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Hirewell’s Founder and CEO joined tastytrade’s Bootstrapping in America to discuss what the company is doing differently, staying ahead of the recruiting curve, Chicago tech salaries plus much more.

Everyone loves a good January hiring plan. You know, the kind you slap together after the holidays, between inbox cleanups and trying to stick to your New Year’s resolutions.
But if you’re serious about hiring success in 2026? You’re already behind.
In this week’s Hirewell Update, Ryan Ross and Jeff Smith break down why Q4 is the real planning season and how companies actually pulling it off are blending internal teams with RPO help to scale smart, not desperate.
Want to start strong instead of scrambling in Q1?
Watch “How to ensure hiring success in 2026” now.
Because “we’ll figure it out later” is not a strategy.