Sam Swanke

Engineering leader with 9+ years of experience building consumer products and distributed systems, including 4+ years managing high-performing teams across legal, financial, and insurance domains. Currently lead engineering at a $10M+ annual-revenue legal technology company, with a track record of launching 0→1 products, modernizing critical platforms, and improving reliability, performance, security, and engineering velocity.

HelloPrenup

Chief Technology Officer

Dec 2024–Present | New York, NY

Built and led engineering at a growth-stage legal technology company generating $10M+ in annual revenue, owning organization design, architecture, security, and delivery across multiple consumer legal products.

  • Built the engineering organization from zero, hiring and onboarding 4 engineers and maintaining 100% team retention through a high-pressure platform rebuild and second-product launch
  • Recovered an at-risk Postnup.com initiative and launched on schedule with a lean 3-person engineering team, using disciplined scope reduction, secure AI-assisted development, and staged UAT and rollout to deliver and stabilize a new consumer legal platform
  • Evolved the platform into reusable services and application components supporting multiple consumer legal products, reducing duplicated implementation across authentication, customer workflows, attorney operations, and shared infrastructure
  • Oversaw implementation of AI-assisted attorney tooling that improved attorney review times and increased operational leverage while preserving human oversight and controls for sensitive legal data
  • Established the security and governance foundation for AI-enabled legal workflows, proactively managing emerging risks as the company expanded its use of AI
  • Led a zero-downtime migration from a monolithic no-code platform to a stateless, horizontally scalable AWS architecture supporting 5–10K monthly active users and 8M+ monthly requests, achieving 30ms average API latency and 130ms p99 latency; contributed 30% of production code changes
  • Reduced customer support tickets by 44% and page-load times by 61% through architectural, reliability, and user-experience improvements

Amazon

Software Development Manager

May 2022 - Dec 2024 | New York, NY

Led a team of 8 (5 direct-report SDEs, 1 Sr. SDE, 1 PM-T, 1 TPM) building large-scale, highly reliable internal platforms for Amazon Treasury's Global Risk Management & Claims organization, partnering with product, finance and claims teams.

  • Took ownership of a mission-critical insurance request platform 4 weeks before launch following external vendor (ProServe) handoff; drove cutover plan, reprioritized scope, and delivered a stable production launch
  • Led structured handover deep-dive: triaged 65 issues, delivered 47 launch-critical fixes, including 33 bugs, 9 data-integrity gaps, and 5 configuration defects prior to go-live
  • Enabled procurement workflows supporting nine-figure insurance contracts by delivering a reliable, auditable system under aggressive deadlines
  • Designed and launched distributed case-management workflows supporting over 750 nonprofit partners and 30,000 annual cases, using AWS-native services and event-driven orchestration
  • Improved engineering quality and operational readiness: raised unit test coverage from 5% to 40%, introduced production readiness gates, and strengthened monitoring/alerting to reduce regressions
  • Reduced weekly on-call incidents by 50% through improved test strategy, better operational processes, and targeted architectural simplification
  • Managed and mentored 5 engineers; coached 2 engineers through successful L4 to L5 promotions and expanded ownership across system areas
  • Navigated shifting org priorities (including deprioritization of a flagship product) while maintaining team morale, delivery predictability, and customer trust

Amazon

Software Development Engineer II

Aug 2021 - May 2022 | New York, NY

  • Led architecture and implementation of a greenfield distributed service using AWS-native infrastructure, designing scalable data models and workflows for complex business processes
  • Served as front-end technical lead and mentor, carved a pathway to promotion into engineering management

Feather

Senior Software Engineer

Dec 2019 - Jul 2021 | New York, NY

  • Led development of internal tools streamlining operational workflows and reducing manual overhead
  • Improved site performance through targeted frontend optimizations, reducing load times by 30%

CALA

Software Engineer

Aug 2018 - Nov 2019 | New York, NY

  • Engineer #2 at a fashion technology startup; helped scale the engineering team and build core platform features supporting product design, production tracking, and fulfillment

Dealer.com

Software Engineer / Intern

May 2016 - Aug 2018 | Burlington, VT

  • Built data-processing libraries to canonicalize large-scale customer data and developed maintainable frontend applications in Java and Angular
  • Shared modern frontend best practices through internal technical talks

Cosechando Felicidad Inc

Front-End Engineer (Volunteer)

Aug 2015 - Present | Remote

  • Sole developer for HarvestingHappiness.org, supporting a nonprofit serving vulnerable communities through long-term volunteer engagement