1099 Tax Issue — estimated tax penalty avoidance

I'm in a difficult situation and trying to figure out my next steps.

estimated tax penalty avoidance. I've been dealing with this for about 11 months now and the situation isn't improving.

I have already consulted briefly with a lawyer but did not get a clear answer.

What's the typical outcome in situations like this?

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

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

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

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.

I've dealt with this before.

In my case, it took about 2-4 months to resolve. The key was hiring an attorney to send the initial letter.

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.