Sr. Account Executive (Tolling)

Company Description

At PayNearMe, we’re on a mission to make paying and getting paid as simple as possible. We build innovative technology that transforms the way businesses and their customers experience payments. Our industry-leading platform, PayXM™, is the first of its kind—designed to manage the entire payment experience from start to finish. Every click, swipe or tap is seamless, fast and secure, helping non-commerce businesses boost customer satisfaction, accelerate payments, and reduce costs.

Our single platform handles it all: cards, ACH, digital wallets such as PayPal, Venmo, Cash App Pay, Apple Pay and Google Pay, and even cash at more than 62,000 retail locations nationwide. Today, thousands of businesses across consumer lending, iGaming and online sports betting, property management, and tolling trust PayNearMe to deliver a payment experience that drives real results.

In September 2025, we raised a $50 million Series E funding round to accelerate our growth. 

We’re a team of 300+ employees across 41 states, headquartered in Silicon Valley with satellite offices in Dallas, TX and Holmdel, NJ.

Join us and be part of a team that’s shaping the future of payments—one experience at a time.

PayNearMe is seeking an experienced Tolling Account Executive to drive new business growth within the U.S. tolling market. This is a quota-carrying sales role focused on selling PayNearMe’s payment platform to tolling agencies and through strategic tolling partners.

The ideal candidate has experience selling SaaS, payments, or technology solutions into transportation and/or public-sector organizations and is comfortable navigating long, complex sales cycles involving RFPs, consultants, partners, and agency procurement processes.

Responsibilities:

Sales & Pipeline

• Own an annual sales quota and deliver new revenue within the tolling market. 
• Develop and manage a multi-million-dollar pipeline of qualified opportunities. 
• Prospect into tolling agencies and related transportation organizations to create new opportunities. 
• Manage the full sales cycle from prospecting and discovery through proposal, negotiation, and close. 
• Maintain clear opportunity strategies, next steps, stakeholder maps, and close plans. 
• Maintain accurate Salesforce pipeline, activity, and forecasts. 

Strategic & Partner Selling

• Build relationships with toll agency executives, procurement teams, technology leaders, and other key stakeholders. 
• Develop relationships with tolling back-office providers, systems integrators, consultants, and other strategic partners to create joint opportunities. 
• Identify opportunities early and influence positioning before an RFP is released. 
• Lead or support RFP responses, presentations, demonstrations, and oral interviews. 
• Work cross-functionally with Product, Legal, Solutions, Implementation, and other PayNearMe teams throughout the sales process. 

Solution Selling

• Clearly articulate PayNearMe’s value proposition and connect payment capabilities to measurable agency outcomes. 
• Understand customer payment environments, including cards, ACH, digital wallets, cash, payment gateways, merchant services, and emerging payment methods. 
• Position PayNearMe around improving the customer payment experience, digital adoption, payment acceptance, operational efficiency, and total cost of payment acceptance. 
• Develop strong business cases and value-based proposals for complex opportunities.

Qualifications:

• 7+ years of successful enterprise B2G sales experience, in tolling and transportation, payments, fintech, SaaS, and Tolling Back Office Systems. 
• Demonstrated success meeting or exceeding an annual sales quota. 
• Experience managing long-cycle, complex public-sector sales and the tolling ecosystem. 
• Experience with government RFPs and procurement processes strongly preferred. 
• Existing relationships within the tolling or transportation industry is required. 
• Strong prospecting, discovery, presentation, demo, negotiation, and closing skills. 
• Ability to develop relationships with both agency customers and strategic partners. 
• Strong pipeline management and forecasting discipline. 
• Experience with Salesforce or similar CRM and new AI tools. 
• Ability to travel to customer meetings, industry events, and conferences as required.

Success Measures:

Performance will be measured primarily on annual bookings/quota attainment, supported by pipeline creation and coverage, new tolling agency opportunities, partner-generated opportunities, win rate, forecast accuracy, and disciplined progression of opportunities through the sales process.

Why Join Us?:

• Competitive salary and benefits with growth-company options grant
• 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
  
  

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.

Candidate information will be treated in accordance with our job applicant privacy notice found at: https://home.paynearme.com/ccpa-privacy-notice-jobs-employees/