Regional Sales Manager, Mid-Market

Fleetio · Remote - USA · Sales & BD

Posted 2026-10-02

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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

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 - both with external prospects and internal stakeholders

Inspirational communication skills to motivate your team to top performance

Driven front-line manager with the ability to connect with direct reports and inspire performance

Trusted by the team, cross-functionally, peer leaders, and senior leadership

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