VP of Sales

At January, we're transforming the lives of consumers by bringing humanity to consumer finance. Our data-driven products help financial institutions streamline their collections, offering borrowers straightforward and compassionate solutions to regain financial stability and control over their lives. We're not just expanding access to credit – we're restoring dignity and giving millions of people the chance to achieve financial freedom.

About the Role

We’re on the verge of building one of the most important companies in fintech—one that reshapes how financial institutions support consumers in debt. We’ve grown fast with a small, high-output team. Now we’re looking for the leader who can architect our GTM engine. We’re looking for someone who is motivated to 10x January’s growth – not someone comfortable with 10% improvements.

Your Mandate: Build a scalable growth machine that reliably wins enterprise deals and unlocks new markets, enabling January to expedite our timeline to exceed nine figures in recurring revenue.

You’ll oversee sales, account management, and revenue operations to start. You’ll lead and develop a team that performs with urgency, humility, and precision. Your work will not only grow January’s business, but dramatically increase the size of the impact we’re able to make for our clients and their consumers.

January has achieved tremendous growth with a lean, high-output team – but we’re just getting started! You’ll be hands-on from day one: working with the team to build out systems that unlock repeatable growth, tighten sales cycles, and identify new markets to enter. You’ll extend what’s worked – and replace what hasn’t – with scalable systems.

You’ll hire, develop, and retain high performing teams to support you. In parallel, you’ll work cross-functionally with the entire organization, leveraging Product, Finance, and Legal to design GTM strategies that enhance the company’s strategic positioning.

What You'll Work On

• Win the market. Grow our existing business, such that we’re winning the majority of the enterprise market. Your work here will keep with January’s track record of achieving best in class startup growth metrics.

• Set strategy. Set and execute on quarterly and annual sales strategy. Engage January’s leadership team to define our longer term GTM strategy, helping our company build customer obsessed and highly differentiated products.

• Create a high-performance team. Hire, develop, and retain top talent. Design systems that support real-time learning, high accountability, and ultimately foster a culture of high performance and humility.

• Unlock new markets. Identify new markets and broader growth opportunities via short feedback loops from the front line and close collaboration with our Product org. Build out playbooks and commercialization strategies to execute on these opportunities.

• Forecast with rigor. Own forecasting and pipeline hygiene via our revenue operations function. Collaborate with Finance, Operations, and Product to plan for the long term and optimize business metrics such as LTV, CAC, and CAC Payback.

• Drive NDR. Oversee our account management and design our broader upsell/expansion strategy. This work will accelerate January’s vertical expansion on our path to ubiquity with our clients.

What You Bring to the Table

• 7+ years leading sales or GTM at a high-growth, venture-backed startup, ideally through Series B–D+. You’ve played a pivotal role in helping a company scale quickly and sustainably.

  • Startup operator. You’ve done a lot with a little. You’re excited to build alongside a small team—and get hands-on when needed.

• Deep enterprise sales experience, especially in regulated industries. You understand how to navigate complexity and build repeatable systems that win large accounts.

• Bias for action. You identify A+ opportunities quickly and build systems to execute. You move fast and thrive in ambiguity.

• Systems thinker. You see GTM as a machine made of parts—and you’re obsessed with building and improving each part to drive results.

• Forecasting and compensation design. You’ve owned these levers before and understand how they drive business outcomes—not just reporting.

• Humble and collaborative. You recognize your team, clients, and feedback as fuel for growth. You seek out coaching, context, and resources to get better.

Strong signals:

• You enjoy writing as a tool for thinking, clarity, and reflection.

• Fintech or lending experience helps but isn’t required. Familiarity with large financial institutions or prior sales to lenders is a plus.

We are currently hiring for this position in our New York office.

As a New York City-based company, we are dedicated to transparent, fair, and equitable compensation practices that reflect our commitment to fostering an environment where all team members are valued and supported. We encourage individuals from all backgrounds to apply.

We are an equal opportunity employer committed to diversity and inclusion in the workplace. We do not discriminate based on race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, age, veteran status, or any other legally protected characteristic.