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Sales, Strategic

New York City, NY

Sales, Strategic

Pinwheel – Helping banks win primacy with frictionless account activation solutions

Pinwheel helps banks build deeper consumer relationships by making switching bank accounts easy through automated direct deposit and bill pay switching.

With exclusive and first-of-its-kind partnerships with payroll providers, Pinwheel can instantly authenticate consumers without credentials. This new product provides best-in-class conversion, greater security, and a seamless UX for switching direct deposits at the world's leading financial institutions. 

Pinwheel's platform powers connections to over 2,000 payroll platforms (covering up to 100% of US workers paid via direct deposit) and over 1.5 million employers. From that point of connectivity, leading fintechs and financial institutions (such as Block's Cash App, Discover Bank, Robinhood, Credit Karma, and many more) leverage us to power direct deposit switching, earned wage access, income & employment verification, and personal financial management experiences.

Pinwheel is trusted and funded with $77M by top-tier investors such as Notable (fka GGV), Coatue, First Round Capital, and others.

Who are we looking for?

We’re looking for a scrappy, high-performing dealmaker with a strong product mindset to join Pinwheel as we enter Phase 2 of our growth journey. In this role, you won’t just be maintaining accounts—you’ll be hunting for new opportunities, identifying key decision-makers at top financial institutions and fintechs, and driving revenue growth with precision and tenacity. Your deep understanding of our product and its technical capabilities will enable you to craft solutions that resonate with client needs. Your impact will be felt across the company as you help shape our sales strategy, mentor your teammates, and expand Pinwheel's enterprise footprint. If you thrive on building from the ground up, closing deals that matter, and connecting product innovation with business growth, this is your opportunity to make a real difference.

What will you be doing?

Drive Revenue with Purpose:

  • Consistently meet or exceed your quarterly revenue targets as we scale throughout 2025.
  • Build and maintain a high-quality pipeline with opportunities valued at 3x your quota.
  • Close deals with confidence, maintaining a 25% or higher win rate.

Expand Pinwheel's Market Reach:

  • Break into both fintech disruptors and established financial institutions within your first six months.
  • Strategically plan and execute territory initiatives that drive growth and visibility.
  • Identify and unlock cross-selling opportunities to deepen our impact within existing accounts.

Build Meaningful Relationships:

  • Establish trusted partnerships with C-level executives and key decision-makers.
  • Collaborate with our Sales Engineering, Customer Success, and Legal teams to keep deals moving forward seamlessly.

Master the Pinwheel Way:

  • Deep-dive into our sales methodology and tech stack during your first 90 days.
  • Keep CRM records precise and up-to-date for clear visibility.
  • Drive efficient sales cycles, achieving an average of 90 days or less.

Be the Market Expert:

  • Stay sharp on industry trends and shifts in the competitive landscape.
  • Share insights with product and marketing teams to fuel smarter strategies.
  • Play a key role in shaping sales best practices as we continue to evolve.

What experience, skills, and qualifications are necessary?

  • 10 years of experience in enterprise SaaS sales in fintech or banking with a consistent track record of exceeding quotas and driving strategic deals.
  • Experience leading and closing $200K+ ACV deals with executive stakeholders across business, product, legal, compliance, InfoSec, and marketing.
  • Demonstrated ability to lead cross-functional teams through complex sales cycles, including legal and InfoSec reviews.
  • Strong Customer Centricity and Product Thinker
  • Proven experience in driving sales from zero to first transaction
  • Experience using Salesforce, sales engagement platforms, structured sales methodologies (MEDDICC, Challenger, etc.), and new AI tools transforming the sales tech stack.
  • Comfortable working onsite 3 days/week at our NYC HQ.

Why join Pinwheel?

  • High Impact Opportunity: Join during a phase of explosive growth with the chance to shape the GTM strategy and define how Pinwheel partners with the largest financial players.
  • Be a Culture Driver: Influence how we scale our sales team and mentor the next generation of sellers.
  • Innovate and Build: Work on a cutting-edge platform that’s changing how financial institutions interact with consumers.
  • Belong: Be part of a team that is deeply passionate about building a fairer financial system.

Benefits Included:

  • Highly competitive salary + equity packages
  • Comprehensive medical, dental, and vision coverage
  • Life and short-term disability insurance
  • Unlimited vacation + parental leave
  • 401(k) plan
  • Free CitiBike membership
  • Pet-friendly offices
  • Mentorship & learning development support

Compensation:

Pinwheel believes in rewarding high performance. Total compensation includes salary, equity, and benefits, designed to be competitive with market benchmarks for top enterprise sales talent.

Base salary: $195,000 - $225,000
OTE (On-Target Earnings): $390,000 - $450,000

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