Tyler Olson, EA's Avatar

Tyler Olson, EA

@olsonplanner

The physician's financial planner and tax professional. #MedSky Planning Services: www.olsonfp.com Podcast and Other Resources: www.physiciancents.com

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Latest posts by Tyler Olson, EA @olsonplanner

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Intern year is stressful enough

Your student loans don’t need to add to it

With proper planning, you can keep payments low and focus on what matters during residency

Part 1 of an 8 episode series:

11.03.2026 12:55 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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They’ve built a $3,000,000+ net worth

They have a low mortgage rate & strong income

So why do they want to pay it down?

Because math isn’t the only variable

From today’s new episode (listen on Apple or Spotify)

04.03.2026 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

The scenario you describe is definitely not a good idea.

First off, Roth conversion planning is best done within the context of one's income, since that dictates how much tax is due (see tax brackets).

But as for paying the tax, the decision also needs to be made after careful cashflow analysis.

02.03.2026 03:45 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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S-Corps can save you money in taxes

But the costs can be more than the potential savings

It depends on your income, your state, and the extra fees

Don’t set one up because someone on social media told you to

Run the numbers & make an informed decision

28.02.2026 20:54 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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You can't out-save bad tax planning

I’ve seen physicians stockpile cash all year, then get hit with penalties because they didn’t pay quarterly

The IRS doesn’t care that you meant to pay earlier

If you have 1099 or partner income, this matters

From the next episode of Physician Cents:

27.02.2026 13:56 πŸ‘ 3 πŸ” 1 πŸ’¬ 1 πŸ“Œ 0
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If you’re not saving 20% of your income, are you behind?

That’s the rule of thumb you’ve probably heard

But that number might not actually fit your life, income, or goals

In today's new episode, Ronnie and I unpack why context matters more than the headlines

Listen on Apple or Spotify

25.02.2026 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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New episode is out

I share two common pitfalls for new attendings and the steps that help you enjoy your new income (without putting future flexibility at risk)

Going from $70k to $300k income is a huge milestone, but the early decisions you make matter more than most realize

18.02.2026 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Can AI replace a financial advisor?

It can run calculations & projections faster than any human

But financial planning has never been just about the math..

In today's episode, I talk about the value advisors bring and why the best outcomes often come from combining tools with thoughtful guidance

11.02.2026 13:56 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Community property rules are confusing

That does not mean you are doing anything wrong

It just means you need a plan and the right help

If you're married, have student loans, and live in a community property state, you need a student-loan-aware tax accountant

New episode out now:

04.02.2026 13:55 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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If you’re in medicine, relocation is not a maybe, it’s a "when"

Med school. Residency. Fellowship. Attending.

Yet it still catches so many people off guard

Today's new episode is all about preparing for relocation and the costs that come with it

Listen on Apple or Spotify

28.01.2026 13:55 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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New episode is out

I sat down again with Tyrone Ross to talk about the practicality of Bitcoin and blockchain

We talk about why sending money is still expensive, what β€œbetter rails” actually means, and why institutions are paying attention now

Listen on Apple or Spotify

21.01.2026 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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This episode is about momentum

You graduate with big loans.
Your income jumps.
Life expenses stack up fast.

I share a 6-step roadmap for new attendings who want to build stability, invest early, and still enjoy their life along the way

Listen on Apple or Spotify

14.01.2026 13:55 πŸ‘ 4 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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New episode is out

This one is for residents and fellows who are staring down the β€œwhat comes next” question

Academics, private practice, something in between..

No path is perfect and each has its tradeoffs

Listen on Apple or Spotify

07.01.2026 13:55 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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If you’ve ever wondered whether you’re saving β€œenough,” this conversation will help you think about the question with more clarity and less pressure

Some households thrive saving 20%

Others do just fine saving less

From today’s new episode:

31.12.2025 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Best of luck to you both in your decisions!

29.12.2025 00:18 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

You can usually opt to start paying in smaller segments if you wish. But it depends on your carrier and agent.

Who do you use?

27.12.2025 01:19 πŸ‘ 0 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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You can make a less optimal financial decision and still be making a right one

You just have to understand the tradeoffs

Today's new episode is about two student loan scenarios where the math clearly pointed one way, but the better choice for the family pointed another

Listen on Apple or Spotify

24.12.2025 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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One bad insurance decision can follow you for decades

In this week’s episode I share some thoughts about:

β€’ Which disability insurance companies I trust
β€’ Why some firms push the wrong products
β€’ The GSI window most residents miss

Listen on Apple or Spotify

17.12.2025 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
Preview
8 Pieces of Financial Advice for Your Fellowship Years Podcast Episode Β· A Good Problem to Have Β· 12/10/2025 Β· 19m

podcasts.apple.com/us/podcast/a...

10.12.2025 14:03 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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If you’re starting fellowship this year, today’s new episode is for you

- Emergency funds
- Disability insurance
- Student loan strategy
- Home buying decisions

You want to create a system so managing your money doesn’t feel overwhelming

Listen on Apple or Spotify

10.12.2025 13:55 πŸ‘ 3 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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Had a great conversation with Tyrone Ross about Bitcoin

No unnecessary hype or fear

Just a clear framework for understanding what it is and where it may fit

If you’ve felt curious but overwhelmed, today's new episode is the right place to start:

03.12.2025 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
A text message that reads: β€œ You as well! Thank you for replying!

It’s odd. He’s from Northwestern mutual, claimed he messaged me on Linkedin but I see no message from him (got another from some one in that group though many months back)

Got a call last week insisting for a meeting, then got another phone call today confirming said meeting after I said to please only email me because I’m actively in patient encounters and it’s disruptive.

I didn’t answer him for 3 business hours and that warranted a call I suppose? Definitely invasive I thought it was spam honestly”

A text message that reads: β€œ You as well! Thank you for replying! It’s odd. He’s from Northwestern mutual, claimed he messaged me on Linkedin but I see no message from him (got another from some one in that group though many months back) Got a call last week insisting for a meeting, then got another phone call today confirming said meeting after I said to please only email me because I’m actively in patient encounters and it’s disruptive. I didn’t answer him for 3 business hours and that warranted a call I suppose? Definitely invasive I thought it was spam honestly”

So creepy, docs.

Being chased down by financial advisors?

Shut it down and seek advice from a real financial planner on your specific decisions when you need it.

Don’t let them try to fit their square peg into your round hole.

02.12.2025 01:25 πŸ‘ 2 πŸ” 0 πŸ’¬ 1 πŸ“Œ 0
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A lot of physicians ask:

β€œDo I actually need life insurance?”

The real question is:

β€œWho gets hurt financially if I’m gone?”

In today's new episode, Ronnie and I walk through when you need it, what kind, and how much:

26.11.2025 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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Time with family

Less stress about taxes

Confidence your assets are protected

Just a few of the real returns on great financial planning

21.11.2025 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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If you think financial planning is just about investments, you’re missing the big picture

It’s really about:

1) Saving time
2) Reducing taxes
3) Protecting what you’ve built

Today’s new episode breaks down these three pillars of real planning

19.11.2025 13:55 πŸ‘ 2 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

Totally agree.

17.11.2025 01:41 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0

It's very gutted.

I still share things over there, but a lot of the people whose perspectives I looked forward to are either just gone or they're here.

I've tried to make a go of it here, but I just don't have the bandwidth.

The weekend twitter threads still get some good conversations going.

17.11.2025 01:40 πŸ‘ 1 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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If you’re waiting to buy a home until rates drop, you could be waiting awhile

If you’re hoping for lower rates so you can refinance, you could put yourself in a tough spot

A great chat with Matt Graham about mortgages, the Fed, and how to make good decisions no matter the rates:

12.11.2025 13:55 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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New episode of A Good Problem to Have is out

This one’s all about cash flow communication

Learning how to manage your spending in a way that keeps you intentional

Whether you're a couple or single, it's important to create the right systems

05.11.2025 20:54 πŸ‘ 0 πŸ” 0 πŸ’¬ 0 πŸ“Œ 0
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A few clients this summer asked the same question:

β€œCan we afford a pool?”

They weren’t short on net worth

They were short on liquidity

And it turned into one of the most interesting planning conversations we’ve had all year

From today's new episode:

29.10.2025 12:55 πŸ‘ 0 πŸ” 1 πŸ’¬ 0 πŸ“Œ 0