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Steve attempts a dubious analogy to explain how tax brackets actually work. It involves buckets, a garden hose, and a very tall ladder.
Tyler Smith:
Steve might have too many things going on.
“Essentialism” by Greg McKeown provides ideas on how to focus your efforts on the things that truly matter.
Along the way, Tyler and Steve discuss a few aphorisms to jumpstart your thinking. “No is a complete sentence.” “Less but better.” “Half of the troubles of this life can be traced to saying yes too quickly and not saying no soon enough.”
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Steve Nay:
Tyler Smith:
Steve gets a surprise letter from the IRS, and it’s not good news. But with his wits about him, and with copious documentation, he’ll ride out the storm in style.
Getting IRS correspondence is never fun, but as long as you keep your records, have a good tax pro on your side, and don’t panic, it’s totally manageable.
In this episode, Steve explains the basics of dealing with IRS correspondence, and it’s less scary than you think.
Tyler Smith:
As much as Steve and Tyler talk about You Need a Budget, it was finally time to review the book written by YNAB founder Jesse Mecham, which explains the mindset and process of this beloved budgeting method.
Reading the book (again, in Tyler’s case) has already changed how they budget. Tyler has freed himself up to make quicker progress on his financial goals by simplifying his focus on true expenses. Steve gave himself permission to be less obsessive about his budget, and got ideas about teaching kids money management skills.
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Tyler Smith:
How are taxes different when you’re self-employed? Steve discusses how things change when you go from a W-2 job to being your own boss.
The biggest changes are the way you pay your taxes (withholding versus estimated tax payments) and what things you can deduct.
There are a few gotchas and surprises on the journey, but you, armed with this knowledge, can go forward prepared to face them.
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Steve Nay:
Tyler Smith:
Tyler and Steve discuss the first year of “It's Not About The Money,” including numbers (surprisingly not zero!), popular episodes, favorite episodes, paradigm-shifting episodes, and advice.
Consistency is probably the most important factor, and the barriers to entry may be lower than you think. Pursuing creativity for its own sake has been rewarding.
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Steve Nay:
Tyler Smith:
What processes could you automate in your business? Steve, a software developer turned tax professional, talks through several automations he’s built recently using Zapier. Tyler gets excited about the possibilities, and the two brainstorm some other ideas to “work on the business” and free up time for higher-value activities.
Tyler Smith:
Steve and Tyler have both learned so much from actually starting businesses, rather than just learning about starting businesses. So if you want to start one yourself, how should you begin?
This episode goes through some business ideas that need varying levels of skill and varying amounts of capital. Maybe one will spark an idea for you and inspire you to try something of your own.
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Steve Nay:
Tyler Smith:
Steve and Tyler pull back the curtains, open up the closets, and get very vulnerable about how much it has cost to start their businesses.
Tyler proposes a rubric for evaluating expenses, which proves extremely useful: 1) Essential, 2) Have to Have, 3) Nice to Have, and 4) Shouldn’t Have. They break down what exactly is in each of these categories for them, as well as the totals and percentages for each category.
The last 20 minutes is full of introspection about the experiential value of starting a business and the various phases a young business goes through.
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Steve Nay:
Tyler Smith:
Sure, that big business expense may land you a tax deduction, but that doesn't make it a good idea.
On this episode, Steve describes how the tax code is a tool to achieve policy goals by incentivizing certain behaviors. This might mean you should have kids or buy a truck, but don't do it just for the tax benefits.
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Steve Nay:
Tyler Smith:
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