Uncategorized

What I Learned in My First Month as a Financial Coach

What I Learned in My First Month as a Financial Coach

Starting something new has a way of teaching you things you didn’t know you needed to learn.

I went into month one with a clear framework, a plan, and a lot of conviction. What I came out with was something more useful: a much sharper picture of what actually matters when you’re building a financial coaching practice from scratch — and what doesn’t.

Here’s what I’d do differently.


Conversations Come Before Everything Else

The first thing I’d tell anyone starting out is this: no asset, no matter how polished, replaces a real conversation.

It’s easy to spend time building — refining the brand, perfecting the website, getting the documents right. That work has value. But in the early days, the thing that actually moves a practice forward is talking to people. Not pitching them, not presenting to them — just genuinely asking what’s going on in their financial lives and listening to what they say.

If I’d spent more of month one in conversations and less time building things that were already good enough, I’d have learned faster what resonates, who I actually help best, and where I can add the most value.


Lead With Curiosity, Not Information

When someone reaches out about financial help, the instinct is to tell them what you do. What you offer. What it costs.

That’s the wrong move.

What I’ve learned is that the right first response is almost always a question. People who are asking about financial coaching are usually trying to figure out if they can be understood — not if they can be impressed. The moment you make it about them instead of your services, the entire dynamic shifts.

“What’s going on?” is more powerful than any explanation of your framework.


Your Network Will Surprise You

I underestimated how many people I actually know — and more importantly, how genuinely interested most of them are in what you’re building.

There’s a fear of coming across as salesy or self-promotional that can keep you quieter than you should be. But sharing what you’re working on honestly and specifically — who you help, what problem you solve, why you care about it — isn’t a pitch. It’s just a conversation. Most people in your network will want to know. Some will know exactly the right person to introduce you to.

The ones who matter most aren’t always the ones you’d expect.


One Good Client Teaches You More Than Any Course

There’s no substitute for the real thing. Sitting across from someone — working through their actual numbers, their actual goals, their actual fears — sharpens your thinking in ways that nothing else does.

Month one taught me that the work itself is the best teacher. Every session reveals something: a question you hadn’t thought to ask, a pattern you hadn’t noticed, a place where the framework clicks in a way you didn’t anticipate.

Start with whoever’s in front of you. Do excellent work. The rest compounds from there.


What I’m Carrying Into Month Two

More outreach. More coffee. More genuine conversations with people who might benefit — or who know someone who might.

Less time waiting until things are perfect. They already are.

If you’ve been thinking about getting a real financial plan in place — not a budget that falls apart, but an actual structure built around your life and your goals — I’d love to talk.

Book a free intro call here — no pressure, just a conversation.

Disclaimer: This content is for informational and educational purposes only and does not constitute personalized investment advice, a solicitation, or a recommendation to buy or sell any security. All investing involves risk, including the potential loss of principal. Past performance is not indicative of future results. The Shield Finance LLC is a registered investment adviser in the State of Indiana. Please consult a qualified financial professional before making any investment decisions.

Like this:

RS
Ryan Skaggs — Founder, The Shield Finance
IUPD Officer since 2011 · MS Finance, Kelley School of Business (2025). Ryan coaches first responders and their families on building financial clarity and long-term security. The Shield Finance is a Registered Investment Adviser in the State of Indiana. Registration does not imply a certain level of skill or training. This site is for informational purposes only and does not constitute investment advice. Financial coaching services are available as a separate educational offering.
Keep Reading

More from The Shield Finance

Take the Next Step

Ready to put this into action?

Book a free 30-minute discovery call. We'll talk through your situation and see if the SHIELD program is the right fit.

The Shield Finance is a Registered Investment Adviser in the State of Indiana. Registration does not imply a certain level of skill or training. This site is for informational purposes only and does not constitute investment advice. Financial coaching services are available as a separate educational offering.

Discover more from The Shield Finance

Subscribe now to keep reading and get access to the full archive.

Continue reading