The short version of this is how much trouble am I asking for to wait until March or April of this year to file my 2019 return? I know if I owe there will be late fees and late filing penalty and interest, blah, blah, blah...
I'm in a situation where I am and have been scrambling to get packed up and moved out of state, and I haven't filed my 2019 return yet. I had withholding from my paycheck when I was working and I paid estimated tax payments for my side business income--I did request an extension last year and I believe I will have a refund coming.
I got a delinquent return letter from the IRS, and I'm torn at this point whether to take the time right now to just knock it out, or finish the repairs on my house to put it on the market so that we can get moved. Either way I have a ticking clock. I just need about another month to do some work on my house and pack up and haul to our new home. I won' bore you with details but I have been delayed a number of times due to appliance breakdowns that I had to fix, and COVID hasn't helped. We'll be renting there for a while so I will have time then to sit down and grind out this tax return.
Even if I took my stuff to a paid preparer, I would have to take time to organize everything better and generate some summaries of my business stuff from receipts, and do some scrutiny on things I sold to dig up the cost for COGS. I am really reluctant to go to a paid preparer because I've done that twice in my life at different time, and they both screwed it up--and they were CPAs, not H&R Block either.
