Blog
Thoughts on operations, automation, and building solutions for contingent workforce management
October 17, 2025
Automation
Operations
Projects
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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Coming Soon
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.
Coming Soon
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.