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How to Money

Ask HTM - Break-Even Bank Switch, Doubling Down on a 457b, & Financing an ADU for Extra Cash #1042

How to Money

iHeartPodcasts

Education, Investing, Business

4.63.2K Ratings

🗓️ 29 September 2025

⏱️ 60 minutes

🧾️ Download transcript

Summary

Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you might think it is, we want to hear it!

 

1 - Switching banks and HSAs: what’s the break-even dollar amount for it to be worth it?

2 - Best early retirement accounts: should I prioritize a 457b over a 403b?

3 - Social Security timing: do I start drawing down at 62 and let my retirement portfolio grow or vice versa?

4 - Building an ADU: should I tap a HELOC or save up the cash to build?

5 - Affordable healthcare: what are actual costs if we opt out of actual health insurance?

 

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:

  • Paying the $50 might be worth it for a detailed Social Security analysis.
  • If you’re looking for a very affordable health care alternative (like by a factor of 6x) that isn’t technically insurance, then you definitely need to check out Medi-Share.
  • Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here. 
  • Sign up for the weekly HTM newsletter. It’s fun, free, & practical.
  • Join a thriving community of fellow money in the HTM Facebook group.
  • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

 

During this episode we enjoyed a Cordial Offering: Peanut Butter Cup by Edmund’s Oast! And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!

 

Best friends out!

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0

This is an I-Heart podcast.

0:04.0

What I told people, I was making a podcast about Benghazi.

0:08.5

Nine times out of ten, they called me a masochist, rolled their eyes, or just asked, why?

0:15.1

Benghazi, the truth became a web of lies.

0:18.5

From prologue projects and Pushkin Industries, this is Fiasco, Benghazi.

0:23.9

What difference at this point does it make?

0:27.4

Listen to Fiasco, Benghazi, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

0:34.2

Welcome to How to Money.

0:35.8

I'm Joel.

0:36.4

I am Matt.

0:37.8

And today we're answering your listener questions.

0:39.8

Okay.

0:40.3

Okay. You know what, buddy, we've got listener questions to get to some very specific questions that we're going to answer.

1:03.7

These are our case studies.

1:05.1

We talk about personal finance very broadly.

1:07.9

Actually, we get personal when it comes to different things that we're doing. But there's a greater variety in the different types of topics we're able to cover. When we get to hear from all of you wonderful listeners out there. Yeah, I appreciate the specificity of some of these questions and it dives into the details that sometimes we're covering the main points. Kind of kind of glossing over some of the particulars.

1:27.7

It's nice to dive in deep sometimes.

1:29.0

I totally agree.

1:29.8

For instance, a listener is wondering if he should be jumping to a higher interest

1:33.7

savings rate bank if it's going to be worth it.

1:37.6

Turns out the amount of money that he's got on hand pertains to the answer that we'll give.

1:42.8

We're going to talk about 4.3Bs, 4.57s.

...

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