Hi there,
I love this question because the answer depends heavily on someone’s circumstances, but here’s the most concise version of my thought process.
1. Always apply first.
There’s no decision to make without an offer. Applying gives you direct access to the hiring manager, clarity on expectations, and insight into whether full‑time conversion, renewal, or perks (salary, bonus, etc.) are possible.
2. Reduce the risk with quick research.
The goal is to turn an unknown risk into a calculated one.
Check the company’s LinkedIn profile to see patterns: long‑term contractors, contractor‑to‑FTE conversions, or constant short‑term churn.
Look for existing connections or create one—current contractors often share the real story.
Scan Glassdoor for themes from current and former employees.
3. Weigh the offer against your situation.
Sole provider for a family? Staying in a stable permanent role is usually the safest unless FTE conversion is highly likely.
Close to vesting or retirement milestones? Don’t jeopardize that.
Have 6–12 months of savings? A calculated contract risk becomes much more manageable—start renewal conversations around month 5–6.
Compare healthcare costs. If benefits aren’t included, factor that into the real salary.
The only scenario where I’d firmly stay put is being the sole financial support for young children and already in a fragile financial position. In that case, the priority becomes strengthening your financial foundation so you have more flexibility next time.
4. Consider the alternatives.
Skip both options and pursue a higher‑paying full‑time role you’re more excited about.
Or explore doing both roles if the contract work can be done outside your primary job’s hours or negotiated into part‑time.
Hope this was helpful, especially if you are facing this situation.
Great question. I loved strategizing on this.
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