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Senior Software Engineer with 15+ years building products that ship and move metrics. Over the last 3 years, led GenAI/LL features—RAG matching, AI recruiter agent, and automated support—that lifted shortlist rate by 18%, boosted SDR productivity by 12%, and cut Tier-1 volume by ~30%. Pragmatic, fast, and product-minded.…

Alex Chaplinsky

Full Stack Developer, AI Engineer, Data Scientist, +1

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Senior Software Engineer with 15+ years building products that ship and move metrics. Over the last 3 years, led GenAI/LL features—RAG matching, AI recruiter agent, and automated support—that lifted shortlist rate by 18%, boosted SDR productivity by 12%, and cut Tier-1 volume by ~30%. Pragmatic, fast, and product-minded.…

Available to hire

Senior Software Engineer with 15+ years building products that ship and move metrics. Over the last 3 years, led GenAI/LL
features—RAG matching, AI recruiter agent, and automated support—that lifted shortlist rate by 18%, boosted SDR productivity by
12%, and cut Tier-1 volume by ~30%. Pragmatic, fast, and product-minded.

Skills

Experience Level

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Language

English

Fluent

Ukrainian

Fluent

Russian

Fluent

Polish

Advanced

Work Experience

Senior Software Engineer / Team Lead at Wellfound (formerly AngelList Talent)

November 1, 2021 - October 1, 2025

Designed and shipped an LLM-powered candidate-to-role matching system using RAG over candidate profiles, improving shortlist rate by 18% and reducing time-to-first-match by 22%. Launched AI recruiter copilot (search, outreach drafts, scheduling) resulting in +12% SDR productivity and +10% paid conversions. Implemented data-driven dashboards to identify trends in customer data and inform product decisions. Worked with Ruby on Rails, GraphQL, React, Next.js, PostgreSQL, and Redis.

Senior Software Engineer / Team Lead at Calendly

September 1, 2014 - April 1, 2019

Led data-driven planning; instituted experiment reviews and product metrics literacy. Optimized availability computation and search relevance; achieved 50% faster load times and +20% sign-ups. Launched AI recruiter copilot with scheduling; +12% SDR productivity and +10% paid conversions. Built data-driven dashboards to identify trends in user data and support product decisions. Built RESTful API and microservices to support ETL data flows.

Senior Software Engineer / Team Lead at Coupler.io

March 1, 2019 - November 1, 2021

Designed a RESTful API that integrated multiple data sources, increasing user engagement with the product. Improved product stability and user experience, leading to a 40% reduction in support requests. Implemented a microservices architecture for an ETL web application, increasing scalability and reliability.

Senior Software Engineer / Team Lead at Railsware

March 1, 2011 - September 1, 2014

Developed a number of full-stack web applications with various frontend frameworks and Rails backend. Implemented API integrations between web applications and third-party services.