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Sales Manager, Mid Market

Stripe

Stripe

Sales & Business Development
Chicago, IL, USA
USD 293,200-439,800 / year + Equity
Posted on Oct 17, 2025
Apply now

As a Sales Manager, Mid Market – Existing Business, you will play a critical role in driving Stripe’s growth by leading the strategy, execution, and optimization of our go-to-market efforts with existing Mid Market customers. In this role, you will focus on deepening relationships, expanding product adoption, and maximizing customer value across Stripe’s growing Mid Market base. You will lead a team of high-performing Account Executives, supporting their development while also engaging directly with strategic accounts.

We are looking for a proactive and customer-obsessed leader who thrives in a high-growth, ambiguous environment. You’ve successfully managed and scaled high-performing teams and know how to drive impact by balancing strategy, execution, and hands-on leadership.

Responsibilities

  • Lead, coach, and grow a team of Account Executives focused on driving revenue growth from Stripe’s existing Mid Market customers
  • Own performance against key growth and retention metrics, including expansion, cross-sell, and renewal targets
  • Partner with senior leadership to refine the long-term strategy for Stripe’s existing business sales motion
  • Support Account Executives in developing consultative, solution-oriented approaches to expand customer adoption of Stripe’s products and services
  • Foster a high-performance, inclusive team culture that emphasizes learning, ownership, and measurable impact
  • Collaborate cross-functionally with Product, Marketing, Customer Success, and other teams to improve customer experience and retention
  • Personally engage with key accounts, including executive-level stakeholders, to build lasting partnerships and drive long-term value
  • Advocate for the needs and feedback of existing customers to inform Stripe’s product roadmap and strategy

Who You Are

We’re looking for someone who meets the minimum qualifications listed below. If you meet these, we encourage you to apply — preferred qualifications are a bonus, not a requirement.

Minimum Requirements * 5+ years of relevant sales experience
* 2+ years of experience leading a team of quota-carrying sales professionals
* Proven track record of driving revenue growth through expansion and retention within an existing customer base
* Demonstrated ability to hire, develop, and manage high-performing sales teams
* Strong executive presence and ability to build and maintain relationships with senior customer stakeholders
* Comfort working with technical products and the ability to translate complex concepts into business outcomes

This role requires working from the Chicago office three (3) days per week

Preferred Qualifications

  • Experience working in a growth-stage internet or software company
  • Track record of managing complex sales cycles and driving multi-product adoption
  • Experience managing teams in offices outside of company headquarters
  • Familiarity with payments or fintech industry and related customer needs
Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. This expectation may vary depending on role, team and location. For example, Stripes in our Bucharest, Romania site have an 80% in-office expectation, and those in Stripe Delivery Center roles in Mexico City, Mexico and Bengaluru, India work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss. This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible.

The annual US base salary range for this role is $293,200 - $439,800. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends.

Office locations

Chicago

Team

Sales

Job type

Full time

Apply for this role
Apply now
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