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Technical Connectivity Specialist

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Chicago
4119 Product Support
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>Who we are</h2>

<h3>About Stripe</h3>

<p>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.</p>

<h3>About the team</h3>

<p>Stripe Terminal helps our users extend their online presence to the physical world. The Terminal team's mission is to make it as easy for businesses to accept in-person payments as the Stripe API has done for online payments. With Terminal, businesses can unlock in-person payment use cases that are right for their business model, whether it's creating a superb retail experience, extending their website to a pop-up store, or enabling a mobile point-of-sale at their next event.</p>

<h2>What you'll do</h2>

<h3>Responsibilities</h3>

<ul>

<li><strong>Own complex connectivity investigations end-to-end across merchant networks</strong>, Wi-Fi, LAN, LTE/5G, ISPs, routers, firewalls, VPNs, Stripe Terminal hardware, SDKs, cloud-based device management and third-party connectivity partners, leading technical troubleshooting until the true root cause is identified and a sustainable resolution is delivered.</li>

<li><strong>Partner cross-functionally</strong> with Product, Engineering, Technical Support, Product Support Operations, Solutions Architecture, Sales and third-party connectivity providers to coordinate complex incidents, align stakeholders, remove blockers and drive product, engineering or partner improvements that enhance the Stripe Terminal support experience.</li>

<li><strong>Drive operational excellence</strong> by creating runbooks, troubleshooting guides, AI-assisted diagnostics, dashboards, support processes, documentation and enablement material that empower the wider Support organization to resolve issues independently and continuously improve support effectiveness.</li>

<li><strong>Act as Stripe's connectivity expert</strong> for the largest and most complex Terminal users, working directly with enterprise customers, SaaS platforms, IT teams and external partners to troubleshoot complex connectivity and hardware issues, provide technical guidance and build user confidence across email, chat and live support engagements.</li>

<li><strong>Be the voice of the user</strong> and drive the continuous improvement of Stripe Terminal's connectivity capability by identifying recurring user pain points and systemic issues through support trends, diagnostics and field insights. Translate these learnings into product improvements, engineering priorities, preventative actions, partner service enhancements, support tooling, documentation and scalable operational solutions that improve reliability and technical excellence as Terminal scales globally.</li>

</ul>

<h2>Who you are</h2>

<h3>Minimum requirements</h3>

<ul>

<li><strong>A deep networking expert</strong> with 5+ years of experience troubleshooting complex connectivity issues across enterprise environments, with strong knowledge of TCP/IP, DNS, DHCP, NAT, VPNs, routing, switching, Wi-Fi (802.11), LTE/5G, firewalls, MDM, and network diagnostic tools such as Wireshark, packet captures, traceroute and nmap.</li>

<li><strong>An exceptional technical investigator</strong> who can troubleshoot across the full technology stack, from network and infrastructure to devices, operating systems, firmware and applications, using logs, diagnostics and observability platforms (e.g. Splunk, Datadog, Grafana, Logscale) to identify root causes and drive issues to resolution.</li>

<li><strong>A trusted customer-facing technical advisor</strong> who partners confidently with enterprise IT teams, merchants and executives, translating complex technical concepts into clear guidance while helping customers implement best-practice network configurations and environments.</li>

<li><strong>A cross-functional systems thinker</strong> who thrives in ambiguity, collaborates effectively across Support, Product, Engineering, Solutions Architecture, Sales and external connectivity partners, and uses data to identify recurring issues and influence product and operational improvements.</li>

<li><strong>An operational builder</strong> who combines strong analytical skills (including SQL and data analysis) with a continuous improvement mindset, creating scalable processes, playbooks and documentation that increase team capability and improve the customer experience.</li>

</ul>

<h3>Preferred qualifications</h3>

<ul>

<li>Experience supporting payment hardware, POS systems and in-person payment solutions, including hands-on experience with card readers and device management.</li>

<li>Familiarity with REST APIs, Terminal SDKs and the Android networking stack.</li>

<li>Experience building internal tools, dashboards or AI-assisted diagnostics to improve support operations and troubleshooting.</li>

</ul>

<p>Willingness to travel for customer site visits, pilot deployments and complex escalations when required.</p>

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

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Why This Is a Most Loved Workplace® Certified Job

What It's Like to Work Here

Lightbulb Problem-Solving Excellence
Globe Global Perspective
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Zap Ownership Mentality
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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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