Regional Sales Manager (Mid-Market)

Fleetio

United States Posted October 7, 2026

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Remote Full-time Mid level
Job Description

Join Fleetio, a leading B2B SaaS company, as a Regional Sales Manager for the Mid-Market segment. In this role, you will be an integral part of the sales leadership team, providing mentorship to Mid-Market Account Executives, managing day-to-day activities, and driving strategy. You will also lead people management efforts, collaborate with divisional peers, and participate in divisional meetings. Benefits include health and wellness plans, 401k match, paid time off, parental leave, stock options, and professional development opportunities.

  • Mentor and coach Mid-Market Account Executives to improve their performance and achieve sales targets.
  • Manage and oversee the day-to-day activities of the sales team, including prospecting, funnel management, forecasting, and negotiating.
  • Collaborate with other leaders in sales, marketing, and business operations to drive the strategy for the team and align execution with division-wide goals.
  • Proven track record of coaching and developing team members
  • Negotiation skills - both with external prospects and internal stakeholders
  • Inspirational communication skills to motivate your team to top performance
  • Intermediate business acumen with a comprehensive understanding of forecasting and budget management
  • 3+ years of experience in a sales leadership role within a B2B SaaS company
  • Experience in transparent performance management
  • Ability to identify and attract top talent
  • Trusted by the team, cross-functionally, peer leaders, and senior leadership
  • Data-driven decision-making skills
  • Proven success managing a team quota of $2M+
  • Driven front-line manager with the ability to connect with direct reports and inspire performance
  • Proven track record and strategy of scaling outbound sourced ARR
  • Proven consistent track record of exceeding assigned team revenue objectives
  • In-depth sales process expertise and product knowledge
Required Skills
leadership mentoring people leadership collaboration prospecting forecasting negotiation business operations coaching communication budgeting performance management decision making
How to apply

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