Jobs › Stripe

Sales Manager, SMB (Hunter)

Stripe · Chicago, IL · 1170 GEO Sales HQ (NA)

Posted Sep 29, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you scaled a technology sales team. What did you change as it grew?

What they are checking: Whether they have real scaling experience, which the posting asks for.

How do you recruit account executives for a hunter role? What signals tell you someone will succeed?

What they are checking: Whether they have a clear view of what makes a strong new-business seller.

Tell me about a hard conversation you had with an underperforming team member.

What they are checking: Whether they can be direct and fair when someone isn't meeting the bar.

Describe a complicated problem you solved for your team without much help from above.

What they are checking: Whether they solve problems independently, as the posting describes.

What would you do

Your team's win rate drops sharply in one month. How do you find out why?

What they are checking: Whether they use data and deal reviews to diagnose problems rather than guessing.

How do you build relationships with marketing so your team gets the right leads?

What they are checking: Whether they work upstream to improve pipeline instead of complaining about it.

About the work

Selling to small and medium businesses is high volume with short cycles. How would you set up your team to win there?

What they are checking: Whether they understand efficiency, speed and simple value stories in SMB sales.

How do you coach a rep who has strong activity numbers but closes very little?

What they are checking: Whether they can find the real skill gap behind the numbers.

How would you explain Stripe's value to a small business owner who isn't technical?

What they are checking: Whether they can make the pitch simple and relevant for SMB buyers.

How do you forecast in a business with many small deals?

What they are checking: Whether they can use volume and conversion rates to forecast accurately.

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The full job description

As published by Stripe.

Who we are: About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team As a SMB Hunter Sales Manager at Stripe, you will play an instrumental role in fueling Stripe’s growth through new customer acquisition. In this role, you will build and lead a team of high-performing Account Executives, helping them to develop their skills and deliver on their ambitious targets, as well as roll your sleeves up to work directly with customers. We are looking for a proactive leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, managing high-performing teams and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology sales team and possess first-class analytical, communication and relationship-building skills. You will:  • Recruit, develop and lead a team of Account Executives who focus on small and medium, high-growth, tech-forward businesses  • Work with senior leadership to develop the long-term vision and strategy for the team, and manage day-to-day operations with a focus on performance against key sales and growth metrics • Be accountable for increasing revenue and new client acquisition at high rates of growth • Coach and guide the team in developing consultative and solution-based sales skills • Inspire, motivate and enable development of team members to promote career growth and impact for Stripe  • Work collaboratively and cross-functionally across the organization to help shape Stripe’s products and solutions to meet customer needs • Play a personal and direct role in building and maintaining enduring customer relationships, up to C-level. • Implement programs to improve pipeline generation efforts and improve overall efficiency for the team We’re looking for someone who has: • 8+ years of relevant experience, with 2+ years of people management experience preferred  • Experience leading sales in an early stage, high-growth technology environment • Ability to hire, train and coach a high-performance sales team • Ability to build relationships with strategic client and industry thought leaders • Demonstrated passion for start-ups and new technology businesses • Ability to understand and articulate technical concepts, and translate them into industry- or business-relevant terms Nice to haves: • Prior experience at a growth stage internet/software company • Prior experience forecasting and managing a high growth commercial business • Prior experience running complex sales cycles, ideally with both commercial and enterprise size companies • Prior experience leading a team in an office outside of the company headquarters • Prior experience in the payments industry and/or fintech

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