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Sales Specialist-Mid Market

Job in Madison, Dane County, Wisconsin, 53774, USA
Listing for: Payactiv
Full Time position
Listed on 2026-01-12
Job specializations:
  • Sales
    Business Development, Sales Manager, Sales Representative, Sales Development Rep/SDR
Salary/Wage Range or Industry Benchmark: 60000 - 70000 USD Yearly USD 60000.00 70000.00 YEAR
Job Description & How to Apply Below

Sales Specialist - Mid Market

Milpitas, California | Remote | Full Time

Who we are

We are Payactiv, a Fin Tech company in the heart of Silicon Valley, devoted to giving workers access to their earned wages when they need them. Payactiv is the pioneer and industry leader in Earned Wage Access. We are the only Certified B Corporation and Public Benefit Corporation in our industry. Our app provides millions with financial services that help them avoid debt, manage their finances, and regain flexibility to pay for things on their own schedule.

Payactiv is growing and we are looking for an experienced, high-energy sales professional who understands a lead-to-close sales process and how to sell to C‑Suite decision‑makers effectively.

What you will do
  • Create a sales pipeline from outbound activity, trade shows, and channel partner introductions to their clients, and manage the entire sales process from beginning to end (e.g. from "lead" to "closed won" account).
  • Develop, support, and maintain a sales pipeline to support ambitious growth plans for financial technology solutions for employees.
  • Maintain broad market and competitor knowledge to ensure credibility with prospects.
  • Travel to customer/prospect locations to help build relationships with customers and account teams up to the C‑C‑level to present product information, solution propositions, account reviews, and support as needed.
  • Attend industry trade shows and thought leadership events.
  • Actively and successfully showcase, demo, and promote Payactiv’s financial wellness solutions and close net new business.
  • Work closely to support the activation and account management teams to ensure Client Success.
  • Build a pipeline that will support your quota and company goals.
  • Drive Mid‑Market sales with target customers across a range of verticals.
  • Help develop and optimize an efficient and scalable sales process.
  • Train and develop successful talk tracks and messages to have meaningful conversations with decision‑makers on all of Payactiv’s solutions.
  • Work closely with leadership to develop the overall sales strategy within your territory.
What you need
  • 5+ years of experience with technology or solution sales
  • Experience selling Human Capital Management solutions and/or working in EWA and payment space highly valued
  • Experience closing new businesses between 1K to 10K employees
  • An entrepreneurial spirit and a self‑starter will put in the work to accomplish their goals.
  • Exceptional strategic planning and business development skills; must own and contribute at every stage of the sales lifecycle.
  • A Bachelor's degree in business or equivalent combination of education and work experience.
  • Ability to promote complex technology solutions and project manage them.
  • A high level of demonstrated customer interface along with exceptional written and verbal communication skills.
  • Strong sales, presentation, negotiation, and organizational skills.
  • An understanding of financial technology trends and industry challenges in key industries staffing, hospitality, healthcare, manufacturing, and retail.
  • Experience with Salesforce as well as various other pipeline management and business development tools.

$60,000 - $70,000 a year

What we offer
  • Health, dental and vision insurance
  • 401K, traditional and Roth
  • Tuition Assistance or Tuition Reimbursement
  • Monthly Gym Reimbursement
  • Paid time off to volunteer
  • Paid Family Leave (California)
  • Paid Vacations
  • Complimentary office lunches
  • Opportunity to grow
  • Opportunity to work with a great team committed to making a difference.

Apply for this job

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