Regional Sales Manager, Mid-MarketRemote - USA

Regional Sales Manager, Mid-Market

We're looking for a Regional Sales Manager, Mid-Market who will be responsible for scaling our sales results in a huge market. You'll be responsible for leading one of our Mid-Market Sales Teams on its way to capture a total addressable market of tens of thousands of businesses.

A little about usFleetio is a modern software platform that helps thousands of organizations around the world manage their fleet operations. Transportation technology is a hot market and we're leading the charge, with raving fans and new customers signing up every day. We raised $450M in Series D in June of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!

Who You Are

Reporting to the Director of Mid-Market Sales, you will be an integral part of the sales leadership team. You will provide continuous mentorship for our Mid-Market Account Executives, deliver stellar results backed by accurate forecasting, define and track our KPIs, and spearhead a coaching culture that breeds continuous improvement. You will work closely with other leaders in sales, marketing, business operations, and sales enablement to drive the strategy for this team.

Your Impact

• Manage and own the day-to-day comprehensive activity and output of your team - prospecting, funnel management, forecasting, and negotiating
• Lead a Team of Individual Contributors to accelerate performance by driving key activities each week
• Align sub-department execution and focus with division-wide goals and objectives
• Continually review and recommend changes to process and / or strategy to positively impact sub-department performance
• Motivate and empower the team to take ownership of their territory and exceed objectives through coaching and mentorship
• Lead sub-department meetings and actively participate in divisional meetings, Sales Kick-offs, etc.
• Collaborate with divisional peers with the intent to collaborate on achieving top objectives
• Lead people management efforts for the sub-department - hiring, off-boarding, performance management, compensation, etc.
• Cultivate and manage a compelling career path that evolves over time with promotional opportunities as well as backfill opportunities to keep the team "right-sized"

Your Experience

Benefits

Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.

This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.

If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.