Director of Sales

Position: Director of Sales - Payments

👋 Hi, I'm Nicole, Dwolla's Chief Revenue Officer, and I'm looking for a seasoned enterprise sales hunter to join our fast‑growing fintech startup. In this high‑impact, senior‑level individual contributor role, you’ll lead the charge on securing net‑new enterprise clients by selling our API‑first payments and open banking solutions directly to C‑level decision‑makers.

Important Note
:
This role is only for candidates with a successful track record selling payments products (ACH, RTP, Credit Cards, Debit Cards, Acquiring, Open Banking). Selling to banks or financial institutions is not the same as selling to businesses and merchants. We’re looking for folks who have deep front‑line solution selling skills to businesses and merchants. If that’s you, keep reading.

The Real Deal About This Role

You’ll be at the forefront of Dwolla’s growth and a key driver in hitting 7‑figure revenue targets and opening up new markets. This is a true hunter role for someone who thrives on building pipelines, navigating complex sales cycles, and landing big wins.

A Day in the Life

At Dwolla, you own your time and your outcomes, no micromanagement here. We expect your time to break down roughly like this:

• 50% – Direct sales, active prospecting, and channel partner engagement
• 20% – Pipeline management, forecasting, and reporting
• 20% – Collaborating with Marketing, Product, and CX teams
• 10% – Market research, industry trendspotting, and sharpening your edge

You’ll Thrive Here If You’re…

• 🤝 A relationship builder:
  You earn trust and are known for your follow‑through. You work well across departments and know how to bring people along for the ride.
• 📊 Detail‑obsessed and data‑driven:
  Salesforce isn’t just a checkbox tool to you, it’s how you guide strategy and spot your next big deal.
• 🔥 An autonomous hunter:
  You love the chase. You’re self‑motivated, quota‑driven, and energized by complex deals with 7‑figure potential.
• ✨ Adaptable and tech‑forward:
  You roll with change, think creatively, and love using modern tools (including AI) to do more with less.

What You’ll Be Doing

• Identify, target, and manage high‑potential enterprise prospects across industries
• Own the full‑cycle, net‑new logo acquisition for mid‑market & enterprise (companies with $50M+ in Estimated Annual Revenue)
• Strategically partner with channel teams to expand reach and accelerate deal velocity
• Deliver compelling ROI narratives for our payments platform and APIs
• Collaborate closely with Product and Engineering to surface insights from the field
• Keep leadership in the loop with pipeline transparency and clear forecasting

What We’re Looking For

• 5+ years of outbound enterprise sales experience
• Proven success selling B2B SaaS or API‑first payments solutions
• Consistent performance hitting or exceeding 7‑figure quotas
• Strong understanding of payments flows (ACH, Same‑Day ACH, RTP, Fed Now, Visa Direct, Mastercard Move, Open‑Banking APIs) and fintech landscape

Bonus Points For

• A degree in Business or related field
• Power‑user experience with Salesforce and sales analytics tools
• You’ve helped shape sales playbooks or contributed to GTM strategies
• You thrive in fast‑paced environments where change is constant

Compensation

$140,000 – $160,000 a year plus unlimited incentive compensation package and stock options.

Salary Transparency & Travel Expectations

Some travel (up to 50%) may be required for prospect meetings, key events, and industry conferences.

Remote‑First

We’re a remote‑first team, but we can only hire candidates who live and work in the United States.

Benefits

• ⭐ Unlimited Paid Time Off (with a mandatory PTO minimum of 5 days every 4 months)
• ⭐ 12 weeks paid parental leave
• ⭐ Medical, dental and vision insurance (Health plan options include FSA & HSA options and more…)
• ⭐ Stock options
• ⭐ 401k (with 4% company match)
• ⭐ Long‑term disability insurance
• ⭐ Life insurance
• ⭐ Summer Fridays (Memorial Day – Labor Day, we sign off at noon)

Legal & EEO

At Dwolla, we value diversity and hold the core belief that the best teams are built by the inclusion of diverse ideas, experiences, and people. If you require a reasonable accommodation or assistance for any part of the interview and employment process, please contact our HR team at  and let us know the nature of your request. We are an Equal Opportunity Employer.

If offered this position, you will be asked to complete an employment and credit verification authorization form (which allows us to run a background check) as part of our employment process.

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