Adventures in Wealth Management

Adventures in Wealth Management

By: Thomas Kavanagh

Language: en

Categories: Business, Investing, Management

Examining the ideas, techniques, and tools of wealth management to help you on your personal finance journey. Interviews with experts and exploring finance topics from different angles.

Episodes

Ross Mayfield joins to talk 2026 and how what the first 5 trading days can mean for the rest of the year.
Jan 08, 2026

Ross Mayfield joins to talk 2026. 

Duration: 00:09:58
1-2-3 Podcast - A 'moderate' Millionaire is still a millionaire... what happens when you need to take $ out of IRA, Rotation in the mkt?!
Dec 18, 2025

123 Pod with TJ Kavanagh and Charles Fry.

1. Personal Finance Topic - What happens when you have to start taking money out of a 401k.

2. Markets - are we seeing a rotation?

3. 2026 Outlooks 

RMD Article 

https://www.bairdwealth.com/insights/wealth-management-perspectives/2021/09/make-the-most-of-your-rmds/ 

WSJ - Article 

https://www.wsj.com/lifestyle/careers/401-k-s-mint-moderate-millionaires-f662d75a?gaa_at=eafs&gaa_n=AWEtsqcTZ-mxS454icIAJS87UhKwPSxxiCm81foXwVPpiia_M59RA4jgei87Y6CwzQE%3D&gaa_ts=69444cc4&gaa_sig=Amle1EL-2l-fas-9nnhddBGNyIvoPofqzn1E-uXpzOHyQDwb0qf7aQVT_g1lkzqiNXdYDjj4kHW9DD-qyyjOZQ%3D%3D Duration: 00:14:58

1-2-3 Roths are coming up in convos, Investing at all time highs, cycle of bull markets
Oct 14, 2025

Tj and Charles dig into Roths, the current market and investing at all time highs. 

Duration: 00:13:19
What is up with the Big Beautiful Bill?
Aug 28, 2025

 

Over the last few weeks we have been getting questions on the new bill. Go through 6 areas we are focusing on. 

 

 Donor Advised Funds.pdf

 

https://www.youtube.com/watch?v=7HwDaM-wsHk

Duration: 00:06:39
Stats around having a financial plan (vs not), how to be bullish, Investing at all time highs
Jul 14, 2025

Charles and TJ dig into

The % benefits of having a financial plan.

What keeps us motivated in the market.

Investing at all time highs. 

Duration: 00:03:45
How I invest my money, Social Security fears increasing and market vol.
Apr 03, 2025

1-2-3 Podcast

Social Security Fears Market Volatility  Individual Investors and shorter investment time frames. 

Duration: 00:12:34
Mkt volatility from the beach and don't let the media ruin your 401k
Mar 26, 2025

Duration: 00:19:54
We talk with Ross Mayfield about Donor Advised Funds, Mkt trends and seasonality, attention and investing
Feb 26, 2025

Tj and Charles have Ross Mayfield in the room chatting about.

 

Donor Advised Funds. Market Seasonality The attention span of investors and the social media onslaught 

Duration: 00:13:28
What Jerry Jones taught us about financial planning, January Barometer, why it's hard to figure out when to invest cash.
Jan 15, 2025

On this episode, TJ and Charles tackle the age-old question for wealth management: when's the right time to deploy that sidelined cash? 

On the market side they also break down the January barometer—because, sure, let's predict the market based on one month of vibes—and what it could mean for the rest of the year.

To wrap it up on the lighter side, they dig into Jerry Jones's unexpected cameo on Landman, where he waxes poetic about family, business, and, life. Markets, metrics, and a little bit of melodrama—it's all here

Duration: 00:15:27
$500k = happiness? , if you're on the financial extremes you might need a financial plan (yolo vs fire) and trends going into and post election.
Dec 12, 2024

Tj and Charles dig into 3 topics.

Morgan Housel on the Huberman pod talking about personal finance.  https://open.spotify.com/episode/5in0bWIi05XzEwhdyLbrTe?si=5f07340d77f74fa4 Trends in the market going into and post election. https://nypost.com/2024/11/27/lifestyle/gen-z-has-an-inflated-sense-of-what-salary-they-should-make-for-success-study-reveals/ 

Duration: 00:17:28
Mkts up ~30% ... what's next?, Planning thoughts for 2025 Taxes, Trends into elections
Nov 21, 2024

TJ and Charles dig into 

 

Baird 2025 Planning Guide https://www.bairdwealth.com/insights/wealth-management-perspectives/2024/11/your-planning-guide-to-2025-taxes/ Stocks ups 30% https://awealthofcommonsense.com/2024/11/30-up-years-in-the-stock-market/

Duration: 00:20:19
Inherited an IRA…now what? What looking at 29,000+stocks over 100 years teaches you. Getting that first $100,000.
Oct 16, 2024

Personal Finance: What happens with Decedent IRAs 

Mkts: ASU study that looked at 29,000 stocks over 100 years.

Interesting: Why getting that first $100,000 is important and ways to structure. 

Duration: 00:15:47
Millennials are pulling ahead, staying the course and drawdowns.
Sep 10, 2024

Charles digs into staying the course during market volatility. 

TJ talks about market drawdowns and how millennials are actually ok. 

Duration: 00:18:59
Direct Indexing and Frech Drains, Mkt Update, Seasonality of markets
Aug 15, 2024

Charles and TJ dig into

Personal Finance: Direct Indexing. What is it? Market Updates. Interesting - the seasonality of markets. 

Duration: 00:18:14
What Rodger Federer taught us about investing, some quick budget thoughts post grad, market update
Jun 27, 2024

TJ and Charles dig into

Why you should set up a budget.

Investing at all time highs.

Rodger Federer commencement speech. 

 

https://awealthofcommonsense.com/2024/06/roger-federer-vs-the-stock-market/

 

 

Duration: 00:17:22
What to expect from Financial Plan, Don't overthink a bull mkt, Joys of compoudning
Jun 10, 2024

Dig into

Why you don't need to be 50+ years old to have a financial plan. Not overthinking a bull mkt. Joys of compouding. 

Duration: 00:21:35
What happens when you inherit an IRA? The Economy isn't the Stock Market. Where people get their financial advice from matters!
May 23, 2024

The guys dig into

What happens when you inherit an IRA. Why the economy isn't always the same as the stock market. Where people get their money advice from. 

Duration: 00:15:50
What Americans think they need to retire, seasonality of the markets, why Charles likes to look at charts
Apr 26, 2024

Digging into 

What American's think they need to retire

https://www.wsj.com/personal-finance/retirement/retirement-savings-needed-increased-2024-9f7c01e0

Seasonality of the market

What Charles  looks for in Trends and Charts

Duration: 00:20:18
Tax refunds and bills, what has happened when the mkt is up 27% in 5 months, don't forget about your yielding CDs!
Apr 04, 2024

Tj and Charles have been on the road and dive into 3 main areas.

Thinking about your tax return. What has happened when the mkt was up 27% in 5 months.

How High-Yield CDs Turn Into 0.05% CDs While You're Not Looking

 

https://www.wsj.com/personal-finance/high-yield-certificate-deposit-lower-rates-f926545d

Duration: 00:08:51
Roth account basics, is the market narrow?, why is there so much hate for 401ks?
Mar 11, 2024

Tj and Charles dig into Roth accounts, views on the market and historical returns, and the media backlash vs 401ks.

https://rwbaird.sharepoint.com/sites/BairdWeb-PWM-RetirementPlanning/Documents/Forms/AllItems.aspx?id=%2Fsites%2FBairdWeb%2DPWM%2DRetirementPlanning%2FDocuments%2FRoth%20IRAs%2FRoth%20IRA%20Overview%20%2D%202024%2Epdf&parent=%2Fsites%2FBairdWeb%2DPWM%2DRetirementPlanning%2FDocuments%2FRoth%20IRAs

https://www.wsj.com/finance/investing/is-your-401-k-destroying-capitalism-87ccb9ce

 

Duration: 00:17:56
Some Required Minimum Distribution thoughts, bull/bear for the mkt, still time to be the Big Dog
Feb 21, 2024

Make the Most of Your Required Minimum Distributions - https://www.bairdwealth.com/insights/wealth-management-perspectives/2021/09/make-the-most-of-your-rmds/  Thoughts on the market It's not too late to start. The story of a Texas Oil Driller who started in his 40's https://www.linkedin.com/feed/update/urn:li:activity:7163586908390944769/

Duration: 00:20:43
Basics of estate planning, investing in the market at all time highs, Roaring Kitty.
Jan 31, 2024

TJ and Charles dive into

1. Basics of Estate Planning - 

https://www.bairdwealth.com/insights/wealth-management-perspectives/2022/08/the-basic-elements-of-estate-planning/

2. Investing in the market at all time highs

3. What the movie "dumb money" taught us about Roaring Kitty and getting people excited about investing. 

Duration: 00:15:12
Watch out for scams, mkt set up into 2024, how often do you have back to back up years?
Jan 17, 2024

https://awealthofcommonsense.com/2024/01/what-comes-after-a-good-year-in-the-stock-market/

Duration: 00:14:58
The Best of Epi for 2023! Best Article, best data point, best piece of content and best worst take
Jan 05, 2024

The wrap up episode to 2023

Best article - Trouble Ahead For The U.S. Unless We Reduce Healthcare Costs

https://www.linkedin.com/pulse/trouble-ahead-us-unless-we-reduce-healthcare-costs-bryan-r-lawrence-f3qfe%3FtrackingId=qgAbjH%252B8GqLgwY8eaYXBFA%253D%253D/?trackingId=qgAbjH%2B8GqLgwY8eaYXBFA%3D%3D

 

Duration: 00:17:47
7th best month for the S&P 500 in the last thirty years…now what?, non-qualified deferred comp, RIP budgeting apps (long live budgets).
Dec 12, 2023

The pod digs into

Non-Qualified deferred comp Thoughts on the market post an all timer in Nov. Money Saving apps are shutting down. 

 

https://www.wsj.com/personal-finance/theres-a-reason-a-killer-money-saving-appstill-doesntexist-24558f8c

Duration: 00:19:12
Year end tax loss harvesting, market takes and watch out for state estate taxes!
Dec 01, 2023

Epi 21

Tax Loss Harvesting ideas 

Digging into the recent market moves

WSJ Article on the state estate and inheritance tax that is catching people by surprise!

 

https://www.wsj.com/personal-finance/the-estate-taxes-catching-americans-by-surprise-488e08a9

Duration: 00:12:38
The Kav Rule (2x your age) - what people in retirement wish they had done, Market Sell Offs >10%, Can the US reduce HC Costs?
Nov 08, 2023

Personal: Tj dives into stats around what people who are actually retired wished they would have done + digs into the Kav Rule (2x your age outside a year).

Mkt: Charles digs into market sell offs.

Interesting: Looking at a report that highlights the cost of healthcare in the US and how we can potentially slow the increases. 

 

https://www.linkedin.com/pulse/trouble-ahead-us-unless-we-reduce-healthcare-costs-bryan-r-lawrence-f3qfe%3FtrackingId=HqV8w3g9STO3kwXOHrBxHg%253D%253D/?trackingId=HqV8w3g9STO3kwXOHrBxHg%3D%3D

Duration: 00:20:07
Direct Indexing, How often does the market selloff > 1%, Millennials finally get some good press.
Oct 11, 2023

What a week.

Charles talks direct indexing.

TJ looks at market sells off greater than 1%.

Millennials finally get some good press around retirement savings.

 

https://www.wsj.com/personal-finance/retirement/millennials-on-better-track-for-retirement-than-boomers-and-gen-x-1aebf00

 

 

 

Disclosure - Past performance is not indicative of future results, and it is not possible to invest directly in an index. All investments carry a level of risk, including loss of principal. Direct indexing will result in performance that deviates from the index and may not be appropriate for all...

Duration: 00:14:43
Talking finances with your spouse, target date funds, Coach Prime and 10 days in the rain.
Sep 20, 2023

Episode 18

Show Notes

Personal Finance: TJ and Charles dig into the WSJ article on Personal Finance dates and getting everyone on the same page.

Markets: Charles and TJ discuss the pros and cons of target date funds.

Interesting: A takeaway from a Joe Rogan story after spending 10 days in an Alaskan rainstorm.

 

 https://www.wsj.com/personal-finance/when-date-night-gets-between-the-spreadsheets-22902d67?mod=personal-finance_lead_pos1

Duration: 00:19:25
1-2-3 Epi 17 - Post Burning Man catch up on key figures for 23 taxes, market seasonality in September, the story of a gas station employee who was worth $8mn
Sep 11, 2023

Tj and Charles dig into a number of topics. 

 

Charles digs into adjustments made for 2023 tax year. https://www.bairdwealth.com/insights/wealth-management-perspectives/2022/11/ratcheting-up-inflation-adjustments-to-your-2023-taxes/ Tj digs into the seasonality of the markets in September. The story of Ronald Reed 

The Janitor Who Became A Multi-Millionaire by Retirement"

Duration: 00:19:03
1-2-3 Epi 16 - Account Diversification, State of the Consumer, $70 Trillion Wealth Transfer!
Aug 28, 2023

Tax Diversification in setting up your investments for long range planning State of the Consumer  $70 tn Wealth Transfer

https://awealthofcommonsense.com/2023/08/the-70-trillion-wealth-transfer/#:~:text=It's%20morbid%20to%20think%20about,%2412%20trillion%20going%20to%20charity).

Duration: 00:20:35
49.5% of the US has no retirement savings?, interest rate debate, what magazine covers can tell you about the sentiment in the market.
Aug 22, 2023

Episode 15

Personal Finance: WSJ article looking at what it's like to retire with $5mn - https://www.wsj.com/articles/heres-what-a-5-million-retirement-looks-like-in-america-1abc76d9 Market: Interest rate discussion on the back of Bill Ackman's CNBC interview. https://www.cnbc.com/2023/08/03/billionaire-investor-bill-ackman-says-hes-shorting-30-year-treasury-bills.html Interesting: Charles digs into magazine covers.

Duration: 00:19:43
We have the receipts (for HSA), house fire story, what type of rally is this?, the changing landscape of home finances.
Jul 25, 2023

 

We have the receipts (for HSA), house fire story, what type of rally is this?, the changing landscape of home finances.

Charles and TJ dig into several topics

1.   Personal Finance: Important reminders about limits and characteristics.

2.   Markets: What type of rally do we have here.

3.   Interesting: whose name goes first when filing the taxes.

Duration: 00:19:52
123 - Interest rate epi - interest rates and timing, factors that could keep rates higher, % people think they need for retirement
Jun 30, 2023

Episode 13 

TJ digs into historical returns for equities, bonds and cash.

Charles breaks down some demographic and other trends that are shaping how he thinks about interest rates.

Interesting topic is how much people think they need for retirement.

Links

Timing interest rates: https://awealthofcommonsense.com/2023/03/market-  timing-interest-rates/

Survey - https://www.im.natixis.com/us/resources/2023-individual-investor-survey-full-report

Yougov survey - Rumble in the jungle: what animals would win in a fight? | YouGov

 

Duration: 00:15:19
123 - Insurance chat, Coastal mindset vs middle America, How much money people need to feel wealthy/
Jun 21, 2023

Episode 12: Charles digs into Life Insurance. TJ and Charles talk about the different mindsets of coastal investors vs those in the middle of the country and how those affect investing ideas. The team ends with a discussion on the difference between being wealth and being rich.

 

 

Duration: 00:16:57
123 - Epi 11 - Social Security as an asset, debt ceiling postmortem, how to be like Buffet BUT faster?!
Jun 12, 2023

Personal Finance  - TJ digs into how to think about social security as more than just an income stream. 

Markets: Charles looks at the markets post debt ceiling and how they tend to work after the first 100 trading days.

Interesting: The story of when Bryan Lawrence asked Warren Buffet " "How do we get to be like you but faster....the average stock goes up and down by 80% in a year. And that's an enormous advantage if you actually take the time to understand the underlying business because the stock price is not reflecting underlying value if...

Duration: 00:13:11
123 – Epi 10 – What to do with cash, stock market concentration, Ferrari GTO 250 from 1960's
May 16, 2023

 

Personal Finance: Charles digs into what he is thinking about cash here.

 

Markets: Tj digs into top 10 stocks in the S&P.

 

Interesting: The story from Nick Sleep on understanding value and buying a Ferrari GTO in 1960s for 750…worth ~$52mn today.

 

Links:

In the Markets Now: Stock Market Concentration (5/2023)

Duration: 00:14:54
123 – Epi 9 – Creating millionaires, international vs domestic investing and volatile markets
May 01, 2023

This week Charles Fry and TJ Kavanagh dig into 3 topics.

Bill Ackman was recently on 20 minute VC and discussed an idea about how to help fix inequality in the US. Bill's plan included giving every baby born in the US a certain amount of money that they couldn't touch for 65 years but would be invested. Charles spends some time digging into home bias and why he what is standing out to him in the international space. TJ digs into the increasing draw downs in the stock market over the last few years.

 

Links: Duration: 00:13:05

123 - Epi 8 - 529 into a Roth, the bad mood in the streets, your relationship with money
Apr 21, 2023

Episode 8 - TJ and Charles talk about an idea to fund a roth with proceeds from a 529 account, look at all the bearish indicators in the market (e-mini short, stocks vs bonds and ideas of SPX predications for year end) and end with some thoughts on the "having a health relationship with money" article. 

Links:

https://wggtb.substack.com/p/having-a-healthy-relationship-with 

 

Duration: 00:16:50
123 - Epi 7 - VATs, Silent Crisis of Retirement, Pros and Cons of Financial Shock!
Mar 31, 2023

Epi 7 - Tj and Charles discuss VATs, the silent crisis that is Retirment in the US and pros and cons of a financial shock. 

Show Notes

0:01:06: VAT

0:06:44: "silent crisis" when it comes to retirement 

0:09:00: pros and cons of financial shock

 

Link 

Ross' note - In the Markets Now: Pros and Cons of a Bank Crisis (3/2023, Client-Approved)

 

Duration: 00:13:32
123 - Epi 6 - Warren B's 'Secret Sauce', Changing leadership in the market, Rebranding the rainy day (bad market) advice from US Jr Chess Prodigy
Mar 09, 2023

Episode 6: TJ and Charles talk about Warren Buffet's latest annual report, the changing leadership that happens throughout the decade in the stock market and how Josh Waitzkin trained his son to not let external forces like rain effect his mood which seems like a good analogy for stock market and what happens when you try to time the market.

 

Show Notes

 

00:00:15: Warren Buffet digs into stock vs bond holdings over a 30 year period in his 2022 annual report. Section titled "Secret Sauce"

 

00:02:58: Leadership changes in the market over cyc...

Duration: 00:11:12
123 - Epi 5 - The one with Ross Mayfield - Gifting, Earnings and GDP
Feb 27, 2023

My guest today on the 123 Series is Ross Mayfield, Investment Strategy Analyst at Baird.

 

Ross and I dig into

1.        Gifting

2.        Earnings Season and stocks bottoming

3.        GDP negative years and returns on stock market

Duration: 00:07:07
123 - Epi 4 - Secure Act, Bert the Broker & an Ode to Negative Yields
Jan 26, 2023

This week Charles and TJ discuss

1. the new secure act and an idea for 529s.

2. Dig into the classic youtube clip "Bert the Broker" and takes on recessions vs bear markets.

3. The end of negative yielding debt... for now

Duration: 00:10:34
Adventures in Wealth Management - 123 Series Epi 3
Jan 03, 2023

Last episode of 2022.

1. Items to think about when your dependent turns 18.

2. What is an inverted yield curve

3. What Warren Buffet learned at the race tracks

Duration: 00:12:41
Adventures in Wealth Management - Epi 2
Nov 23, 2022

Tj and Charles dig into tax loss harvesting at year end, inflation vs expectations and the curse of stadium naming. 

Duration: 00:14:36
Adventures in Wealth Management - 123 Series
Nov 09, 2022

TJ Kavanagh and Charles Fry dive into...

1) HSA Accounts

2) Interest Rate Environment 

3) What happened the last 2 times the Phillies won the World Series.

Duration: 00:12:12
Jason Spitz - Business Owners Solutions Team
Aug 24, 2022

Today, my guest is Jason Spitz, from Baird's Business Owner Solutions team.

Our conversation focuses on how clients work with Jason and the team.

(00:20 – 02:20) What is the Business Owner Solutions team?

(02:30-03:47) Exit options that exist for business owners?

(03:50-05:35) What working with the Business Owner Solutions Team looks like.

Duration: 00:06:40
Kara Endres - Social Security
May 17, 2022

Today, my guest in Kara Endres, a Financial Planner at Baird who focuses on Social Security. 

Our conversation centers are Social Security and common questions.

Show Notes.

[00:00:30] - Working during retirement

[00:02:40] - Why people shouldn't rush to claim

[00:04:00] - Spousal benefits

[00:6:00] - How married couples should look at Social Security

[00:07:30] - Ways that a dependent under 18 can receive Social Security benefits. 

Duration: 00:10:35
Jeannette Haen - 529s
Jan 21, 2022

Today, my guest is Jeannette Haen, Education Planning Consultant at Baird.

Our conversation centers around 529 plans and common questions. 

Show Notes

[00:00:30] - [First question] - Gifting ideas for 529 plans.

[00:02:40] - What happens if someone doesn't use a 529 plan?

[00:05:52] - Out of state 529 plans.

 

Duration: 00:08:54
Charitable Giving Ideas - Talk with Chris Dolan, Senior Financial Planner from Baird
Nov 22, 2021

Chris Dolan, Senior Financial Planner from Baird, on to discuss some Charitable Giving ideas.

During our conversation, we dive into

Gifting Appreciated Stock Donor Advised Funds Favorite lunch spot in Seattle, Washington

Duration: 00:08:11
Talk with Ross Mayfield, CFA, Investment Strategy Analyst
Oct 18, 2021

My guest today is Ross Mayfield Investment Strategy Analyst at RW Baird. 

During our conversation, we dive into...

Secular Bull Markets Reasons to focus on savings rate Ideas for what to focus on for the ending of 2021 Safier Mediterranean Deli in Louisville, KY

Duration: 00:05:00