About The Episode


Join our co-founders, Derek DeWinter and Mike Tomasello, for a special conversation as they look back on our 25-year journey. They'll take you back to how they met in 2000 and share stories about the early days—the struggles, the fun moments, and how they guided the company through major challenges to celebrate some big wins. Hear how a small startup grew into a thriving enterprise with a strong consulting practice, the pivotal decisions they made along the way, and their exciting plans for the future. It's a candid talk about friendship, staying true to your values, and the drive to always be the best.

DeWinter Fills Controller Role for Mission-Driven BioTech Startup
March 26, 2026
Learn how DeWinter accelerated a mission-driven BioTech startup by placing a high-impact Controller. Our placement transitioned accounting in-house and led NetSuite/Oracle ERP implementations for IPO readiness.
How to Use AI for Your Finance & Accounting Job Search in 2026
March 17, 2026
Master your 2026 Finance & Accounting job search with our expert guide. Learn how to use AI for interview prep, resume optimization, and market research. Includes the DeWinter 2026 Salary Guide for benchmarked compensation data.
DeWinter Fills Accounting Leader For Cannabis FinTech Firm
March 5, 2026
Discover how DeWinter filled a critical Accounting Leader role for a high-growth Cannabis FinTech firm in just 24 hours. See how our controller-level expert managed 5 global entities and complex revenue recognition before converting to a full-time hire.
How to Use AI for Your Tech Job Search in 2026
March 3, 2026
How should tech candidates use AI in 2026? This guide covers AI-assisted company research, resume proofing, and practicing mock interviews with AI-simulated CTOs. Includes a strategic table on when to use AI and when to keep it out of the hiring process.
Contract vs. Full-Time Work in Manual Testing:  A New Wave in Tech Hiring
February 20, 2026
Explore the shift in manual testing careers. Compare contract vs. full-time work and learn how to leverage contracting in tech hiring for long-term QA success.
5 Ways Use the 2026 Finance & Accounting Salary Guide to Fuel Your Career
February 10, 2026
What will Boston finance & accounting talent earn in 2026? Find updated pay scales and benchmark your salary with our 2026 Salary Guide to stay ahead of the curve.
A New Era: Three Trends Reshaping Financial Analyst Roles in 2026
February 2, 2026
In 2026, the "safe" and most successful career path is one of continuous upskilling. Whether you are working as a contract specialist or a full-time strategist, your success depends on your ability to treat AI as a teammate rather than a tool.
Top Accounting & Finance Roles Being Reshaped by AI in 2026
January 22, 2026
Discover how AI is reshaping FP&A, Audit, and Tax roles in 2026. Learn the essential AI skills finance talent need to stay competitive in the evolving job market.
Beat Year-End Burnout: The Power of Strategic Finance and Accounting Temporary Staffing
November 19, 2025
Beat Year-End Burnout: The Power of Strategic Finance and Accounting Temporary Staffing
How AI Is Shaping Boston’s Manufacturing and Engineering Job Market and Why Human Expertise Still Ma
November 6, 2025
How AI Is Shaping Boston’s Manufacturing and Engineering Job Market and Why Human Expertise Still Matters