How can I avoid taxes?

95%+ of my annual income comes from my W2 as a high performing individual contributor. I hate that I feel so powerless to the tax man and the 30-40% of my check he is taking.


Are there any good ways to drastically lower my taxable income in a W2 scenario?


If I created a business on the side would there be a way for that business to lower my taxable W2 income or would it just reduce the income generated by the business? Honestly just looking for anything I can do.


I have a 401k but kind of don't like contributing because I plan to retire well before 65 and don't want money to be locked up. Same with an IRA.


Help!

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18
FattySnacks
Politicker
19
Senior Account Executive
Wild idea. Talk to a CPA.
funcoupons
WR Officer
12
๐Ÿ‘‘
thats a crazy suggestion bro
GottaSellEmAll
Big Shot
1
Sales Manager
lol obviously. I just figured some of the high earners on here have some tips or things they've done
FattySnacks
Politicker
5
Senior Account Executive
Right. Random Internet forum wonโ€™t steer you wrong. Do you ask for medical advice here too ๐Ÿ˜‚
GottaSellEmAll
Big Shot
3
Sales Manager
how did you know!?
Corpslovechild
Politicker
0
Inbound Sales Manager
Stop making sense. This is Bravado, we don't do that here.
SaaSam
Politicker
10
Account Executive
First, make friends with a decent but unknown artist.
Second, make friends with an art appraiser.

Buy a painting from your artist friend for a thousand bucks or so. He'll be happy and you'll be likely to get his best work.

Take the painting to your art appraisal friend, he does you a favor by appraising it at like 10k.

Donate that sumbitch to a charity.

10k tax write-off.

I'll be billing you for the advice.
GottaSellEmAll
Big Shot
1
Sales Manager
Where does one find art appraiser friends? Artist friends I already habe
SaaSam
Politicker
3
Account Executive
You're an AE. Do some prospecting. You've already got a good starting point if you have artist friends, time to do some networking.
Corpslovechild
Politicker
1
Inbound Sales Manager
Wait is this legit?
SaaSam
Politicker
0
Account Executive
Happens more often than you think.
Corpslovechild
Politicker
0
Inbound Sales Manager
Fuck I need more friends then.ย 
SaaSam
Politicker
0
Account Executive
No, just the right ones.
RealPatrickBateman
Politicker
9
๐Ÿ”ชAmateur Butcher๐Ÿ”ช
Hop in a time machine back to 3000 BC. Stay there. Become a Pharaoh. COLLECT taxes. BOOM. Taxes avoided.ย ย 
GottaSellEmAll
Big Shot
1
Sales Manager
Best idea yet
RealPatrickBateman
Politicker
1
๐Ÿ”ชAmateur Butcher๐Ÿ”ช
โ€œIโ€™m here to helpโ€
washedD1soccer
Politicker
8
Regional Sales Manager
Set up an S corp LLC and get your company to pay you your wages as a 1099. Then, create a SEP IRA and get a CPA to help with write-offs. Put profits into real estate and other โ€œnon incomeโ€ producing assets.
Hoopnip
Politicker
0
Commercial AE
Have you done this working for a tech company? Iโ€™ve always thought about this scenario but never actually tried proposing this to my employerโ€ฆ.
washedD1soccer
Politicker
1
Regional Sales Manager
I havenโ€™t done this, no. Iโ€™ve seen some others do it. Biggest obstacle in my opinion is not having health benefits. Having to go to the open market with kids would be expensive and not viable for me. If you had a spouse who could put you on their benefits that would be ideal.
Revenue_Rambo
Politicker
0
Director, Revenue Enablement
โ˜๏ธThis is really the only way to even start getting away from taxes. If you are in the US, register that business in Delaware (no income taxes, no sales taxes).

Pay yourself as an employee.

From there its all about maximizing revenue while reducing taxable business income.

Need a car? Buy it with the business.
Want to pay for your kids college? Put them on the payroll and write a corporate policy for tuition reimbursement.

Most important thing.... HIRE A CPA. Spend $1000 plus a year on them so that you can potentially save 10x that amount.
CuriousFox
WR Officer
5
๐ŸฆŠ
You need an accountant.ย 
ADudeBeingAGuy
Politicker
5
Account Executive
Step 1. Commit tax fraud
Step 2. Become ungovernable
Step 3. ????
Step 4. Profit
DungeonsNDemos
Big Shot
1
Rolling 20's all day
Step 2 is my favorite part
LordOfWar
Tycoon
4
Blow it up
.
GottaSellEmAll
Big Shot
0
Sales Manager
Lolol
SADNESSLieutenant
Politicker
3
Officer of โ™ฅ๏ธ
Also, Sell drugs
LordOfWar
Tycoon
3
Blow it up
I would kill to only have 40% of my pay taxed. The max rate here is 53.53%

*Cries Canadian maple tears*
unclespacejam
Politicker
1
ur dadโ€™s brother
Itโ€™s fucking brutal. Donโ€™t forget that 13% sales tax on everything you buy with your after-tax dollars
GottaSellEmAll
Big Shot
0
Sales Manager
Maybe I should stop complainingโ€ฆ
0
Account Executive
I am in Canada as well and pay the same tax rate however we get tax funded medical "free medical" for that 13% difference. Although it is more like going to the VA and is reactive medicine vs the proactive medical system in the USA private sector. *I lived in Seattle for 10 years until Covid and I would prefer the proactive medical than what we get here.
Sunbunny31
Politicker
2
Sr Sales Executive ๐Ÿฐ
You may intend to retire before the age of 65, but there's a good chance that may not happen, too.ย ย 

I have never talked to anyone who regretted maxing out their 401(k).

However, considering you're legitimately trying to figure out tax fraud, you seem to be operating in a whole other level, so yeah.ย  ย Honestly, the only way I've seen to not pay taxes is to be so obscenely wealthy the government throws money at you instead of demanding that you be a contributing member of society.


Talk to a tax professional.
ADudeBeingAGuy
Politicker
2
Account Executive
No no no, youโ€™ve got this all wrong.

Be the government.
Steal other peoples money.
Give it to your friends.
Make policy that impacts publicly traded companies, know about it in advance, profit.

This is the way.
Corpslovechild
Politicker
2
Inbound Sales Manager
Everyone plans to retire well before 65 but that is just a plan. I hate to be THAT GUY but throw money into your 401K JUST IN CASE if your plan doesn't go peachy.ย 
BmajoR
Arsonist
1
Account Executive
Have you heard of cheese?ย 
Boutdamtime
Politicker
1
Client Executive
The entire point of a LLC is to separate your business ventures from your personal assets and to protect both from each.

If you are W2 thereโ€™s little chance youโ€™ll be able to blur those lines.

Would you be willing to go to jail for your employer? Maybe, but I bet the price is high. Donโ€™t expect a CPA to put their nuts on the line for $300 a year from you, just sayin.

That being said Iโ€™m told you donโ€™t have to pay taxes if you break even with an LLCโ€ฆ

But Iโ€™m also 7 margaritas deep on cinco de mayo and dropped out of accounting class soโ€ฆyeah maybe hire someone.
Hoopnip
Politicker
1
Commercial AE
If youโ€™re married , have your spouse be a real estate broker / investor. Buy residential/ commercial properties and you can offset any expenses / depreciation off your ordinary income.
Troika
Opinionated
0
Enterprise Account Executive
Iโ€™m not married- can I buy the properties myself or does it have to be a spouse?
Hoopnip
Politicker
1
Commercial AE
Also the best way to avoid taxes is to just simply not file a tax return โ€ฆever. ๐Ÿ˜† Much easier when you have your own business. W2 is almost impossible.
Justatitle
Big Shot
0
Account Executive
Do you know who Al Capone is? The US government jailed him for tax fraudโ€ฆ that should tell you everything you need to know about avoiding taxesย 
GottaSellEmAll
Big Shot
3
Sales Manager
Tax avoidance is 100% legal. Tax evasion is a different thing
Justatitle
Big Shot
1
Account Executive
To be clear Iโ€™m more so warning against shady practices that often tow the line of evasion and avoidance. My dad is a CPA and to this day he tells me the last people I ever want to deal with are from the IRS
Pachacuti
Politicker
0
They call me Daddy, Sales Daddy
Is there a Bravado for CPAs?
finboi
Notorious Answer
0
Fi-nance
W2 workers have little room to deduct.

I would push back on your 401k comment. That is one of the best ways to reduce your total taxes paid and itโ€™s a great way to compound over time and plan for your retirement.

Max that out to the extent you can ($20,500 this year and $22,500 next year).

Seriously. Before starting to look at anything else I would focus here.
finboi
Notorious Answer
0
Fi-nance
And as others pointed out, talk to a CPA. A good one. Search around and find a trusted accountant. Little hack is to get a great CPA referrals talk to trust and estate attorneys or financial advisors/ wealth advisors at reputable firms. They all know good ones.
CRAG112
Valued Contributor
0
Account Executive
You could defer to pay taxes only at the end of the year.

The big issue with this is ensuring you can pay it when it is due.

However, this can mitigate the higher tax rates you get when you earn your commission. IRS sees this total number and assumes you make X per year.

So lets say you make 1k a week.
Now you have 5k this week --- higher taxes.

If you defer taxes you could pay a consistent rate and potentially save money. Of course, ensure the calculations come out and make sense before changing your W4 and such.

An accountant, CPA, whomever may be a good bet to consult with. Pay them their 150 or 300 bucks, go over your W2 and weekly statements, see what they come up with as a comparison to ensure you aren't missing anything.