The Black Oak Podcast

The Perfect Game Retirement podcast covers retirement planning, investment fundamentals, tax considerations, Social Security decisions, and the behavioral side of managing money. Hosted by Ryan Ledden, each episode is built around education first, helping you understand your options so you can make more informed decisions.

More Episodes

Ron's Story: He Planned to Retire at 67. Then He Lost His Job at 64.

09/10/2026

Today, Ryan walks through a potential retirement story in chapters. As each new detail comes in, he’ll react to it the way a financial advisor would in a real-time meeting. Ron's 64, figured a lot of this out on his...

Ron's Story: He Planned to Retire at 67. Then He Lost His Job at 64.

My Parents Are Gifting Us Money. What Should We Do With It?

09/03/2026

Receiving a financial gift from your parents can create a great opportunity, but also plenty of questions about what to do next. Ryan walks through several ways families might use gifted money and explains why the intentions of the person...

My Parents Are Gifting Us Money. What Should We Do With It?

Holding Serve: Tennis Lessons for Your Money

08/27/2026

The 146th US Open tennis tournament gets underway at the end of August, so Ryan figured it was a good excuse to see what tennis can teach us about financial planning. Turns out, more than you'd think. Every great tennis...

Holding Serve: Tennis Lessons for Your Money

Keep It or Toss It? A Financial Document Checklist

08/20/2026

Somewhere in a drawer, a filing cabinet, or a shoebox in the closet, most of us are holding onto financial paperwork we don't actually need. And we’re probably missing a few things we do need. Ryan sorts out what stays,...

Keep It or Toss It? A Financial Document Checklist

Let’s Meet.

We’re educators first. Coaches second. And Advisors third. In that order. Let’s answer your questions first and figure out where to go from there.