Sales Development Representative

At Payitoff, we automate every aspect of debt management for financial apps. Our mission is to create a balanced borrower ecosystem that helps millions of Americans achieve extraordinary financial outcomes. Companies using our tools save the average borrower $2800 / year!

Our software is used by traditional banks like U.S. Bank, workplace benefits providers and dozens of fintech applications looking to offer debt repayment solutions to their customers. In the student loan ecosystem, we are riding two tailwinds: newly tax-free student loan contributions for employers and 46 million borrowers that resumed payments at the same time – a once in a lifetime financial services event.


The Sales Development Representative role at Payitoff is an opportunity to execute on the ground floor with a seasoned team. This role will have immediate exposure to the sales process and will have direct access to Product, Engineering, and internal leadership. This role is primarily focused on getting qualified leads and screening potential customers who could benefit from our product. The ideal candidate for this position will have a strong comprehension of the sales cycle, is friendly and well spoken, and excels in generating potential leads. We are fully remote, family friendly, and committed to investing in diversity within our company.


  • Utilize Salesforce, cold calls, and email to generate new sales opportunities
  • Qualify inbound leads / inquires as the subject matter expert on the Payitoff solution
  • Create and maintain target partner lists to obtain high quality prospect data
  • Contact prospects and new leads using email, LinkedIn, phone, and other methods
  • Manage activity in CRM and maintain data quality
  • Follow up with potential customers who have previously expressed interest in the Payitoff solution
  • Collaborate efficiently with our sales team in order to ensure goals and targets are met
  • Attend sales meetings, trade shows and industry conferences
  • Light travel required

Job Qualifications

  • Preference for backgrounds selling APIs or user-permissioned data and services
  • Minimum of 1 year experience in B2B software sales within a startup environment
  • Bachelor’s degree/college education preferred, but not required
  • An aptitude for digesting and effectively communicating technical concepts across audiences of varying technical abilities
  • Quick at problem solving internally, takes initiative
  • Ability to adapt to changing goals based on customer demands and market conditions
  • Strong verbal communication skills (specifically via phone and email)
  • Strong desire to rise within the sales organization
  • Proficiency with Salesforce or other CRM software
  • Experience at mid-stage startups or workplace benefits providers in financial services preferred, but not required


  • Competitive salary, equity, and early-stage startup experience
  • Health, dental, vision, and wellness benefits
  • Flexible work policies for office, home, and travel
  • Sane working hours – no burnout on this team!
  • Career development, rapid growth and new opportunities
  • Autonomy to do your best work

Other fun benefits include:

  • Summer Fridays all year long!
  • 401(k)
  • Lava Lamp
  • Home office budget, or we can set you up in a coworking space if you live near a colleague