Straddle is solving foundational problems in an $80 trillion market (seriously, look it up): building account-to-account payments that are faster and more reliable than the debit card. We're scaling rapidly—with nearly $400MM in payments originated while still in "stealth"—and have raised a $6.5M seed round from leading investors including Bonfire Ventures, Kickstart Fund, and Veridical Ventures. We are seeking an experienced and visionary Head of Product to join our leadership team. In this critical role, you will establish and lead Straddle's product strategy, build a world-class product management organization, and ensure our products solve real customer problems and drive significant business impact.

Your impact

As Head of Product, you will be at the heart of defining what we build and why, shaping the trajectory of Straddle in a transformative market. Working directly with the founders, you will own the product vision and strategy—driving this critical work hands-on from our Denver, CO location—to ensure deep alignment with company goals and customer needs. Partnering closely with teams across the organization, you will build and mentor a high-performing product team, fostering a culture of customer-centricity, continuous discovery, and rapid execution. Your leadership will be instrumental in elevating Straddle from a powerful API to an indispensable platform for modern payments.

What you'll do

• Define and champion a clear, compelling product vision and strategy across Straddle’s product ecosystem, ensuring alignment with overall business objectives and customer needs.

• Build, lead, mentor, and inspire a world-class product organization

• Drive a robust and continuous product discovery process, ensuring teams deeply understand user problems and validate solutions effectively before building.

• Oversee product execution from concept through launch and iteration, managing the product strategy, making strategic trade-offs, and ensuring timely delivery of high-impact products.

• Collaborate closely with Engineering, Design, Marketing, and Sales leaders to ensure a unified approach, seamless execution, and successful go-to-market outcomes.

• Cultivate a strong product culture that values data-informed decisions, user empathy, rapid learning, and a relentless focus on delivering customer value.

• Represent the voice of the customer internally and the product vision externally, effectively communicating Straddle's value proposition.

What you bring

• 8+ years of experience in product management, including 3+ years in a leadership role managing and developing product teams, preferably at high-growth fintech, payments, or B2B SaaS companies.

• A genuine passion for problem solving and a deep empathy for user needs.

• A proven track record of defining product vision and strategy, and successfully shipping scalable, impactful products that solve complex user problems.

• Deep expertise in modern product discovery techniques, including user research, opportunity mapping, and hypothesis-driven experimentation.

• Strong leadership skills with demonstrated ability to recruit, mentor, and motivate high-performing product teams.

• Exceptional communication, collaboration, and stakeholder management skills, with the ability to influence and align cross-functional teams

• A strategic mindset that connects product decisions to business outcomes, coupled with strong analytical abilities and a data-informed approach.

• Experience building and scaling products for developers or highly technical users.

Nice-to-haves

• Experience building and scaling products for developers or highly technical users.

• Prior experience in an early-stage startup environment, navigating ambiguity and rapid growth.

• Deep understanding of open banking, payment processing technologies, or financial compliance.

• A strong external presence or network within the product management or fintech community.

• Experience working with distributed teams.

You'll thrive here if...

• You are passionate about solving complex problems and have a genuine interest in the fintech and payments space.

• You love untangling gnarly problems and guiding teams to create intuitive, "of course" product experiences.

• You switch easily between setting long-term product strategy and diving into the details of execution with your team.

• You rally teams around high standards, clear goals, and continuous improvement.

• You create clarity and focus amidst startup ambiguity, empowering your team to move fast and learn quickly.

• You obsess over customer impact and are driven to build products that people rely on and trust.

Maybe not a fit...

• You prefer highly established, large corporate environments with deeply entrenched processes.

• You are looking for a role focused solely on strategy without significant involvement in operational execution.

• You are less comfortable with the pace, adaptability, and iterative nature required in an early-stage company scaling its operations.

• You’d rather define requirements in isolation than engage deeply with customers and cross-functional teams throughout the product lifecycle.

Why Straddle?

This is an opportunity to make a foundational change to how money moves in the US by leading the product function at a company poised to transform an essential part of the digital economy. You will have the autonomy to build a world-class product organization from a strong foundation, shape products that solve critical business needs, and contribute directly to Straddle's success. We offer a competitive salary, meaningful equity, and a collaborative environment where your expertise and leadership will be highly valued.

Ready to Join?

If you’re excited about fundamentally transforming the way payments and identity intersect by building and leading a product organization that ships impactful solutions, we'd love to hear from you. Apply now to start a conversation about building the future of payments at Straddle.