Director of Sales - Payments
Dwolla
Sales & Business Development
United States · Des Moines, IA, USA · Remote
Posted on Oct 11, 2025
Position Overview:
Dwolla is looking for a driven, high-performing enterprise sales professional to join our fast-growing fintech startup! This is a senior individual contributor, high impact role for a true hunter - someone who thrives on building pipelines, leading executive-level conversations, and consistently exceeding quota.
You’ll be on the front lines of Dwolla’s growth - selling our API-first payments and open banking solutions directly to enterprise and mid-market clients.
Who You Are:
A self-starter with a track record of exceeding quota
A consultative seller who builds trust and drives value-based conversations
A hunter who loves prospecting and penetrating new accounts
A data-driven professional who uses Salesforce to guide strategy
A high performer who thrives in fast-paced, high-growth environments
Here’s what you’ll be doing:
- Build and manage your own pipeline of net-new enterprise accounts ($50M+ revenue)
- Own the full sales cycle from prospecting to close
- Engage directly with C-suite decision-makers
- Deliver compelling ROI-driven business cases
- Collaborate across Product, Marketing, and Engineering teams
- Forecast with accuracy and accountability
What We’re Looking For:
- 5+ years of enterprise outbound sales experience with proven overachievement
- Success selling B2B SaaS, or API-based payments solutions
- Deep understanding of ACH, RTP, FedNow, Visa Direct, Mastercard Move, and Open Banking APIs
- Strong executive presence and communication skills
- Experience leading complex, multi-stakeholder sales cycles
- Experience shaping sales playbooks or GTM strategies
- Salesforce and analytics expertise
- Degree in Business or related field
Bonus Points For:
Life at Dwolla
At Dwolla, we move money, lots of it, through simple, elegant API solutions. We’re a team of smart, driven people building the future of embedded finance.
As a remote-first team, we support your autonomy while providing tools, flexibility, and a culture rooted in ownership and inclusion.
What We Offer:
⭐ 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
Our Remote-First Workspace:
⭐ Our employees can work from anywhere in the US or from our Des Moines, IA office.
⭐ You can move anywhere in the US and your compensation won’t change.
⭐ Combined with our unlimited PTO, you have the flexibility to enjoy the laptop lifestyle and balance work while traveling.
⭐ We actively support a healthy remote-first company culture by frequently providing both in-person and virtual opportunities for collaboration with co-workers.
⭐ We never miss a beat… by working both synchronously and asynchronously in our day-to-day interactions we’re able to stay full-steam ahead.
⭐ Remote-first home office stipend (and paid parking for our office-loving employees)
Please note: While we support a remote-first work environment, we are currently only able to offer employment to candidates who live in the United States
**Some Fine Print**
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 hr@dwolla.com and let us know the nature of your request. 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. By submitting this application, you agree that Dwolla may share applicant information with a third party for communication services.
Beware of Hiring Scams: Be wary of fraudulent job postings or communications claiming to be from Dwolla. We will never ask for payment, credit card details, or sensitive personal information (like your social security number or bank details) during our comprehensive interview process. We do not conduct interviews via text message or instant messaging apps. If you are contacted by someone claiming to represent Dwolla attempting to conduct the hiring process through text message or instant messaging apps, it is a scam. All interviews, communications, and legitimate job offers will be initiated through official company channels and verifiable @dwolla.com email addresses. If you suspect a scam, please do not engage and report it to hr@dwolla.com.