Nathan Pennington

Nathan
Pennington

Product Engineering Leader
18+ years experience
Contact
Experience Skills Education
Profile

Commercially focused and entrepreneurial, I lead at the intersection of product, engineering, and business. I translate customer needs into scalable, reliable solutions, and build teams where engineering, product, and commercial thinking work as one.

Nathan Pennington
18
Years
Software Engineer
4.5
Years
CTO
4
Years
Product Leader
Experience
2021–
Present
CTO & Head of Product
Tripplo
  • Led technical due diligence for a $1M seed round — led investor technical diligence, articulating architecture, scalability, and security posture while addressing technical risks with clear mitigation plans.
  • Delivered 99.9% uptime at scale — platform reliably serves high-value clients with an architecture built for scale, stable operations, and predictable incident response.
  • Redesigned a broken infrastructure — inherited a fragile multi-repo microservices mess on AWS; designed and led the migration to a clean, maintainable monorepo, significantly improving development speed.
  • Built and hired a high-output team — grew engineering from 3 to 8, prioritising strong ownership, execution, and consistent delivery.
  • Owned all technology decisions — accountable for every architectural choice, defending technical strategy to investors and customers alike.
2021
Head of Software Engineering
English Quest
  • Owned engineering delivery — introduced process and accountability that got products shipped on time, properly tested, and production-ready.
  • Bridged engineering and business — worked directly with business owners to translate goals into clear engineering priorities and keep stakeholders aligned.
  • Stayed hands-on — stepped in to write production code when the team needed capacity, maintaining momentum without lowering standards.
2015–
2021
Software Consultant
Independent Consultant
  • Delivered full-cycle solutions — took projects from requirements through deployment, building scalable web interfaces and backend services end to end.
  • Trusted as a technical partner — clients repeatedly returned for follow-on work because of reliable delivery, clear communication, and strategic thinking beyond the ticket.
  • Delivered across industries and borders — shipped for clients in multiple countries and sectors, adapting quickly to new teams, codebases, and business contexts.
  • Operated effectively in ambiguity — entered unfamiliar environments, identified critical technical questions quickly, and reduced time-to-value in new domains.
2016–
2021
Software Developer
C2 Systems
  • Served as the sole front-end developer for a consumer banking platform — owned delivery of the client-facing application used by regional banks across the U.S., setting front-end standards and driving execution end to end.
  • Built the application in AngularJS — developed and maintained core user flows, reusable components, and production UI behavior in a large, business-critical front-end codebase.
  • Translated product and business needs into polished user experiences — worked directly with leadership and engineering partners to ship intuitive interfaces that balanced usability, reliability, and delivery speed.
2013–
2015
Software Developer
Bluegrass Digital
  • Led front-end development — established the front-end stack and UI standards used across multiple client projects.
  • Partnered with global clients and agencies — worked directly with product owners to define requirements, align expectations, and deliver against scope and timelines.
2012–
2013
Software Developer
Future Media Group
  • Built and maintained the core digital media platform — delivered and supported features in the company's primary product used by media clients.
  • Delivered flagship sports websites — built the main website for The Stormers, a leading South African rugby franchise.
2011–
2012
Web Developer
Dealertrack
  • Partnered with marketing teams on dealer strategy — worked daily with marketing stakeholders to shape independent dealer marketing and sales websites.
  • Owned day-to-day production delivery across the portfolio — resolved bugs and production tickets quickly to keep the full set of dealer sites stable and up to date.
2010–
2011
Web Developer
AT&T
  • Developed and maintained enterprise web properties at scale — supported key sections of AT&T's corporate website, one of the largest telecommunications brands in the U.S.
2007–
2010
Web Developer
Hilton Worldwide
  • Developed and maintained brand websites across Hilton's portfolio — delivered web experiences for major brands including Hilton, Hampton Inn, Conrad, DoubleTree, and Embassy Suites.
  • Partnered directly with hotel marketing directors — translated campaign and event requirements into production-ready site updates.
Key Leadership & Technical Strengths
Technology
Industries
Education
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