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IRS Audit — estimated tax penalty avoidance

Started by RemoteWorker_EU · Aug 26, 2025 · 1,877 views · 19 replies
For informational purposes only. This is not legal advice. Laws vary by jurisdiction. Consult a qualified attorney for advice specific to your situation.
RE
RemoteWorker_EU OP

Looking for advice on a legal issue. Here's what happened.

estimated tax penalty avoidance. I've been dealing with this for about 2 months now and the situation isn't improving.

I have already consulted briefly with a lawyer but the other party is not cooperating.

What's the typical outcome in situations like this?

NI
newbie_investor_OH

I work in this industry and unfortunately this is very common. The good news is that when people actually push back with legal representation, companies usually settle.

DS
DevOps_Seattle

I've seen this play out several times in my field.

What worked for me was having everything documented. It took 3-6 months but was worth it.

AF
asking_for_friend_worker_GA

NAL, but from what I've read, you should file a complaint. That said, definitely get a lawyer to look at the specifics.

HM
help_me_driver_NC

Have you tried reaching out to your state's consumer protection office? They sometimes have free resources or mediation services.

FT
first_time_dev_MA

NAL, but from what I've read, you should document everything. That said, definitely get a lawyer to look at the specifics.

TL
Mod_TermsLaw Moderator

Attorney here. Here's my take on the legal issues.

There are several legal theories that could apply here. The strongest is probably the relevant statute, which requires showing actionable.

The practical consideration here is cost vs. potential recovery. For disputes under $10K, small claims court is often the best route.

FR
frustrated_renter_question

Following this thread — I'm in a very similar situation. Would love to hear how it turns out.

CE
confused_employee_FL

Just want to point out — the statute of limitations might be a factor here. In some states it's as short as 1-2 years. Don't sit on this too long.

PB
PatentAgent_Boston

Been there. Here's what I learned.

What worked for me was escalating to a supervisor/manager. It took 1-3 months but was worth it.

AH
anon_homeowner_today

Just want to point out — the statute of limitations might be a factor here. In some states it's as short as 1-2 years. Don't sit on this too long.

NE
newbie_employee_CO

I work in this industry and unfortunately this is very common. The good news is that when people actually push back with legal representation, companies usually settle.

AP
anon_parent_question

NAL, but from what I've read, you should file a complaint. That said, definitely get a lawyer to look at the specifics.

SA
seeking_advice_seller_IL

Have you tried reaching out to your state's labor board? They sometimes have free resources or mediation services.

CD
confused_driver_NC

This happened to me too. Have you tried filing a complaint with the relevant agency? In my case they investigated and it got resolved without needing a lawyer.

PB
PatentAgent_Boston

I went through almost the exact same thing.

The biggest mistake people make in this situation is filing with the appropriate government agency. I'd recommend gathering evidence first instead.

NR
NurseUnion_Rep

I went through almost the exact same thing.

The biggest mistake people make in this situation is filing with the appropriate government agency. I'd recommend gathering evidence first instead.

TR
TruckerRights_OH

Been there. Here's what I learned.

What worked for me was having everything documented. It took 3-6 months but was worth it.

HM
help_me_freelancer_2025

NAL, but from what I've read, you should file a complaint. That said, definitely get a lawyer to look at the specifics.

CA
ConsumerAdvocate

I went through almost the exact same thing.

I ended up hiring an attorney to send the initial letter, which cost about $2-4 but saved me a lot more in the long run.

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