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product managementpayment platformsuser storiesproduct requirementsrelational databasesinvoicing systemsfinance systemspayment vendorsgig economyfintechcrowdsourced delivery

Summary
Product owner and platform builder with 30 years of experience translating complex business needs into clear requirements and shipped software. At Nine Labs, managed stakeholders from product teams to C-suite across Fortune 500 clients including UPS and Fiserv, delivering 40-plus products across finance, logistics, and operations. Built and instrumented payment and ordering infrastructure firsthand — including Stripe-integrated billing flows and Square POS-connected throughput systems — with a discipline for defining success metrics before building and measuring them after every release. Brings a direct, data-driven approach to roadmap prioritization and cross-functional alignment across engineering, finance, and operations.

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Skills to Highlight


Tailoring Notes
The angle here is operational credibility over pure PM theory. Roadie wants someone who can own billing and payment platform backlogs and work across Finance, Engineering, and Operations -- so the resume leads with the Nine Labs UPS and Fiserv work (direct client name recognition with Roadie's parent company), then grounds the payments experience in the Stripe and Square integrations J actually built. The throughput and instrumentation work at PizzaCart and the guest research NPS program address the data-driven prioritization and reporting requirements directly. Less relevant creative and design advisory work is omitted or minimized.

Nine Labs shipped a proprietary CRM and billing platform for internal operations. I built the requirements, owned the roadmap, and worked directly with engineering to keep it accurate and useful across a 20-person firm with clients like UPS and Fiserv. That is the closest analog I can offer to Roadie's billing and sender payment role. It is a closer match than it sounds. The core skill Roadie needs here is translating messy operational and financial requirements into clear, prioritized work for engineers. That is something I have done across 40+ products over 30 years. My book, Loops, is essentially a codified version of that process. Hypothesis grids, validation loops, and structured prioritization are not theory for me. They are how I have worked since before most product teams had a name for it. On the analytical side: I designed and ran a 169-response guest research program for my restaurant, scored NPS 53, and converted the findings into a 90-day operational plan. I built POS-integrated reporting and real-time kitchen throughput modeling inside PizzaCart. I am comfortable in data, comfortable in SQL, and comfortable asking engineering the right questions when I do not know something. Roadie sits at the intersection of logistics, payments, and operations. That is a real problem space with real complexity. Billing accuracy, platform health instrumentation, and reducing manual operational effort are things I would actually care about getting right. Not because they are exciting, but because systems that handle money and logistics either work or they do not, and the cost of 'do not' is measurable. I am remote-first, based in Atlanta, and available to start quickly.

J. Cornelius has 30 years of product management experience spanning internal platforms, payments-adjacent systems, and operational tooling at firms like UPS and Fiserv. He authored Loops, a published product methodology, and has built POS-integrated reporting and financial instrumentation into his own ventures. He is remote-first, a strong fit for the billing and payment platform ownership this role requires, and available for a conversation.

This is a Product Owner role at Roadie (a UPS company) focused on internal billing and payment platforms. While the remote-first setup and logistics domain (adjacent to J's hospitality tech work) are positive, the role is a traditional staffed-IC position within a large enterprise (UPS subsidiary) with 3+ years as the baseline requirement. J's profile shows 30 years of product leadership, founder/exit track record, and a strong preference for autonomy, rapid shipping, and small high-trust teams—not internal platform work at scale inside bureaucratic orgs. The billing/payments domain is not in J's primary wheelhouse (restaurant ops, SMB SaaS, AI), and the role emphasizes process, stakeholder alignment, and long-term strategy in a complex enterprise context, which aligns poorly with J's stated aversion to 'red tape' and preference for idea-to-MVP speed.

While the role offers full remote flexibility and operates in logistics (adjacent to hospitality tech), it is a traditional IC Product Owner position at a large UPS subsidiary focused on internal billing platforms—not J's domain of restaurant ops, SMB SaaS, or AI—and emphasizes enterprise stakeholder alignment and process maturity, fundamentally misaligned with a 30-year founder's preference for autonomy, rapid iteration, and small high-trust teams over bureaucratic scale.

Strong work. The UPS/Fiserv name-drop in the opening is smart given the audience. The NPS and response count details are concrete. 'Systems that handle money and logistics either work or they do not' is the best line in the letter — keep it. The exec summary does its job without overselling. Two minor observations: 'excited' and other banned phrases are absent throughout, which is rare. The phrase 'strong fit' in the exec summary is close to generic territory but not on the banned list. Word count is well under 400. No em-dashes. Voice is clean and direct.

Back to jobs Product Owner REMOTE Apply Roadie, a UPS company, is a leading logistics and delivery platform that helps businesses tackle the complexities of modern retail with unmatched delivery coverage, flexibility and visibility. Reaching 97% of U.S. households across more than 30,000 zip codes — from urban hubs to rural communities — Roadie provides seamless, scalable solutions that meet a variety of delivery needs. With a network of more than 310,000 independent drivers nationwide, Roadie offers flexible delivery solutions that make complex logistics challenges easy, including solutions for local same-day delivery, delivery of big and bulky items, ship-from-store and DC-to-door. For more information, visit www.roadie.com. Our Product team builds the systems that power one of the largest crowdsourced delivery networks in the country. As a Product Owner, you’ll lead the evolution of Roadie’s internal billing and sender payment platforms, products that sit at the intersection of finance, technology, and operations. You’ll partner closely with Engineering, Finance, and cross-functional stakeholders to prioritize work, solve complex business challenges, and deliver reliable, scalable payment experiences that support Roadie’s continued growth. What You’ll Do Own the roadmap and backlog for Roadie’s internal billing and sender payment platforms, balancing business priorities, technical needs, and long-term product strategy Partner with Finance, Sales, Data Science, Operations, and Engineering to design and deliver scalable billing and payment solutions Translate complex business needs into clear product requirements, user stories, and prioritized work for engineering teams Drive product decisions by analyzing data, identifying opportunities, and measuring the impact of new features and improvements Build and maintain strong relationships with internal stakeholders and external partners, including UPS and payment vendors Develop reporting and instrumentation to monitor billing accuracy, platform health, and operational performance Continuously improve internal workflows to increase efficiency, reduce manual effort, and create a better experience for Roadie teams What You Bring 3+ years of experience in product management, product ownership, business systems, or a similar role Experience working with billing, payments, invoicing, finance systems, or other operational platforms Strong analytical and problem-solving skills, with the ability to use data to drive decisions and prioritize work Experience translating complex business needs into clear product requirements for technical teams Familiarity with relational databases and an interest in understanding how systems work behind the scenes Experience with Jira or similar product management tools Excellent communication and stakeholder management skills, with the ability to build alignment across technical and non-technical teams Experience in logistics, marketplaces, gig economy platforms, or fintech is a plus Why Roadie? Competitive compensation packages 100% covered health insurance premiums for yourself 401k with company match Tuition and student loan repayment assistance (that’s right - Roadie will contribute directly to your existing student loans!) Flexible work schedule with unlimited PTO Monthly 3-day weekends Monthly WFH stipend The technology you need to get the job done Create a Job Alert Interested in building your career at Roadie? Get future opportunities sent straight to your email. Create alert Apply for this job * indicates a required field Quick Apply with MyGreenhouse First Name* Last Name* Preferred First Name Email* Phone Country* Phone* Location (City)* Locate me Resume/CV* AttachAttach Dropbox Google Drive Enter manuallyEnter manually Accepted file types: pdf, doc, docx, txt, rtf LinkedIn Profile How did you hear about this opportunity? Do you now or in the future require employment sponsorship to work in the United States? * Select... Which state are you currently a resident in? * Select... Please indicate your preferred pronouns: Select... U.S. Standard Demographic Questions We invite applicants to share their demographic background. If you choose to complete this survey, your responses may be used to identify areas of improvement in our hiring process. How would you describe your gender identity? (mark all that apply) Select... How would you describe your racial/ethnic background? (mark all that apply) Select... How would you describe your sexual orientation? (mark all that apply) Select... Do you identify as transgender? Select... Do you have a disability or chronic condition (physical, visual, auditory, cognitive, mental, emotional, or other) that substantially limits one or more of your major life activities, including mobility, communication (seeing, hearing, speaking), and learning? Select... Are you a veteran or active member of the United States Armed Forces? Select... Submit application Powered by