Eight questions. Be specific.

No scoring gimmick, no gate on the results. Answer whichever ones apply, in your own words. When you're done, get a summary you can email me directly, and I'll tell you plainly whether a part-time Chief of Staff would pay for itself here, or whether it wouldn't.

Time & missed opportunity

Where the hours are actually going

Rate how often it shows up, then add specifics if you've got them.

In a typical week, how many hours go to work that only you could approve, but didn't actually need you?

Rarely A few hours Most days Constantly

What's a deal, hire, or decision you delayed longer than you wanted to, simply because you couldn't get to it?

Hasn't happened Once or twice It's a pattern

How often does something fall through the cracks because it lived only in your inbox or your head?

Almost never Monthly Weekly I've stopped counting

If you got ten hours back this week, no strings attached, what's the first revenue-generating thing you'd do with them?

Where the money's going

What's quietly bleeding

These are usually easier to name than to say out loud in a board meeting. Say them here instead.

Is there a process, tool, or vendor contract right now that you're pretty sure is a waste, but nobody's had the bandwidth to kill it?

Don't think so One comes to mind I could list several

What's a project your team keeps maintaining by hand that a decent system, or a script, could do in an afternoon?

When was the last time you found out about a cost overrun, missed renewal, or duplicate spend only after it already happened?

Can't recall one This year This quarter This month

If you had to bet, how much of your operating budget is going to something that used to matter but doesn't anymore?

Name

Company (optional)

This builds a plain-text summary on your own screen. Nothing is sent anywhere until you choose to email it.

Your summary

Or open it as an email to Frank directly (works best for shorter answers).

A Proposal, Not a Pitch · frank@maysoft.com