Sr. Account Executive (AI Solutions)

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.

We're looking for a high-performing Account Executive to pioneer a new kind of sales motion at PayNearMe: selling our IVA (Intelligent Virtual Agent) and AI-powered payment capabilities into our existing Client Services book of business. This is not a traditional net-new logo role — you'll be partnering closely with our Client Services team to identify, position, and close IVA opportunities within accounts we already serve, making you as much a trusted advisor and technical translator as a closer.

This role sits at the intersection of sales, AI/automation, and client relationship management. You'll need the full sales toolkit — pipeline discipline, negotiation, deal strategy — plus genuine technical fluency in how IVA and AI-driven payment experiences actually work, so you can speak credibly to increasingly sophisticated buyers. This is a ground-floor opportunity to help define a brand-new motion, not execute a playbook that already exists.

Responsibilities:

Drive Revenue Growth Within the Client Services Book

• Own and grow a pipeline of IVA/AI expansion opportunities sourced from PayNearMe's existing client base
• Consistently meet or exceed quota; this is a quota-carrying, individual-contributor role
• Identify white space within current accounts where IVA and AI capabilities solve a real client problem

Sales Execution

• Run the full sales cycle — discovery, technical scoping, proposal, negotiation, close — for IVA and AI opportunities
• Translate technical AI/IVA capabilities into clear business value for both technical and non-technical stakeholders
• Build compelling, consultative pitches that go beyond feature-selling into how automation changes a client's cost structure and customer experience

Cross-Functional Partnership

• Partner daily with Client Services (CSMs and account owners) to identify expansion signals and coordinate a seamless client experience
• Work closely with Product and Solution Engineering to stay current on IVA/AI roadmap and represent client feedback back into product direction
• Loop in Marketing and Enablement to help build the messaging and assets for a motion that's still being defined

Innovation & Agility

• Operate comfortably in ambiguity — this role, the motion, and the messaging will evolve as you help build them
• Stay current on AI and conversational automation trends in payments and adjacent industries
• Bring a builder's mindset: flag what's working, what isn't, and help shape the playbook for whoever comes after you

Qualifications:

• 4+ years of quota-carrying sales experience, ideally in SaaS, fintech, or payments
• Genuine comfort with technical concepts — you don't need to be an engineer, but you should be able to hold your own in a conversation about AI, automation, or IVA architecture and get more fluent over time
• Track record of consistently meeting or exceeding revenue targets
• Strong relationship-builder — comfortable working within accounts that already have an existing PayNearMe relationship and other stakeholders (CSMs, account owners) in the room
• Highly driven and self-directed; excited by ambiguity rather than needing a fully-built playbook
• Excellent verbal and written communication skills, with the ability to flex between technical and business audiences
• Curiosity about AI and where it's heading — this role will only get more technical over time
• Comfortable in a fast-moving, remote-first environment

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/