The Career Break Decision Diagnostic

1
TotalScoreScoring for paralysis, contemplation, optimization
2
This brief assessment is designed to help you understand how ready you are to take a career break - and where the biggest risks or unknowns lie.

This assessment takes just 5-7 minutes to complete and will begin to identify priorities, concerns and constraints. Results are discussed during a complementary strategy session.
3
NamePlease enter your name
First Name
Last Name
4
EmailPlease enter your email to receive results
example@example.com
5
Which best describes how you feel right now?
I daydream about taking a break but haven’t taken steps
I’ve thought about scenarios but haven’t gotten very far
I could leave if I had to, but haven’t decided to yet
I’ve already negotiated time off
I’m content but questioning what’s next
6
When you think about stepping away, what stops you first?
I don't know where to begin
Money
Health insurance/benefits
Fear of damaging my career
Family impact
Loss of momentum or status
I'm unsure what the break would be
Nothing specific, just the unknown
7
If your income stopped tomorrow, how long could you maintain your current lifestyle?
Less than 3 months
3–6 months
6–12 months
1–3 years
+3 years
8
Have you modeled a break financially?
No, it feels too overwhelming
I've thought about it a little
I've run rough numbers
I've stress-tested scenarios already
9
Which feels most true?
The math might work, but it still feels scary
The math probably doesn’t work yet
The math works — I just don’t trust worry about other factors
I haven’t looked at the math at all
I’m financially confident
10
What worries you the most about re-entry after a possible break?
Explaining the gap
Compensation reduction
Loss of seniority
Ageism
Failure to find a comparable role
Nothing, I'm confident I can pivot
11
If you took 6-12 months off, what feels most accurate?
I’d return to the same role
I’d want a lighter version of my current role
I'd want to change industries completely
I don't know what I'd want
I wouldn't go back
12
If nothing changes in 3 years, how do you feel?
Relieved — stability matters
Neutral — life is fine
Slightly disappointed
Regretful
Deeply uneasy about wasting time
13
What statement resonates most?
I'm happy, but bored
I'm good, but restless
I feel adrift
I'm overwhelmed
I'm planning something concrete
14
What feels the least clear right now?
Family alignment
A financial plan
A career re-entry game strategy
What I would actually do during a break
Whether this is even the right move
15
How close do you feel to making a real decision about a career break?
I'm thinking about it but not close
I'm actively trying to decide now
It's more of a "someday" idea
16
Based on your answers, it's common to find a few areas that need to be worked through before making an informed decision. Would you find it helpful to walk through your specific situation in a structured strategy session?
Yes - I'd like to schedule one
Maybe - I'd like to learn more first
Not right now
Should be Empty: