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Grant Bledsoe Financial Planner to Business Owners

I'm a financial planner to business owners, and the founder of Three Oaks Wealth. Our firm helps business owners align their business interests with their personal finances, often including the exit or sale of equity holdings.

I hold several professional credentials, including the CERTIFIED FINANCIAL PLANNER™, Chartered Financial Analyst, and Certified Exit Planning Advisor designations.

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Ep #257 - Tariffs, Policy, Politics And Your Portfolio &Raquo; Copy Of Copy Of Yellow Green Dark Blue Clean Cutout Tech Business Podcast Cover 1 8
Ep #257 – Tariffs, Policy, Politics and Your Portfolio

This episode of Grow Money Business covers tariffs, Trump’s recent economic policy, the market’s reaction, and how we should interpret all this as investors.  We cover an article commenting on a …

This episode of Grow…

This episode of Grow Money Business covers tariffs, Trump’s recent economic policy, the market’s reaction, and how we should interpret all this as investors.  We cover an article commenting on a recent wonky U.S. government bond auction and Treasury Secretary Scott Bessent’s comments, and put the rapid pace of the news cycle in perspective. RESOURCES: US Treasury secretary: no risk of China weaponizing Treasuries despite bond market volatility reuters.com/markets/rates-bonds/us-treasury-secretary-no-risk-china-weaponizing-treasuries-despite-bond-market-2025-04-15/

Listen · 1:01:23
Ep #256 - How Much Should We Really Be Saving For Our Kids’ College? &Raquo; Copy Of Copy Of Yellow Green Dark Blue Clean Cutout Tech Business Podcast Cover 1 9
Ep #256 – How Much Should We Really Be Saving for Our Kids’ College?

While college savings accounts like 529s provide some nice tax benefits, there are strings attached (including the dreaded 10% penalty for non-Education related withdrawals).  In this episode of Grow…

While college saving…

While college savings accounts like 529s provide some nice tax benefits, there are strings attached (including the dreaded 10% penalty for non-Education related withdrawals).  In this episode of Grow Money Business we dive into how much parents should really be saving for their kids’ college Education amid a changing landscape for Education and student loans.  We also cover an interesting month in the markets and an article reviewing recent performance of single stock ETFs. RESOURCES: Billions Flowed Into New Leveraged ETFs Last Year. Now They’re in Free Fall. wsj.com/Finance/Investing/…

Listen · 39:04
Ep #255 - I’m Concerned About What’s Happening In Washington. How Can I Protect My Portfolio? &Raquo; Copy Of Copy Of Yellow Green Dark Blue Clean Cutout Tech Business Podcast Cover 1 9
Ep #255 – I’m Concerned About What’s Happening in Washington. How Can I Protect My Portfolio?

We’ve seen a massive amount of change in the federal government in the last month since Trump was inaugurated for his second term.  The threat of tariffs and inflation, DOGE’s dismantling of lega…

We’ve seen a massi…

We’ve seen a massive amount of change in the federal government in the last month since Trump was inaugurated for his second term.  The threat of tariffs and inflation, DOGE’s dismantling of Legacy government programs, and discussion of annexing Canada and Greenland has many people concerned.  This episode we cover the gamut from a financial perspective, including how investors should interpret what’s happening, whether we should be concerned about inflation in the near term, and how the markets have responded so far.  RESOURCES Inflation. How worried should we be? stayathomemacro.su…

Listen · 50:53
Ep #254 - I’d Like To Retire At 55.  How Can I Access My Retirement Without Paying Penalties Or Touching My Roth Accounts? &Raquo; Grow Money Business 2022
Ep #254 – I’d like to retire at 55.  How can I access my retirement without paying penalties or touching my Roth accounts?

It’s been an interesting few weeks in the markets since President Trump’s inauguration.  A Chinese company produced an AI chatbot that performs as well as U.S. competitors at a fraction of the co…

It’s been an inter…

It’s been an interesting few weeks in the markets since President Trump’s inauguration.  A Chinese company produced an AI chatbot that performs as well as U.S. competitors at a fraction of the cost.  Nvidia’s stock lost 17% the following day after the company published its work, confirming the threat to Nvidia’s business model.  We cover an article highlighting what this all means, review the outperformance of non-U.S. equities, and answer a listener question about whether they can retire early without having to touch their Roth accounts in this episode of Grow Money Business.    …

Listen · 23:18
Ep #253 - The Market Seems Expensive Right Now. Should I Be Worried? &Raquo; Grow Money Business 2022
Ep #253 – The Market Seems Expensive Right Now. Should I Be Worried?

Should you be concerned that the market’s just made several all time highs?  This question comes up in various forms any time stock markets set new records.  As tempting as it is to assume that wh…

Should you be concer…

Should you be concerned that the market’s just made several all time highs?  This question comes up in various forms any time stock markets set new records.  As tempting as it is to assume that what goes up must come down, the market doesn’t think that way.  We cover this concept in detail in today’s episode, along with Vanguard’s recent 2025 market forecast and an update on how markets have done since the election. RESOURCES: Market perspectives advisors.vanguard.com/insights/article/series/market-perspectives 

Listen · 29:14
Ep #252 - What Does Another Trump Administration Mean For The Economy, Inflation, And The Markets? &Raquo; Grow Money Business 2022
Ep #252 – What Does Another Trump Administration Mean for the Economy, Inflation, and the Markets?

A lot has happened in the markets over the last few weeks. In this episode we cover what’s new in the stock, bond, and Crypto markets since the election, and to should expect from the Trump administ…

A lot has happened i…

A lot has happened in the markets over the last few weeks. In this episode we cover what’s new in the stock, bond, and Crypto markets since the election, and to should expect from the Trump administration with regard to economic and tax policy. Resources: Small-cap stocks on verge of ending 3 years of futility with record run — if it holds marketwatch.com/story/small-cap-stocks-on-verge-of-ending-3-years-of-futility-with-record-run-if-it-holds-c829d75b?mod=hp_minor_pos27   What’s Flying Higher Than Bitcoin? The Software Company Buying Up Bitcoin wsj.com/Finance/currencies/whats-flying…

Listen · 34:47
Ep #251 - We’re Concerned About Federal Spending. Does That Mean We Should Avoid U.s. Stocks? &Raquo; Grow Money Business 2022
Ep #251 – We’re Concerned About Federal Spending. Does That Mean We Should Avoid U.S. Stocks?

This week on the show we field a listener question about whether their concern about government spending should be reflected in their investment portfolio.  We also review an article about market eff…

This week on the sho…

This week on the show we field a listener question about whether their concern about government spending should be reflected in their investment portfolio.  We also review an article about market efficiency / inefficiency, and provide an update on mortgage and long term bond rates. RESOURCES: Mob Rule humbledollar.com/2024/10/mob-rule/   Principles for Dealing with the Changing World Order: Why Nations Succeed and Fail Hardcover by Ray Dalio amazon.com/Changing-World-Order-Nations-Succeed/dp/1982160276

Listen · 33:27
Ep #250 - Should I Roll My 401K Into An Ira? &Raquo; Grow Money Business 2022
Ep #250 – Should I Roll My 401k Into an IRA?

Most Americans have at least some of their Retirement savings sitting in workplace Retirement plans like 401ks, 403bs, SEP-IRAs and the like.  And when you leave a job, due to a Retirement transition…

Most Americans have …

Most Americans have at least some of their Retirement savings sitting in workplace Retirement plans like 401ks, 403bs, SEP-IRAs and the like.  And when you leave a job, due to a Retirement transition or not, many people wonder what they should do with the savings they’ve accumulated in the plans.  We’ve noticed that the more people tend to have in their Retirement plans, the more reluctant they are to take action out of fear of making a mistake.  In this episode of the podcast we’ll answer several questions about 401k rollovers: ·       Should I keep my savings in the 401k or…

Listen · 50:38
Ep #249 - We Just Retired. Should We Downsize? &Raquo; Grow Money Business 2022
Ep #249 – We Just Retired. Should We Downsize?

Downsizing from your large, long-held Family home is a popular concept for retirees, but may not always be the best choice.  Even though smaller homes are less costly & easier to maintain, giving…

Downsizing from your…

Downsizing from your large, long-held Family home is a popular concept for retirees, but may not always be the best choice.  Even though smaller homes are less costly & easier to maintain, giving up your Family's major meeting venue may not be the best choice.  This week we respond to a listener question on whether Downsizing might be right for them, and cover Nvidia's recent earnings call and an article about the prevalence of gift card scams.   Highlights [05.30] Market Update – News on Nvidia earnings. [11.24] Article of the Week – This week’s article on gift card fraud. …

Listen · 26:17
Ep #248 - I’d Like To Give More To Charity. How Can I Reduce My Taxes By Doing So? &Raquo; Grow Money Business 2022
Ep #248 – I’d Like to Give More to Charity. How Can I Reduce My Taxes by Doing So?

Mailbag Question: “I’d like to give more Money to a couple different charities this year, but my tax person said it wouldn’t help my taxes.  Is there a way I can make a gift that reduces my tax…

Mailbag Question: �…

Mailbag Question: “I’d like to give more Money to a couple different charities this year, but my tax person said it wouldn’t help my taxes.  Is there a way I can make a gift that reduces my taxes?”   Intro: “There are a ton of different ways to give to charity, but not all of them will help you on your taxes.  This week we cover a listener question about tax efficient charitable giving, and when it will or will not help you.”   Resources: Donor-Advised Funds (DAFs): What They Are and How They Work nerdwallet.com/article/taxes/donor-advised-funds   Qualified Charitable Distribu…

Listen · 27:39
Ep #247 - Should I File For Social Security Before It Runs Out? &Raquo; Grow Money Business 2022
Ep #247 – Should I File for Social Security Before It Runs Out?

Mailbag Question: “Everything I hear about Social Security is bad, and it sounds like the program will run out of Money in a few years.  Is there a good reason I shouldn’t file for benefits now b…

Mailbag Question: �…

Mailbag Question: “Everything I hear about Social Security is bad, and it sounds like the program will run out of Money in a few years.  Is there a good reason I shouldn’t file for benefits now before the Money runs out?”   Intro: “Many retirees are concerned about the state of Social Security, and some of them even expect the program to crumble in the next few years.  Does that mean you should get your Money out now before it does?  This week we respond to a listener question about by explaining what’s going on with Social Security, how long it’ll be before the Social Security

Listen · 33:02
Ep #246 - Using Tech Tools To Bypass Irs Hold Times With Tomas Nally &Raquo; Grow Money Business 2022
Ep #246 – Using Tech Tools to Bypass IRS Hold Times with Tomas Nally

It’s no secret that the IRS is underfunded right now.  It takes most taxpayers months to receive refund checks, and most would rather go to the dentist than wait on hold to talk with the IRS.  Our…

It’s no secret tha…

It’s no secret that the IRS is underfunded right now.  It takes most taxpayers months to receive refund checks, and most would rather go to the dentist than wait on hold to talk with the IRS.  Our guest this week is Tom Nally, who’s recently launched Tax Now to help taxpayers and their professionals navigate this landscape.  The platform syncs up with the IRS database and simply notifies you when there are updates to your account.  It’s a sorely needed tool, and Tom walks us through what he’s built and how the launch has gone. We also cover an article about Trump’s interest in al…

Listen · 58:21

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