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Coaching → Planning → Investment Management: Planning Your Money for the Long Term

Coaching → Planning → Investment Management: Planning Your Money for the Long Term

There’s a path to getting your financial life right — and it isn’t the same for everyone, and it doesn’t start in the same place for everyone. But it follows the same progression: get the foundation built, get the plan in place, then put the money to work.

That’s how The Shield Finance is structured. Coaching first, then financial planning, then investment management. Each stage builds on the last, and not everyone needs to start at the beginning. But understanding how it works — and why it’s set up this way — is worth a few minutes before we ever get on a call.

What the Process Actually Looks Like

Working with The Shield Finance happens in stages, and it’s worth understanding why.

The first stage is onboarding and coaching. This is where we do the foundational work — understanding where you are right now, what your income actually looks like, what your debt picture is, how your pension and department benefits fit into your overall situation. For most officers, this is the first time anyone has walked them through their finances with the specific context of a law enforcement career in mind.

The coaching phase builds on that foundation. The goal is to get you to a place where your finances are stable, your habits are solid, and your accounts are growing. True financial planning — investment advice, portfolio management, the full picture — requires a base to work from. We get there together.

Not Everyone Starts in the Same Place

The coaching platform isn’t the right entry point for everyone — and that’s a good thing.

If you already have a funded emergency fund, investment accounts up and running, and the basic financial infrastructure in place, you don’t need to start at the beginning. You’ll move straight into the broader financial planning relationship — investment advice, retirement strategy, the full picture — without going through the coaching phase first.

The onboarding and coaching process exists for the officer who isn’t there yet. That looks different for everyone. Sometimes it’s debt, inconsistent income management, or no emergency fund. Sometimes it’s none of those things — the money is there, it’s just never been organized. No structure, no plan, no clear picture of where it’s going. That’s just as common, and just as fixable. Either way, we have work to do before financial planning and investment management are the right conversation.

The initial call is how we figure out where you fall. It takes about 30 minutes and costs nothing.

Why the Onboarding Fee Exists

I’ll be honest: I could have structured this differently. But I didn’t, and it wasn’t an accident.

It creates skin in the game. I’ve seen what happens when people enter a financial coaching relationship without any real commitment. The first session goes well. The second gets rescheduled. The homework doesn’t get done. The process that was supposed to change their financial trajectory becomes another thing that didn’t quite happen. The onboarding fee changes that dynamic. When you’ve put something in, you show up. You do the work. You actually engage with the process — which is exactly when it starts working.

This isn’t a cynical observation. It’s what the research on behavior change consistently shows, and it’s what I’ve seen play out in practice. Engagement in the early stages is everything. The foundation we build in those first weeks determines how the rest of the process goes.

It reflects the actual time commitment on my end. Onboarding is the most intensive phase of the work — for both of us. I’m building a detailed picture of your financial life from the ground up: income variability, pension structure, overtime patterns, debt load, insurance gaps, retirement timeline. For law enforcement specifically, this takes time to do right. The onboarding fee covers that work honestly, rather than burying it somewhere else.

What You’re Working Toward

The ongoing coaching relationship exists to get you ready — financially and behaviorally — for the next stage. True financial planning, including investment advice, requires assets to work with. It requires financial habits that are already in place. It requires a client who understands their own numbers well enough to make informed decisions.

We build that together, intentionally, before moving into investment management. The onboarding phase isn’t a hurdle before the real work. It is the real work.

The Bottom Line

If you’re reading this, you’re probably already thinking seriously about your financial situation. That’s the right instinct. The onboarding fee is designed to match that seriousness — to make sure that when we start this process, we both show up ready to see it through.

If you have questions about how it works or want to talk through whether this is the right fit for where you are right now, reach out. That conversation is always free.

— Ryan

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.

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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.
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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.

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