Retire With Freedom: Featuring Freedom Financial Group's Toni, Tyler & Tad Hill

Markets get choppy, headlines get loud, and investors get nervous. In this episode, Tad, Toni, and Tyler uncover the questions every retiree should be asking when volatility hits. Are you taking the right type and amount of risk? What if the market crashes or takes off tomorrow? And most importantly, do you have someone who’s helping you navigate it all, or are you stuck steering the retirement ship solo?

With their signature mix of...

In this Getting To Know Us segment, Tad and Tyler dive fork-first into a very important topic: foods we used to hate... but now love. We take a break to dish on olives, zebra cakes, goat cheese, and questionable Parisian meals. Spoiler: someone may have fake-declared a food allergy just to survive a five-course dinner in the Eiffel Tower. No judgment.

We also talk about adventurous eating abroad, picky siblings who live on mac and c...

There’s a hard truth in retirement planning. At some point, one spouse will be left to manage the finances alone. And for many families, that reality is both emotional and financially complex. In this episode, Tad and Tyler tackle what happens after a spouse passes away, from lost income and pension benefits to taxes, estate decisions, and legacy conversations most people put off far too long. 

Here’s what we discuss in today’s show...

Retirement planning doesn’t come with a do-over button, and the most dangerous mistakes are often the ones you don’t even realize you’re making. In this episode, Tad and Tyler reveal the most common retirement planning missteps they’ve seen over the years and explain how to avoid falling into those traps.

From ignoring the future tax implications of your savings to focusing too much on returns and not enough on income, these pitfall...

Retirement isn’t just about spreadsheets and savings, it’s about the life you’re working so hard to enjoy. In this special “Getting to Know You” episode, Tad, Toni, and Tyler take a lighthearted detour from financial talk to share their favorite vacation memories, including Thanksgiving in New York, family trips through Europe, and a honeymoon adventure in Thailand (yes, complete with elephants).

These stories are a good reminder th...

It’s a question many families quietly worry about but often avoid discussing: What happens if the spouse who handles the finances passes away first? For many couples, especially those where one partner has taken the lead on money matters, the answer isn’t clear. Tad, Tyler, and Toni explore how that uncertainty can create stress within a family and how to avoid financial mistakes during an already emotional time.

In this episode, we...

Most people think retirement planning is all about their investments. But what if focusing only on your portfolio is actually one of the biggest mistakes you can make? In this episode, Tad, Toni, and Tyler uncover the most common retirement pitfalls that trip people up: from outliving your money to unexpected healthcare costs, rising taxes, inflation, and more.

You’ll hear why even a well-balanced investment portfolio can fall short...

You’ve heard all the reasons why you should call a financial advisor, but what about the reasons you shouldn’t? In this tongue-in-cheek episode, Tad, Toni, and Tyler run through seven hilariously bad reasons to skip working with a professional. From “I’ve mastered internet research” to “I want to work until I die,” the trio uses humor to highlight some of the most common (and dangerous) mindsets that keep people from getting help w...

Tyler and Toni ditch the spreadsheets and share a personal, lighthearted conversation about what they wanted to be growing up.  Turns out, the path to financial planning wasn’t a straight one—but you’ll hear the common threads: a love for helping people, dishing out thoughtful advice, and being the kind of friend who’s always there when you need a listening ear. 

Join us for a relaxed, off-the-cuff chat that comes with a few surpris...

Do your kids know what to do with an inheritance or will the IRS take the lead? Have you planned for what your spouse’s income will look like after you’re gone? Retirement planning doesn’t stop with your personal goals, it extends to the people you love. In this episode, Tyler and Toni explore how retirement decisions affect your spouse, your kids, and the legacy you leave behind. They break down why filing status changes can lead ...

Retirement planning isn’t just about growing your nest egg, it’s about making your money last as long as you do. In this episode, Tyler and Toni break down some of the most common mistakes people make heading into retirement and how to avoid them. From starting Social Security too early to focusing too much on returns instead of income, they walk through what really matters when the paycheck stops.

You’ll also hear why rules of thum...

What do Billy Bob Thornton and Pocahontas have to do with retirement? This week, we're pressing pause on our usual financial discussion to explore a more lighthearted and personal topic. Join Tad and his daughter Tyler in a humorous debate as they answer the question: Which movie character are you most similar to? 

From Tad’s (debatable) comparison to the “tough-as-nails” Landman character, to Tyler’s honest and hilarious take ...

One of the top questions people have about retirement is how much do you need to have saved? When coming up with a number, are you actually on track for retirement or just comparing your savings to others? Today we’re going to tackle this question by breaking down retirement savings, income strategies, and how to avoid common financial mistakes. 

With the pressures of societal expectations and conventional wisdom, it can be easy to ...

Is retirement harder now than it was 40 years ago? Many people approaching retirement are finding that today’s financial landscape is more complex and uncertain than ever. In this episode, we’re going to highlight the key challenges retirees face today—and how to overcome them with smart financial planning. 

From the decline of pensions to market volatility, rising healthcare costs, and Social Security concerns, retirement planning ...

What do Arnold Schwarzenegger and retirement planning have in common? More than you think! 💪 In this episode,we break down two of Arnold’s most famous quotes and how they relate to building a preserved and confident retirement plan.

Many people feel uncertain about their retirement timeline, income, and investments, thinking they’re in worse shape than they actually are. Tad and Tyler discuss why having a clear financial plan is es...

In this week’s episode, we’re going to take a delightful detour from the usual retirement planning discussions to explore a fun and personal question: if we could teach anything outside of financial planning, what would it be? This episode is not just about retirement; it’s about passion, accountability, and the joy of sharing knowledge.

The conversation might be about the subjects we would teach, but the underlying themes are about...

As you approach retirement, the importance of making informed financial decisions cannot be overstated. In this episode, we discuss the critical choices that individuals face during this pivotal life stage and the key questions that need to be addressed.  

We’ll cover the conversations we have with clients such as how long one should continue working, strategies for reducing tax burdens, and ensuring a stable income plan. With insig...

Did you know that psychologists have determined that retirement is the 10th most stressful event that you can experience in life? It falls right behind major challenges like losing a spouse, divorce, or even going to jail. But with the right approach, this transition doesn’t have to be overwhelming.

In this episode, we’ll explore practical ways to manage stress in retirement, from financial preparation and goal setting to staying so...

Some things in life are just plain bad and there’s no way to spin it in a positive fashion. But then there are lots of things that do have a bright side if you just have the right perspective. Let’s talk about some matters in the financial world that might initially seem bad but could definitely have a silver lining for you.

For example, owing capital gains taxes might feel like a burden, but it actually means your investments have ...