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  • BLOG
    • ALL POSTS
    • CAREER
    • CREDIT SCORE
    • CRYPTO
    • DEBT
    • FI/RE
    • INCOME
    • INSURANCE
    • INVESTING
    • PERSONAL FINANCE
    • PODCASTS (NS)
    • PRODUCTIVITY
    • REAL ESTATE
    • RETIREMENT
    • SMALL BUSINESS
    • TAXES
    • TRAVEL
  • ABOUT
    • MY STORY
    • EXPERIENCE
    • APPEARANCES
  • SERVICES
    • COACHING
    • PRODUCTS
    • PACKAGES
    • CFO WORK
  • COURSES
  • RECO’S
  • ACCOUNT
    • LOGIN & SETTINGS
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Self-Employed Tax Deductions: The Basics About 10 Essential Ones
CURATION (NS), PERSONAL FINANCE, TAXES

Self-Employed Tax Deductions: The Basics About 10 Essential Ones

By Prakash Kolli
20 Tax Memes That’ll Make You Laugh But Also Probably Cry
TAXES

20 Tax Memes That’ll Make You Laugh But Also Probably Cry

By Jason Mustian
If you're supposed to be doing your taxes right now, I've got some bad news for you: reading a list of tax memes isn't technically doing your taxes. Or anything…
10 Bad Money Habits That Are Keeping You Broke
INCOME, PERSONAL FINANCE, TAXES

10 Bad Money Habits That Are Keeping You Broke

By Amaka Chukwuma
We all have habits that we fall into, but some of these habits can be harmful to our finances. In fact, certain bad money habits can even make us go…
The Inheritance Tax: Making Death and Taxes a Little Less Certain
CURATION (NS), TAXES

The Inheritance Tax: Making Death and Taxes a Little Less Certain

By Sam Stone
The Inheritance Tax: Making Death and Taxes a Little Less Certain was written by Sam Stone and originally appeared on Wealth of Geeks. Sam is the creator of the personal…
Property Taxes: What They Are and How To Assess What You’ll Pay
CURATION (NS), REAL ESTATE, TAXES

Property Taxes: What They Are and How To Assess What You’ll Pay

By JayDee Vykokal
Property Taxes: What They Are and How To Assess What You’ll Pay was written by JayDee Vykoukal and originally appeared on Wealth of Geeks. JayDee is a mom, writer, and…
W2 vs 1099 Pros and Cons: What are the Differences for Employers
SMALL BUSINESS, TAXES

W2 vs 1099 Pros and Cons: What are the Differences for Employers

By Joe DiSanto
In the past, the most common type of work was 9-5 work, where employees would work a set schedule for big corporations. With the explosion of the gig worker economy…
W4 vs W2 vs W9 vs 1099 Tax Forms: What Are the Differences?
TAXES, CAREER, SMALL BUSINESS

W4 vs W2 vs W9 vs 1099 Tax Forms: What Are the Differences?

By Joe DiSanto
W-4, W-2, W-9, and 1099 are all tax forms, but they serve very different purposes. Let's compare. W-4 vs W-2 vs W-9 vs 1099 Summary A W-4 form (officially known as “Form…
H&R Block vs TurboTax vs an Accountant: 3 Easy Ways to Do Your Taxes
TAXES

H&R Block vs TurboTax vs an Accountant: 3 Easy Ways to Do Your Taxes

By Joe DiSanto
H&R Block vs TurboTax vs an accountant: We will be looking at the pros and cons of these tax preparation solutions to determine which fits the bill for your tax…
Why You Should Add Strategic Tax Diversification to Your Retirement Portfolio
RETIREMENT, TAXES

Why You Should Add Strategic Tax Diversification to Your Retirement Portfolio

By Joe DiSanto
Have you ever considered the possibility that you may earn a higher income after you retire than you have now? It sounds crazy, I know, but it’s not as uncommon…
Make These Year-End Tax Moves To Reduce Your Taxes
TAXES

Make These Year-End Tax Moves To Reduce Your Taxes

By Amaka Chukwuma
In the grand scheme of things, minor actions can significantly impact your finances and tax situation. To avoid a penalty, you must file your 2022 taxes by April 18th, 2023.…
10 Options for Doing Your Taxes…Yourself!
TAXES

10 Options for Doing Your Taxes…Yourself!

By Joe DiSanto
Am I the only one who gets excited about filing taxes? Yeah, maybe I am. OK, I don't get excited about it either. Sorry. Most people only think about doing…
21 Tax Deductions Small Businesses Need to Know
TAXES

21 Tax Deductions Small Businesses Need to Know

By Joe DiSanto
Did you know you can reduce your liability at tax time by using standard business tax deductions? Tax deductions help small business owners reduce the cost of running their enterprise.…
12 Tax Deductions For Your Small Business
SMALL BUSINESS, TAXES

12 Tax Deductions For Your Small Business

By Amaka Chukwuma
Entrepreneurs have experienced the most intense pangs of rising inflation in thirty years, as evidenced by the surging cost of doing business. According to a Business.org proprietary survey conducted via…
Staying Ahead of Your Taxes as An Independent Contractor
SMALL BUSINESS, TAXES

Staying Ahead of Your Taxes as An Independent Contractor

By Joe DiSanto
Are you thinking about next year’s taxes? If you’re an independent contractor, you should be.  It’s never too early to get your tax documents organized and ready for quarterly filing,…
Legitimizing Your Side Hustle: Is Incorporating Worth It?
SMALL BUSINESS, TAXES

Legitimizing Your Side Hustle: Is Incorporating Worth It?

By Joe DiSanto
A record number of Americans left the traditional nine-to-five workforce this year, and as their side hustles transform into their primary jobs, many are wondering if they should take the…
The Ultimate Guide To Independent Contractor Taxes
SMALL BUSINESS, TAXES

The Ultimate Guide To Independent Contractor Taxes

By Joe DiSanto
Tax season is often the worst time of the year for most people. You have to scramble around trying to figure out stuff like your gross income and tax deductions,…
No Income Tax States: Who Benefits From Living in One
F.I.R.E., RETIREMENT, TAXES

No Income Tax States: Who Benefits From Living in One

By Riley Adams
No Income Tax States was written by Riley Adams and originally appeared on Wealth of Geeks. It has been republished with permission. Everyone wants to have lower taxes. Taxes are…
Taxes on Dividends: Answers to 4 Key Questions
INVESTING, TAXES

Taxes on Dividends: Answers to 4 Key Questions

By Prakash Kolli
Taxes on Dividends was written by Prakash of Dividend Power. It originally appeared on Wealth of Geeks. It has been republished with permission. Dividends are one of my favorite things…
What Happens if You File Taxes Late? Here is the Good News and Bad
TAXES, PERSONAL FINANCE

What Happens if You File Taxes Late? Here is the Good News and Bad

By Riley Adams
What Happens if You File Taxes Late? was written by Riley Adams, and originally appeared on Your Money Geek. It has been republished with permission. Just do it already. Reset…
A 1099 vs W2 Tax Calculation (To Help Estimate Your Potential Tax)
SMALL BUSINESS, TAXES

A 1099 vs W2 Tax Calculation (To Help Estimate Your Potential Tax)

By Joe DiSanto
A 1099 and a W-2 are year-end tax forms that report your income to you and the IRS (Internal Revenue Service). That being said, they are also terms that are…
What Is an LLC? And How Is It Different Than a Corporation?
SMALL BUSINESS, INCORPORATION, TAXES

What Is an LLC? And How Is It Different Than a Corporation?

By Joe DiSanto
What Is an LLC? And How Is It Different Than a Corporation? was written by me (Joe DiSanto) for Your Money Geek. It has been posted with permission. I know…
How Long to Keep Tax Returns: 7 Questions to Consider
TAXES

How Long to Keep Tax Returns: 7 Questions to Consider

By Contributor
How long to keep tax returns is one of the most asked questions in personal finance. Did you know the average American spends 13 hours every year preparing federal tax…
How to Do Taxes on Your Own: Your Complete Guide
TAXES

How to Do Taxes on Your Own: Your Complete Guide

By Riley Adams
How to Do Taxes on Your Own was written by Riley Adams and originally appeared on Your Money Geek. It has been republished with permission. If you earn a steady…
What Is a Self-Directed IRA Real Estate Investment (and Should You Do It)?
REAL ESTATE, RETIREMENT, TAXES

What Is a Self-Directed IRA Real Estate Investment (and Should You Do It)?

By Joe DiSanto
Why would you buy real estate in your IRA? The biggest benefit of a self-directed IRA real estate investment is the awesome opportunity for your money to grow...tax-deferred! Be it…
What Is a Self-Directed 401k?
RETIREMENT, INVESTING, TAXES

What Is a Self-Directed 401k?

By Joe DiSanto
Will you have enough money in retirement? The Bureau of Labor Statistics found that only 43% of United States workers participate in a retirement savings plan. This survey was actually specific…
How to Do Your Own Taxes (and Save some Money!)
TAXES

How to Do Your Own Taxes (and Save some Money!)

By Joe DiSanto
It may seem terrifying at first, but you can learn how to do your own taxes. Let's take a look at what forms you'll need to fill out, tax credits…
How to Pay Less Taxes: 7 Basic Tax Planning Strategies
TAXES

How to Pay Less Taxes: 7 Basic Tax Planning Strategies

By Joe DiSanto
To hear some folks tell it, low taxes are basically the Holy Grail of personal finance. Those folks just might be right! Over the course of several years, a few…
How to Incorporate Yourself to Save Money (and Protect Your Assets)
PERSONAL FINANCE, FUNDAMENTALS, SMALL BUSINESS, TAXES

How to Incorporate Yourself to Save Money (and Protect Your Assets)

By Joe DiSanto
So you are a freelancer or independent contractor and you want to know how to incorporate yourself. Smart. My feeling is that if you are self-employed in this way, you're…
The 1031 Exchange Timeline (and All The Other Rules!)
REAL ESTATE, TAXES

The 1031 Exchange Timeline (and All The Other Rules!)

By Joe DiSanto
A 1031 exchange timeline is worth investigating and enduring the hassle of abiding by. Here's why... When you sell an investment property at a profit, you typically have to pay…
The 4 Best LLC Formation and Incorporation Services
SMALL BUSINESS, PRODUCTIVITY, TAXES

The 4 Best LLC Formation and Incorporation Services

By Joe DiSanto
IncFile vs Legalzoom vs BizFilings vs Zen Business To choose the right LLC formation and incorporation service for you, you need to cut through the clutter of info out there.…
Solo 401k vs SEP IRA: A Comparing For the Self-Employed
RETIREMENT, FUNDAMENTALS, INVESTING, PERSONAL FINANCE, SMALL BUSINESS, TAXES

Solo 401k vs SEP IRA: A Comparing For the Self-Employed

By Joe DiSanto
Self-employment can offer an excellent work-life balance, as well as other freedoms and lifestyle benefits! Hahaha...wasn't that funny. Seriously though, self-employment will likely be the cause of you working 80…

About Joe

Joe has built multi-million dollar businesses, produced critically acclaimed documentaries and an Emmy winning TV show, invested millions in real estate, and semi-retired at age 43. Now he’s sharing a lifetime of fiscal know-how via PlayLouder, a resource that helps individuals and business owners increase their net worth and plan better for their future.

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Throughout the site I recommend or link to various products and services, using text or image links. In some cases, these links are affiliate marketing or sponsored content, which means I may receive some form of compensation related to the link.

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Joe DiSanto is not a licensed CPA or Attorney. The content on PlayLouder.com is for informational and educational purposes only, and should not be construed as professional financial, tax or legal advice. Should you need such advice, consult a licensed attorney, tax or financial advisor.

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