A free reflection · 20 minutes · pen & paper
Two short Health Checks for small business owners. No score-chasing. No marketing polish. Just the questions you'd ask yourself if you had an afternoon to think honestly about how this thing actually runs.
Pick the one that sounds like you
Both Health Checks are free. No email capture, no "drip." Take whichever one is loudest right now, or both if you're somewhere in between. Then, if you want to work on your answers, get in touch.
Twelve questions about how your business actually runs day-to-day: what's in your head versus what's in a system, and where the friction is hiding.
If you've thought any of these: "I'm the bottleneck." · "Nothing happens unless I'm the one doing it." · "I haven't taken a real vacation in three years." · "I know we're profitable, but I couldn't tell you why."
Twelve questions for owners thinking about what's next: selling, stepping back, handing off, or building something that doesn't depend on you being there every day.
If you've thought any of these: "I'd like to sell this in 5 years." · "What happens to this business if I step back?" · "Could I actually walk away?" · "I don't know what this is worth."
What's actually in it
These aren't lead magnets dressed up to feel useful. They're the same kinds of questions I'd ask in a real first conversation.
12
Honest business questions. A mix of 1–5 scaled questions and short open prompts. Designed to surface what's actually true, not what looks good on paper.
3
Sections that build a picture. Each Health Check moves from "what's in your day" to "what's in your numbers" to "what do you actually want." The third section is usually the most important.
0
Gate-keeping or sales pitch. There's a "reading your answers" page at the end, not a score. If your answers point to operations work, I'll say so. If they point to a broker, an attorney, or a bookkeeper, I'll say that too.
Why I built these
Most of the small business owners I work with don't need to be sold on the idea that something's off. They already know. What they need is a clean, low-stakes way to put words to it, before any conversation about hiring help.
So that's what these are. They're the questions I'd ask in a first call, written down so you can sit with them on a Sunday morning instead. If something comes up while you're working through it, write me. You won't get an autoresponder.
— Marika Olson
