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Head of Sales Development, AMER

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Chicago
1130 Global Sales Development Mgrs
This position may no longer be active.View all open positions at Stripe

About the Role

At Stripe, a Most Loved Workplace® certified employer in the Financial Services space, Economic infrastructure for the internet, powering ambitious businesses globally..

<h2><strong>Who we are </strong></h2>

<h3><strong>About Stripe</strong></h3>

<p><span style="font-weight: 400;">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.</span></p>

<h3><strong>About the team</strong></h3>

<p class="p1">Sales Development is a customer-facing team that connects prospective customers with Stripe. The AMER Sales Development org generates roughly 60% of Stripe's overall sales pipeline through a hybrid inbound and outbound motion, using a multi-touch, multi-method strategy that includes personalized email, LinkedIn outreach, video prospecting, and phone calls. The team covers every market segment, from startups to enterprise, and partners closely with Sales, Marketing, and Sales Development Systems to keep pipeline generation aligned with go-to-market priorities.</p>

<h2><strong>What you’ll do</strong></h2>

<p>The role is an operator-builder and change leader: redesigning AMER Sales Development for an AI-first future while raising the bar for human discovery, qualification, user engagement, pipeline progression, and seller handoffs. The leader will partner with AMER Sales, Marketing, Operations, and Sales Development Systems to turn automation capacity into higher-value commercial work and a healthier pipeline.</p>

<p>The Head of AMER Sales Development leads the Core AMER Sales Development team across inbound and outbound motions. This leader directly manages managers and owns qualified pipeline, SQOs, ONR contribution, and talent progression into the wider Sales organization.</p>

<p> </p>

<h3><strong>Responsibilities</strong></h3>

<ul>

<li>Lead the AMER Sales Development org through a team of sales development managers, who in turn manage the SDRs driving roughly 60% of Stripe's overall sales pipeline</li>

<li>Set segmentation and coverage strategy across startups, digital natives, commercial, and enterprise accounts, and direct how managers structure their teams to pursue the right leads and accounts for quality and volume</li>

<li>Own outbound strategy for AMER, including target markets, account and contact prioritization, and multi-touch outreach across email, LinkedIn, video, and phone, and translate that strategy into direction for your managers</li>

<li>Partner with AMER sales leadership, Marketing, and Sales Development Systems to align pipeline targets, lead routing, and tooling (including agentic outreach and account intelligence systems) with go-to-market priorities</li>

<li>Develop and coach sales development managers directly, building their people management and pipeline strategy skills, and build bench strength and succession plans across the AMER SDR org</li>

<li>Manage the org against opportunity count and cumulative revenue generation, reviewing manager-level performance and reallocating coverage or adjusting strategy where the data points to it</li>

<li>Represent Sales Development in AMER sales leadership planning, bringing an operator's view of pipeline health, capacity, and org productivity</li>

</ul>

<h2><strong>Who you are</strong></h2>

<ul>

<li>You have 10+ years of relevant commercial leadership experience in Sales, Sales Development, Revenue Operations, Enablement, lead qualification, or a related function.</li>

<li>You have led leaders at scale and can demonstrate how you have developed managers, built a leadership bench, and delivered ambitious outcomes through a multi-layer organisation.</li>

<li>You have deep experience across inbound and outbound sales-development motions, including qualification, routing, handoff, conversion, pipeline quality, and commercial performance management.</li>

<li>You are AI-first in your approach to operating-model design: you can apply automation and agents pragmatically while protecting user experience, quality, and sound human judgment.</li>

<li>You have a record of improving qualified pipeline, SQOs, conversion, progression, and revenue impact—not activity volume alone.</li>

<li>You are highly analytical and can use funnel, capacity, and outcome data to diagnose problems, make trade-offs, and drive execution.</li>

<li>You have strong cross-functional influence and know how to work with Sales, Marketing, Growth, Operations, and systems teams to create shared plans and accountability.</li>

<li>You are comfortable leading through ambiguity, taking informed risks, and driving necessary change with clarity, urgency, and care for people.</li>

<li>You communicate clearly, operate with high integrity, and take ownership for outcomes.</li>

</ul>

<h3><strong>Minimum requirements</strong></h3>

<ul>

<li><strong>Leader of leaders:</strong> proven manager-of-managers leadership, including manager development, organizational design, and accountability through layers.</li>

<li><strong>AI-first operating leadership:</strong> ability to redesign roles, workflows, and capacity around agents and automation while protecting user experience, quality, and sound human judgment.</li>

<li><strong>Full-funnel ownership:</strong> a record of improving qualified pipeline, SQOs, conversion, progression, and revenue outcomes—not activity volume alone.</li>

<li><strong>Commercial partnership:</strong> credibility with Sales and Marketing leaders, including source-mix planning, shared funnel accountability, and seller-handoff design.</li>

<li><strong>Operating rigor:</strong> strong data fluency, consistent management systems, weekly performance reviews, and the ability to separate scalable standards from appropriate experimentation.</li>

<li><strong>Talent builder:</strong> demonstrated ability to develop managers, SDR and internal candidates into future commercial leaders.</li>

<li><strong>Stakeholder management: </strong>ability to navigate complex cross-functional relationships, build consensus with Sales and Marketing leadership, and maintain alignment across competing priorities.</li>

</ul>

<h3><strong>Preferred qualifications</strong></h3>

<ul class="ul1">

<li class="li1">Experience leading AI-assisted sourcing or SDR-in-the-loop workflows.</li>

<li class="li1">Experience with MEDDIC-style qualification, pipeline defibrillation, aging-pipeline recovery, or later-funnel commercial support.</li>

<li class="li1">Experience developing internal AE talent into people leaders or Sales Development managers.</li>

<li class="li1">Deep familiarity with AMER segment design, field-sales coverage, vendor operations, or commercial-systems partnerships.</li>

</ul>

<h2><strong>Why this role matters</strong></h2>

<p>AMER Sales Development is entering a period of meaningful change. AI-assisted sourcing can free capacity for stronger user conversations, better qualification, and deeper progression support—but only if the operating model, manager expectations, and partner relationships evolve with it. This leader will set that direction, build the organisation to execute it, and create a stronger commercial engine and talent pipeline for Stripe.</p>

Want to learn more about what it's like to work at Stripe? View our full profile.

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Frequently Asked Questions About Working at Stripe

Common questions candidates ask about this role and Stripe's workplace

Stripe powers online and in-person payment processing and financial solutions for businesses of all sizes.

Please review the specific job listing or contact Stripe's recruiting team for details on remote or hybrid work options for this role.

Salary information may vary by role and location. Please check the specific job listing or discuss compensation during the interview process.

Stripe is an established organization in its industry. The company focuses on maintaining a supportive workplace culture for all employees.

Key benefit categories include: Health & Wellness, Financial & Lifestyle, Learning & Development, Work Environment. You can view more details on their CertCheck profile.

The day-to-day environment is guided by core values such as Problem-Solving Excellence and Global Perspective and Customer Obsession.

The company has committed to inclusive practices including: Invest in Growth and Development and Foster Psychological Safety and Inclusion.

Stripe has a supportive and collaborative culture, recognized as a loved place to work by its team members.

Stripe currently has 536 open positions. They are hiring across departments like 1654 Account Executives (AI), 1643 Product Sales - Billing, 8589 Bridge - S&M. You can view all current openings at certcheck.mostlovedworkplace.com/companies/stripe/jobs.

The interview process typically involves an initial recruiter screen followed by team interviews. Please contact Stripe's recruiting team for specific details on this role's process.

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