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Tax Blog
About Anna
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Audit-Proofing for Small Businesses (Because “Trust Me, Bro” Isn’t Documentation)
Anna Dilley 3/3/26 Anna Dilley 3/3/26

Audit-Proofing for Small Businesses (Because “Trust Me, Bro” Isn’t Documentation)

It just takes a little prep to ensure that you’re less likely to be audited.

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The 15-Minute Weekly Money Date (Don't let Taxes Ambush You in April)
Anna Dilley 2/23/26 Anna Dilley 2/23/26

The 15-Minute Weekly Money Date (Don't let Taxes Ambush You in April)

We’re going to make a 15-minute weekly money date so you can get ready for April. The sooner you start, the better.

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The Receipt Rulebook: What the IRS REALLY Cares About
Anna Dilley 2/20/26 Anna Dilley 2/20/26

The Receipt Rulebook: What the IRS REALLY Cares About

The IRS doesn’t want your junk drawer, they just want proof of everything.

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Stop the Chaos: Tracking Income & Expenses the Easy Way
Anna Dilley 2/16/26 Anna Dilley 2/16/26

Stop the Chaos: Tracking Income & Expenses the Easy Way

Staying on top of your income and expenses is essential if you want to be ready for the IRS. But does how you do that matter?

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New Year, Less Crap: Planning a Low Consumption Year
Anna Dilley 12/23/25 Anna Dilley 12/23/25

New Year, Less Crap: Planning a Low Consumption Year

No need for a personality transplant, just a good hard look at your life and planning a year where you consume less money, stuff, and mental noise.

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How to Pay Yourself Like the Queen You Are
Anna Dilley 12/12/25 Anna Dilley 12/12/25

How to Pay Yourself Like the Queen You Are

What’s your business structure? This is important because it often determines how you get paid.

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You Call It a Hobby, the IRS Calls It a Business
Anna Dilley 12/5/25 Anna Dilley 12/5/25

You Call It a Hobby, the IRS Calls It a Business

If you’re earning income, Uncle Sam wants a piece of it.

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Give Thanks, Give Back, and Get a Tax Break
Anna Dilley 11/22/25 Anna Dilley 11/22/25

Give Thanks, Give Back, and Get a Tax Break

What better time than Thanksgiving to share your love!

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I Got Paid in Free Products: Do I Have to Claim That?
Anna Dilley 10/27/25 Anna Dilley 10/27/25

I Got Paid in Free Products: Do I Have to Claim That?

A spooky guide to influencer income and tax tricks that might haunt you later.

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Consumption Detox: A 7-Day Reset for Your Wallet
Anna Dilley 10/10/25 Anna Dilley 10/10/25

Consumption Detox: A 7-Day Reset for Your Wallet

The world may seem like it’s going crazy these days, but one thing you can control is your spending.

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Saving is the New Flex: Why Consuming Less is the Ultimate Power Move
Anna Dilley 9/23/25 Anna Dilley 9/23/25

Saving is the New Flex: Why Consuming Less is the Ultimate Power Move

It’s time to drop the designer bags and $8 lattes. The real power is in a full emergency fund and a pantry that can handle a supply chain breakdown.

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Receipts, Rumors, & Red Flags: What Actually Triggers an Audit (and What Doesn’t)
Anna Dilley 9/15/25 Anna Dilley 9/15/25

Receipts, Rumors, & Red Flags: What Actually Triggers an Audit (and What Doesn’t)

Today we’re going to look at the reality of an audit, why the myths are false and what actually puts you on the IRS radar.

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The $0 Store: How to Shop Your Own House Before Spending a Dime
Anna Dilley 8/22/25 Anna Dilley 8/22/25

The $0 Store: How to Shop Your Own House Before Spending a Dime

Rethink, refuse, reduce, repurpose, reuse, recycle

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Mimosas or Mileage? What Counts as a Legit Business Brunch
Anna Dilley 8/19/25 Anna Dilley 8/19/25

Mimosas or Mileage? What Counts as a Legit Business Brunch

What counts as a legit business brunch

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Workers Who Get Tips or Overtime: Don’t Miss This 2025 Tax Break
Anna Dilley 8/18/25 Anna Dilley 8/18/25

Workers Who Get Tips or Overtime: Don’t Miss This 2025 Tax Break

Do you work in an industry where you’re regularly tipped? Do you put in overtime on a frequent basis?

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Green Tax Credits Are Ending: Don’t Miss the Deadline!
Anna Dilley 7/29/25 Anna Dilley 7/29/25

Green Tax Credits Are Ending: Don’t Miss the Deadline!

Thinking of buying an EV or solar panels for your home?

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Going Green? Here’s What You Need to Know About Energy Tax Credits
Anna Dilley 6/27/25 Anna Dilley 6/27/25

Going Green? Here’s What You Need to Know About Energy Tax Credits

Environmental friendly improvements and vehicles can get you a tax credit - if you move fast!

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From Etsy to Only Fans: A No-Judgment Guide to Reporting Your Side Hustle Income
Anna Dilley 6/11/25 Anna Dilley 6/11/25

From Etsy to Only Fans: A No-Judgment Guide to Reporting Your Side Hustle Income

Side hustle income - from Etsy to OnlyFans

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Moving Abroad? Don’t Let Capital Gains Follow You!
Anna Dilley 6/2/25 Anna Dilley 6/2/25

Moving Abroad? Don’t Let Capital Gains Follow You!

How to save tax dollars when moving abroad.

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How to Organize Your Tax Stuff Without Crying Into a Pile of Receipts
Anna Dilley 5/9/25 Anna Dilley 5/9/25

How to Organize Your Tax Stuff Without Crying Into a Pile of Receipts

Tax season is done and it’s time to learn how to organize your tax docs!

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