Common Roadblocks
Why Your Expensive Senior Hire Isn't Productive Yet
Hiring senior doesn't fix bad onboarding. It just makes it more expensive.
It's a brutal feeling: you pay top-of-band salary for an experienced operator, and three months later they're still asking what tool to use for what, who owns which client, and how decisions get made. You start to wonder if you hired wrong.
You probably didn't. You probably onboarded badly. Senior hires need more structure during onboarding, not less, because they're trying to insert themselves into a system they didn't help build.
What good senior onboarding looks like
- Week 1: clear context - strategy, customers, team, current priorities. Not just shadowing.
- Weeks 2–4: structured exposure to the work, owned outcomes (not just "help out").
- By day 60: a defined first win - something they ship that's clearly theirs.
- By day 90: they own a slice of the operating rhythm independently.
Where most onboarding fails
It's vibes-based. The new person is told to "ramp up," sat next to whoever's least busy, and expected to figure it out. Senior people will quietly do this for a while - then disengage when they realise nobody designed their path.
Design it. Even a rough 90-day plan, written down, beats the alternative ten times out of ten.
Related reading
- The Real Reason Your Team Keeps Asking What to DoIt's almost never about motivation. It's about missing structure.
- Why Your Business Can't Function Without YouIf a week off feels dangerous, you haven't built a business - you've built a job with employees.
- Why More People Isn't Making Things EasierYou're not understaffed. You're under-systemised.
- Operations SupportFractional COO and operating systems for scaling teams.
