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Fleetio

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Fleetio

Regional Sales Manager, Mid-Market

Fleetio is hiring a Regional Sales Manager to lead its Mid-Market sales team. Mid-Market sales is led by a Director, and this manager works within the…

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Role Snapshot

Hiring Now
Work arrangement
Remote
Where applicants may be
Applicants in United States only
Salary
Not specified
Apply by
Not specified
Employment type
Full-time
Experience
Not specified
Added to Jobsiz1h agoEmployer posted Oct 14, 2026
Listing Views0
Applications0
Apply BeforeNo deadline

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About This Role

Fleetio is hiring a Regional Sales Manager to lead its Mid-Market sales team. Mid-Market sales is led by a Director, and this manager works within the sales leadership group to help shape and carry out the team's strategy. The role centers on the team's daily activity and results, including prospecting, pipeline management, forecasting, and negotiation. The manager coaches Mid-Market Account Executives, defines and tracks key performance indicators, and handles hiring,…

Job Description

Fleetio is hiring a Regional Sales Manager to lead its Mid-Market sales team. Mid-Market sales is led by a Director, and this manager works within the sales leadership group to help shape and carry out the team's strategy.

The role centers on the team's daily activity and results, including prospecting, pipeline management, forecasting, and negotiation. The manager coaches Mid-Market Account Executives, defines and tracks key performance indicators, and handles hiring, performance management, compensation, and career paths. The posting also calls for regular reviews of process and strategy aimed at better results.

The position is remote within the United States. The listing describes a leader who motivates a team of individual contributors, helps them take ownership of their territories, and works alongside colleagues in marketing and sales enablement, as well as business operations.

Fleetio is a software platform that helps organizations manage fleet operations, and the company says it closed a $450 million Series D round in March 2025. The posting emphasizes B2B SaaS sales leadership experience, a record of beating revenue goals, and the ability to scale outbound-sourced ARR as core qualifications.

Responsibilities

  • Oversee the team's daily activity and output across prospecting, funnel management, forecasting, and negotiation
  • Lead a group of individual contributors through weekly activities aimed at key outcomes
  • Keep the sub-department's execution tied to division-level targets
  • Review processes and strategy regularly and recommend changes that improve sub-department performance
  • Coach and mentor team members so they take ownership of territories and meet objectives
  • Run sub-department meetings and take part in divisional meetings and sales kick-offs
  • Work with divisional peers on shared top-priority objectives
  • Manage people responsibilities for the sub-department, including hiring, offboarding, performance management, and compensation
  • Build career paths for team members, including promotions and backfill decisions that keep the team the right size

Requirements

  • 3+ years in a sales leadership role at a B2B SaaS company
  • Track record of managing a $2 million-plus team quota as a manager
  • Consistent history of beating revenue targets set for the team
  • Demonstrated approach to scaling outbound-sourced ARR
  • Experience coaching and developing team members
  • Intermediate business acumen, including forecasting and budget management
  • Data-driven decision making and in-depth knowledge of the sales process and product
  • Negotiation skill with both external prospects and internal stakeholders
  • Transparent performance management and the ability to attract top talent
  • Communication that motivates a team toward top performance, plus a hands-on front-line management style that connects with direct reports
  • Credibility with the team, cross-functional peers, and senior leadership

Core Skills

Benefits

  • Health and dental coverage with several plan options, including 100% coverage for the employee and 50% for family
  • Vision insurance
  • Incentive stock options
  • 401(k) match of 4%
  • 4 weeks of PTO that increases in year two
  • 12 company holidays plus 2 floating holidays
  • Paid parental leave: 16 weeks for birthing parents and 4 weeks for non-birthing parents
  • FSA and HSA options
  • Short-term disability at 100% pay and long-term disability coverage
  • Community service funds and professional development funds
  • $150 quarterly wellbeing fund
  • $125 quarterly business expense stipend
  • Mac laptop and new-hire equipment stipend

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

Is this Fleetio Mid-Market sales role remote?

Yes. The listing is marked as remote and is open within the United States.

Who does this role report to?

The manager reports upward to the Director who leads Mid-Market Sales.

What experience does the posting require?

At least 3 years in a B2B SaaS sales leadership role, including experience managing a team quota of $2 million or more.

What is the salary for this role?

The posting does not specify a salary.

How do I apply?

The posting does not describe the application steps beyond the listing itself.

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Posted by Fleetio

Source: Jobicy

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Posted by employer: Oct 14, 2026

Added to Jobsiz: Oct 15, 2026

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The description was written by Jobsiz from the employer’s listing. Always check the original listing before applying.

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