Blog

Thoughts on operations, automation, and building solutions for contingent workforce management

AI HR Tech Marketplaces

Designing Aunikah: When Workers Don't Know if They're W-2 or 1099

Across marketplaces and EOR programs, I kept seeing the same painful pattern: people didn’t know who actually employed them or who handled their benefits, PTO, or payroll, or if they even qualified. In this post I walk through the problem, how I designed the Aunikah chatbot to diagnose W-2 vs 1099 and EOR vs client vs marketplace, and what I’d ship next in a production version.

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Python Automation Operations

Creating the Financial Operations Suite I Wished I Had

After managing $80M+ in payroll operations and spending hours every week on manual data transformations, I built the automated suite I always needed. What took hours now takes seconds.

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Web Development AI HR Tech

What I Learned designing a Full-Stack HR Platform in 12 Weeks

Designed AuniConnect to replace isolation with belonging: role-aware workflows, recognition that travels with the work, and gentle AI nudges—in 12 weeks. Here's how I went from Flask basics to a production-ready engagement platform.

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Automation Operations Projects

Creating VMSFlex Pay: Solving the Multi-VMS Payroll Problem

After years of manually calculating overtime across multiple VMS platforms, I finally built the solution. Here's why existing tools don't solve this problem, and how I approached building VMSFlex Pay to automate one of the most tedious parts of contingent workforce management.

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Operations Scale

From 100 to 1,000 Contractors: Lessons in Scaling Operations

The processes that work at 100 contractors completely break at 500. Here's what I learned about building scalable operations during my time at Upwork, and why automation isn't optional at scale.

System Migrations Change Management

The System Migration Playbook: What 3 Migrations Taught Me

Led 3 major system migrations in 3 years at The Mom Project. The technical setup was never the hard part—it was the people side. Here's the framework that actually works for successful migrations.