Manager, Sales - Tolling - Remote

We are seeking a high-performing, results-oriented Sales Manager with deep expertise in the tolling industry to lead and grow our tolling sales vertical. This player-coach role will manage a team of account executives while also maintaining individual sales responsibilities and meeting quota. The ideal candidate is a tolling subject matter expert with experience in managing teams, selling enterprise software or SaaS solutions into tolling agencies or related government authorities.

This role is best suited for a self-starter who understands the unique dynamics of the tolling ecosystem, can lead with credibility, and deliver results while mentoring and building a high-performing team.

Responsibilities

Drive Tolling-Specific Revenue Growth

• Lead sales within the tolling space; build strategic relationships with public sector clients, tolling authorities, concessionaires, back office providers, and associated organizations
• Consistently meet or exceed revenue goals; this is a quota-carrying role

Team Management and Leadership

• Manage, coach, and develop a team of account executives; establish clear performance metrics and provide ongoing feedback
• Set team strategy and ensure execution through pipeline management, deal strategy sessions, and cross-functional collaboration

Sales Execution

• Own the entire sales cycle from prospecting to close for major tolling accounts
• Leverage industry relationships, RFP/RFI processes, and public procurement channels to drive business

Strategic Market Development

• Identify and develop new tolling market opportunities through research, networking, and outbound engagement
• Collaborate with product, marketing, and customer success to align messaging and influence product direction based on tolling-specific needs

Cross-functional Leadership

• Be the tolling SME within the broader sales organization; help guide the team’s understanding of client pain points and requirements
• Coordinate closely with sales operations, solution engineering, and executive leadership

• Recent experience in the tolling industry, with strong familiarity with tolling agencies, concessionaires, or related public sector stakeholders
• 5+ years of enterprise SaaS or technology sales experience, ideally selling complex or mission-critical solutions
• Proven track record as a quota-carrying sales professional, consistently meeting or exceeding revenue goals
• Experience managing or mentoring sales teams is preferred, though not required to have held a formal sales management title
• Demonstrated success working with government entities, tolling authorities, or similar stakeholders.
• Familiarity with the procurement lifecycle in public sector sales (e.g., RFPs, RFIs, state purchasing processes)
• Experience selling payment solutions into tolling environments is a plus
• Excellent verbal and written communication skills
• Comfortable in a fast-moving, remote-first environment

Location: Flexible/Remote (within the US)

Salary Range: $150,000 - 160,000 (base salary)
Variable: $100,000

Great compensation package plus extensive benefits, including:

• 100% Remote (must be in US)
• Base salary per year (paid semi-monthly)
• Fast- paced and professional work culture
• Stock options with standard startup vesting - 1 year cliff; 4 years total
• $50 monthly communication expense stipend to go towards your phone/internet bill
• $250 stipend to enhance your WFH setup
• Reimbursement for peripheral equipment: monitor (up to $400), keyboard and mouse (up to $200)
• Premium medical benefits including vision and dental (100% coverage for employees)
• Company-sponsored life and disability insurance
• Paid parental bonding leave
• Paid sick leave, jury duty, bereavement
• 401k plan
• Flexible Time Off (our team members typically take off ~3-4 weeks per year)
• Volunteer Time Off
• 13 scheduled holidays
• 2x / year in-person team meet-ups (2-3 days, company paid)

PayNearMe strives to create a workplace where all employees thrive. Our core values represent who we are today and we take pride in the way we work with each other as well as with our stakeholders.

We’re in this together to do the right thing. We deliver real results we are proud of while remaining respectful, transparent, and flexible.

PayNearMe is an equal opportunity employer. We are diligently and thoughtfully working towards cultivating a diverse workforce which in turn, enhances our products and services for the communities we serve. Applicants who represent all backgrounds are strongly encouraged to apply.

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