Senior Manager, Sales Development
Stripe
Chicago, IL · Posted October 3, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
How AI is used in this kind of work
AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
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 Senior SD Manager, you will drive Stripe’s future growth engine by leading a team of SDRs supporting our Startup and Velocity Users. You will be working with the Stripe’s Sales teams to build Sales people and pipeline for the business. As a Senior SD Manager, you’ll lead and coach a group of high-performing Managers and SDRs, helping them deliver on ambitious targets, as well as roll up your sleeves to work directly with the team. We are looking for a self-starter who has demonstrated what it means to take an AI-supported approach to sales, success dealing with ambiguity, operating in a high-growth environment, working with cross-functional partners to lead charge change management initiatives. As a cross-functional leader, you will also work closely with cross-functional partners on an evolving AI-supported sales development model that accelerates the impact that we have for our Users. Ideal candidates will have management experience scaling a technology Sales Development team and superior communication skills.
We take an AI-forward yet people focused approach to Sales Development, and are looking for someone who enjoys building – who will actively participate in the development of sales processes, the articulation of Stripe’s value proposition, and the creation of key tools and assets to measure success. Stripe is not a typical company, and this is not a typical sales development function. If you’re hungry, smart, persistent, and a great teammate, we want to hear from you!
What you’ll do
Responsibilities
This role requires a blend of long-range strategic vision and high-leverage execution
You Will:
• Help craft and execute an AI-powered strategic vision for our Startup, SMB, Commercial segments that includes both inbound and outbound workflows.
• Influence and execute an interactive approach to AI-powered, human in the loop workflows that evolve over time.
• Manage a growing team including 5 Managers and 50+ SDRS, reporting to the Head of AMER.
• Be accountable for Sales Development qualified pipeline and business outcomes, owning the volume and quality of work.
• Drive a high sense of accountability, setting a consistent operating cadence that delivers high impact results using data and strong operational rigor.
• Develop and mentor managers who in turn build healthy, high-performing teams, while ensuring succession plans and resources are in place.
• Act as a trusted partner to regional segment leadership, consistently bringing market knowledge, insights, and credibility that shape future growth strategies.
• Deliver accurate and reliable forecasting, proactively identifying trends, risks, and opportunities while driving cross-functional changes to sustain multi-quarter growth.
• Champion operational excellence, ensuring Salesforce hygiene, data integrity, and innovative metrics that optimize business performance and enable scale.
• Build and deepen cross-functional partnerships with Marketing, Sales Ops, Enablement, and Product Marketing to influence and execute regional campaigns and strategies.
• Play an active role in attracting and retaining top talent, while coaching and mentoring managers and SDRs to develop consultative, solution-oriented skills.
• Inspire career growth for team members by identifying transformational development opportunities and preparing future leaders for broader impact.
• Lead with innovation, curiosity, and discipline, piloting new processes, tools, and playbooks that refine how SDR teams forecast, execute, and deliver business outcomes.
We’re Looking for Someone Who Has:
• 7+ years of experience leading high-performance Sales Development, Inside Sales, or lead qualification teams, including second line leadership, with a proven record of consistently exceeding targets.
• Demonstrated success designing and scaling organizations in high-growth, ambiguous environments, ideally within technology or SaaS.
• A passion for building AI-enabled processes and cultures, with curiosity to pilot new technologies that enhance SDR productivity and pipeline generation.
• Proven ability to hire, coach, and develop managers and SDRs into future leaders, fostering a culture of growth and performance.
• Exceptional cross-functional influence, with a track record of driving alignment and results across Sales, Marketing, Product, and Operations.
• Expertise in operational excellence, including Salesforce discipline, data integrity, accurate forecasting, and performance metrics.
• A strong analytical mindset with the ability to leverage data to inform decisions, optimize processes, and track impact.
• A passion for building AI-enabled processes and cultures, with curiosity to pilot new technologies that enhance SDR productivity and pipeline generation.
• Proven ability to hire, coach, and develop managers and SDRs into future leaders, fostering a culture of growth and performance.
• Genuine passion for innovation, start-ups, and technology, with a bias toward experimentation and continuous improvement.