Cowboys and Cufflinks

Cowboys and Cufflinks Welcome to Cowboys and Cufflinks, the podcast and radio show about Family, Freedom, and Finance.

We cover investing, retirement, taxes, and Social Security with grit, clarity, and real-world strategy to help you live life on your terms.

09/12/2026

For most people, the goal isn’t simply to work their entire lives and eventually retire. It’s to build a financial plan that gives them the freedom to enjoy the life they’ve worked so hard for.

In this clip from Cowboys & Cufflinks, we talk about the difference between earning paychecks and creating the “playchecks” that can help fund the life you actually want to live.

🎙️ Catch the full episode of Cowboys & Cufflinks on YouTube.

https://www.youtube.com/watch?v=PjgX0AcEO3w

09/10/2026

This is what we commonly see when people first walk through our doors and why identifying the problem is the first step toward building a better financial future.

🎙️ Watch the full episode of Cowboys & Cufflinks on YouTube.

https://www.youtube.com/watch?v=PjgX0AcEO3w

Behind every career and business is a story of hard work. 💼Early mornings. Long days. Sacrifices that often go unnoticed...
09/07/2026

Behind every career and business is a story of hard work. 💼

Early mornings. Long days. Sacrifices that often go unnoticed.

This Labor Day, we recognize the people who show up, put in the effort, and keep moving forward for themselves, their families, and their future.

Wishing everyone a safe and enjoyable Labor Day. 👏

09/04/2026

Real financial planning should reflect real life.

That’s the idea behind MYFIT, a framework built around what actually matters. Not just growing money, but understanding how it supports lasting income, family priorities, and long-term decisions.

Because retirement isn’t just about hitting an age. It’s about knowing what your money is meant to do when you get there.💡

Comment 'CALL' and let's start the conversation.

09/03/2026

Think you’re diversified just because you own the S&P 500? You might want to look a little closer.

A surprisingly large portion of the index is concentrated in just a handful of companies. That means investors may be taking on more concentration risk than they realize.

Jeff Mathies breaks down one of the biggest dysfunctions he sees in investing today and why understanding what you own matters.

09/02/2026

Caleb Moore’s purpose has always been simple: to serve others.

Coming from a long line of public servants, Caleb grew up surrounded by people who believed in putting others before themselves. That example shaped who he is today and made service more than something he does, it became a defining part of how he approaches life.

Whether it’s his family, his community, or the people he works with, Caleb’s overarching purpose remains the same: use his time, talents, and experience to make a meaningful difference in the lives of others.

08/31/2026

The financial landscape is always changing.

Policies evolve. Tax rules change. New ideas become new realities.

🔍 That's why understanding the rules can be just as important as understanding your investments.

If you'd like to have a conversation about how today's environment could impact your financial plan, give our team a call at 719-434-3939.

The countdown is almost over... 🏈Preseason is wrapping up, the jerseys are coming out, the hype is building, and Sundays...
08/28/2026

The countdown is almost over... 🏈

Preseason is wrapping up, the jerseys are coming out, the hype is building, and Sundays are about to get a lot more orange around Colorado. We know the Mathies family is ready to yell for the Broncos. 🧡💙

Who is is ready is ready for football season?

08/26/2026

Nobody likes surprises when it comes to taxes. 😨

The challenge is that many people spend decades building retirement savings without thinking much about how they'll eventually access those dollars.

More options today can mean more flexibility later.

If you'd like to learn more about strategies that may help create greater tax flexibility in retirement, let's talk.

👉 Comment 'DISCOVER' below and we'll send you the link.

Address

2139 Chuckwagon Road, Suite 200
Colorado Springs, CO
80919

Opening Hours

Monday 9am - 4pm
Tuesday 9am - 4pm
Wednesday 9am - 4pm
Thursday 9am - 4pm
Friday 9am - 12pm

Telephone

+17194343939

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