, and business operations leaders.

What you will do

• Manage and own the day-to-day comprehensive activity and output of your team
• Lead a Team of Individual Contributors to accelerate performance
• Align sub-department execution and focus with division-wide goals and objectives
• Review and recommend changes to process and/or strategy
• Motivate and empower the team through coaching and mentorship
• Lead sub-department meetings and participate in divisional meetings and Sales Kick-offs
• Collaborate with divisional peers to achieve top objectives
• Lead people management efforts including hiring, off-boarding, performance management, and compensation
• Cultivate and manage a career path with promotional and backfill opportunities

Required qualifications

• 3+ years of experience in a sales leadership role within a B2B SaaS company
• Proven success managing a team quota of $2M+
• Proven consistent track record of exceeding assigned team revenue objectives
• Proven track record and strategy of scaling outbound sourced ARR
• Proven track record of coaching and developing team members
• Intermediate business acumen with a comprehensive understanding of forecasting and budget management
• Data-driven decision-making skills
• In-depth sales process expertise and product knowledge
• Ability to identify and attract top talent
• Experience in transparent performance management
• Negotiation skills
• Inspirational communication skills

Benefits

• Multiple health/dental coverage options (100% coverage for employee, 50% for family)
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• 4 weeks PTO (increases at year two)
• 12 company holidays + 2 floating holidays
• Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
• FSA & HSA options
• Short and long term disability (short term 100% paid)
• Community service funds
• Professional development funds
• Wellbeing fund - $150 quarterly

About the company

Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. The company raised $450M in its Series D funding round in March of 2025.