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  • BLOG
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Legitimizing Your Side Hustle: Is Incorporating Worth It?
SMALL BUSINESS, TAXES

Legitimizing Your Side Hustle: Is Incorporating Worth It?

By Joe DiSanto
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…
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 Contributor
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 Contributor
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 Contributor
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 Calculator (To Estimate Your Taxes)
SMALL BUSINESS, TAXES

A 1099 vs W2 Tax Calculator (To Estimate Your Taxes)

By Joe DiSanto
A 1099 and a W-2 are both year-end tax forms that report your income to both you and the IRS (Internal Revenue Service). That being said, they are also terms…
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…
Adding Tax Diversification to Your Retirement Portfolio
RETIREMENT, TAXES

Adding Tax Diversification to Your Retirement Portfolio

By Contributor
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…
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 Contributor
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…
25 Tax Memes That’ll Make You Laugh But Also Probably Cry
TAXES

25 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…
Top 10 Tax Return Company Reco’s for 2022
TAXES

Top 10 Tax Return Company Reco’s for 2022

By Contributor
Am I the only one who gets excited about filing taxes? Yeah, maybe I am. A lot has changed this year, but filing your taxes can be easy to navigate…
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! You can…
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
While the W4 vs W2 vs W9 vs 1099 are all tax forms, they serve very different purposes. Here's a broad-stroke comparison of the multiple forms. The W9 vs W2:…
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…
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.…
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 are going to be looking at the pros and cons of each of these tax preparation solutions so that you can determine…
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 Biz Filings vs Zen Business When it comes to choosing from all the online LLC formation and incorporation services available, you need to cut through the…
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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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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