Members-only forum — Email to join

1099 Tax Issue — day trader wash sale confusion

Started by first_time_dev_GA · Apr 8, 2025 · 2,064 views · 15 replies
For informational purposes only. This is not legal advice. Laws vary by jurisdiction. Consult a qualified attorney for advice specific to your situation.
FT
first_time_dev_GA OP

Quick background on my situation — any input appreciated.

day trader wash sale confusion. I've been dealing with this for about 16 months now and the situation isn't improving.

I have already tried to resolve this directly but got conflicting advice.

Should I hire a lawyer for this or try to handle it myself?

DS
DevOps_Seattle

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

The biggest mistake people make in this situation is escalating to a supervisor/manager. I'd recommend following the formal complaint procedure instead.

FD
frustrated_dev_NC

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_NC

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

AF
anon_freelancer_2026

I had a similar issue and ended up consulting with an attorney. It was worth the $200-300 for the initial consultation just to understand my rights.

CA
ConsumerAdvocate

Not a lawyer, but I have direct experience with this.

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

AS
anon_seller_2022

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

ND
newbie_driver_GA

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

RL
RetiredLawyer_FL

I've dealt with this before.

In my case, it took about 3-6 months to resolve. The key was having everything documented.

FE
frustrated_employee_MA

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.

TR
TruckerRights_OH

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

I ended up escalating to a supervisor/manager, which cost about $1-3 but saved me a lot more in the long run.

SA
seeking_advice_buyer_CA

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.

NH
need_help_worker_2025

I had a similar issue and ended up consulting with an attorney. It was worth the $200-300 for the initial consultation just to understand my rights.

JC
just_curious_dev_legal

I had a similar issue and ended up consulting with an attorney. It was worth the $200-300 for the initial consultation just to understand my rights.

SB
SmallBizOwner_NYC

Not a lawyer, but I have direct experience with this.

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

TL
Mod_TermsLaw Moderator

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

The legal framework here involves both federal and state law. At the federal level, the relevant statute. Your state may provide additional protections.

Before taking legal action, consider sending a formal demand letter. In many cases, this alone resolves the issue.

Want to participate in this discussion?

Email owner@terms.law to request access