Regional Sales Director - Upper Midwest, High-Impact Growth

Pursuit; Chicago (IL); On-site; USD 120,000 - 190,000; Full time

Benefits offered by this job

Car allowance

Fuel expenses covered

Health benefits

401(k) with match

Paid vacation

Laptop and expense card

Job summary

Pursuit is seeking a Regional Director of Sales to drive revenue growth across the Upper Midwest. The role emphasizes consultative selling, strategic account expansion, and leadership within a private equity-backed fleet solutions provider.

You will manage complex sales cycles, engage with senior executives, and travel extensively to meet clients, delivering value-driven solutions and closing strategic deals.

Qualifications

• 5+ years of proven B2B sales experience.
• Experience managing complex sales cycles and selling solutions.
• Experience in engaging with senior-level executives and multiple decision-makers.

Responsibilities

• Develop and execute strategic sales plans to drive revenue growth across the Upper Midwest territory.
• Prospect and develop new business opportunities while growing existing accounts.
• Manage complex, consultative sales cycles with multiple stakeholders including C-suite.
• Build relationships with municipal organizations, commercial fleet operators, and other B2B customers.
• Identify customer challenges and present value-based solutions.
• Manage territory activity, pipeline development, forecasting, and CRM reporting.
• Collaborate with leadership to identify growth opportunities and travel to meet clients.

Skills

B2B sales

Complex sales cycles

Executive engagement

Market development

Independent工作

Education

Bachelor's degree preferred

Job description

Pursuit is seeking a Regional Director of Sales to drive revenue growth across the Upper Midwest. The role emphasizes consultative selling, strategic account expansion, and leadership within a private equity-backed fleet solutions provider.

You will manage complex sales cycles, engage with senior executives, and travel extensively to meet clients, delivering value-driven solutions and closing strategic deals.