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Sr. Account Executive (Tolling)

PayNearMe - Remote - Remote - posted 2026-09-11

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Salary: USD 120,000 - 145,000 / annual

PayNearMe is a Series E-funded fintech company (raised $50M in September 2025) that provides PayXM™, an innovative payment platform enabling businesses to manage the entire payment experience. The platform supports cards, ACH, digital wallets (PayPal, Venmo, Cash App Pay, Apple Pay, Google Pay), and cash payments at 62,000+ retail locations. The company serves thousands of businesses across consumer lending, iGaming, online sports betting, property management, and tolling. This is a quota-carrying sales role focused on driving new business growth within the U.S. tolling market. You will sell PayNearMe's payment platform to tolling agencies and through strategic tolling partners, managing complex, multi-stakeholder sales cycles involving RFPs, consultants, and government procurement processes. Key Responsibilities: - 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 transportation organizations to create new business - Manage the full sales cycle from prospecting and discovery through proposal, negotiation, and close - Maintain clear opportunity strategies, stakeholder maps, and close plans in Salesforce - Build relationships with toll agency executives, procurement teams, technology leaders, and key stakeholders - Develop relationships with tolling back-office providers, systems integrators, consultants, and strategic partners - Identify opportunities early and influence positioning before RFP release - Lead or support RFP responses, presentations, demonstrations, and oral interviews - Work cross-functionally with Product, Legal, Solutions, Implementation, and other teams - Articulate PayNearMe's value proposition and connect payment capabilities to measurable agency outcomes - Understand customer payment environments and position solutions around improving 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 Requirements: - 7+ years of successful enterprise B2G (business-to-government) sales experience in tolling, transportation, payments, fintech, SaaS, or tolling back-office systems - Demonstrated success meeting or exceeding annual sales quotas - Experience managing long-cycle, complex public-sector sales and understanding the tolling ecosystem - Experience with government RFPs and procurement processes (strongly preferred) - Existing relationships within the tolling or transportation industry (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

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