James Wolensky
CTO at Hotels4Truckers · Senior Full-Stack Engineer
Nearly 10 years building scalable systems and leading engineering teams
Key Accomplishments
- •As sole engineer and CTO of Hotels4Truckers, grew test coverage from 3 to 2,390 API tests while monthly bookings grew 63%
- •Integrated 2 new hotel-supplier APIs, growing the supplier catalog from 16K to 94K hotels
- •Led team of 7 engineers migrating 10+ repositories, improving deployment time by 80%
- •Reduced bug-related delays by 35% through dynamic preview environments
- •Managed AWS systems for 1M+ users with focus on scalability and reliability
- •Reduced development costs by 40% through React Native mobile app consolidation
- •Increased user retention by 15% leading platform consolidation for 10-engineer team
Work Experience
Chief Technology Officer
Hotels4Truckers
March 2026 - Present
- •Sole engineer of a live hotel booking platform for truck drivers: took over a 5-year-old agency-built Laravel API and Nuxt web app and own architecture, infrastructure, security, payments and supplier integrations
- •Shipped 1,000+ commits with an AI-agent workflow while monthly bookings grew 63% (312 to 509, April to August 2026)
- •Raised automated tests from 3 to 2,390 (API) and 0 to 478 (web) and restored CI in both repos
- •Built a provider-agnostic booking layer and integrated 2 new hotel-supplier APIs (iOL, WebBeds), growing the supplier catalog from 16K to 94K hotels
- •Built tokenized Nexio/NMI card payments in an idempotent booking saga, keeping raw card data out of PCI scope
- •Closed 5 unauthenticated production routes and an open endpoint exposing all 61K hotels; added a CI route audit and 90-day token expiry
- •Fixed a hotel search that never finished to complete in under 27s with 180+ hotels priced; cut nightly catalog sync from 9h43m to 4h30m
- •Ran 21 production migrations with zero bookings lost, removing 218K duplicate room rows and merging 11.5K cross-supplier hotel duplicates
Senior Software Engineer
Vermont Information Processing (Backbar)
September 2022 - February 2026
- •Led team of 7 engineers migrating 10+ repositories to TypeScript and MySQL 8, improving deployment time by 80%
- •Reduced bug-related delays by 35% through dynamic preview environments using Docker and GitHub Actions
- •Improved platform resilience with AWS infrastructure optimization, reducing downtime by 15%
- •Automated deployment pipelines with Ansible, Docker, and GitHub Actions for 10+ production services
Senior Software Engineer
Beep Auto
September 2021 - September 2022
- •Boosted site performance by 25% through React and Next.js optimization for self-service car buying
- •Reduced manual sales data processing by 50% with custom Salesforce integrations
- •Architected highly available microservices using AWS Lambda, API Gateway, and DynamoDB
Senior Software Engineer
Personify Global
December 2016 - September 2021
- •Led team of 10 engineers consolidating legacy products into unified SaaS platform, increasing retention by 15%
- •Rewrote core mobile apps with React Native, reducing development costs by 40%
- •Managed AWS systems for 1M+ users with focus on scalability and reliability
Open Source
Blackboard
Pressure-sensitive stylus and Apple Pencil drawing inside Obsidian Canvas nodes and Markdown embeds, with palm rejection.
Listed in the official Obsidian plugin directory · 2,400+ downloads
marker-groups.nvim
Neovim plugin for persistent, grouped code annotations that never modify the source, with pickers for Telescope, fzf-lua, Snacks and mini.pick.
64 GitHub stars · listed in awesome-neovim
Technical Skills
Let's Work Together
I'm always interested in new opportunities to solve challenging problems and build exceptional products. Whether you need a senior engineer, technical leader, or cloud architect, let's connect.