


Ask the community...
16 Has anyone tried requesting the 120-day extension to pay in full? My accountant mentioned this might be better than an installment agreement if you can pay within that timeframe since there's no setup fee like with an installment plan.
3 I did this last year. You can request it online through the IRS website or by calling. No setup fee, but you still pay interest and the failure-to-pay penalty during those 120 days. It was straightforward - I just needed to specify how much I owed and that I'd pay within 120 days. No financial statements needed.
23 Whatever you decide, DONT NOT FILE!!! That's the worst thing you can do. The failure-to-file penalty is 10x worse than the failure-to-pay penalty. File your return, pay what you can on April 15th, and then work with the IRS on the rest. The IRS is actually pretty reasonable to work with when you're proactive and communicate with them.
Important question everyone's missing - what KIND of investment account is this? Is it a: - Traditional IRA (taxed as ordinary income) - Roth IRA (potentially tax free) - 401k (taxed as ordinary income) - Regular brokerage account (capital gains only on profits) - Trust fund (completely different rules) - UTMA/UGMA (yet another set of rules) Without knowing the account type, nobody can give accurate advice. The tax implications are COMPLETELY different for each!
It's a standard brokerage account, not retirement or anything special. She's owned it for about 12 years. The original investment was around $165k and it's grown to about $270k now. No special conditions other than she had to keep it for 10 years minimum per some agreement with the investment company.
Thanks for clarifying - that makes a huge difference! Since it's a standard brokerage account, she'll only pay capital gains tax on the growth portion (about $105k based on your numbers), not the entire $270k. If she's held it over 1 year (which she has at 12 years), she'll pay long-term capital gains rates, which are much lower than ordinary income tax rates - likely 15% for most people. Instead of withdrawing everything and then gifting cash, she could consider transferring shares directly to her children (in-kind transfer). This passes the tax obligation to the kids, who might be in lower tax brackets. They'd inherit her cost basis but could sell according to their own tax situations.
Your MIL should talk to an actual financial advisor or CPA before doing anything. Reddit advice could cost her thousands in unnecessary taxes. One strategy nobody's mentioned: if she's charitably inclined, she could donate appreciated securities directly to charity and avoid capital gains entirely on that portion. Then use cash for family gifts. Also consider her age - if she's over 59.5 that affects certain accounts, over 72 there may be RMDs to consider.
I've been using the same CPA for years and pay $450 for a return with W-2 income, a rental property, and some basic investments. But prices vary HUGELY depending on location. My sister in NYC pays almost double for a similar situation. Ask around for recommendations - a good tax person who knows your local rules can save you far more than they cost. Especially with a new business, they can help set you up right from the beginning rather than fixing mistakes later.
Do you think its worth paying for a year-round tax person or just someone during tax season? My business is pretty small (only made about $12k last year on the side).
Even with a smaller side business, having access to your tax preparer throughout the year can be very valuable. You don't need someone on retainer, but you want someone who'll answer a quick email or call about estimated tax payments or potential deductions. For a business generating $12k, I'd recommend finding a preparer who offers a package deal rather than hourly billing. Many offer a single annual fee that includes your tax preparation plus reasonable access during the year for questions. This way you're not hesitating to ask important questions because you're worried about getting billed for every email.
I DIY'd my taxes for years but finally hired a professional last year when I started freelancing. Cost me $375 in a medium-sized Midwest city, and it was worth EVERY PENNY. She found almost $2200 in deductions I would have missed, showed me how to track expenses properly for this year, and set me up with estimated tax payments so I won't face penalties. Completely changed my financial situation!
You might also want to check if both your employers are withholding the correct STATE tax amount. I had this exact issue where federal withholding was fine but my employer was using the wrong state withholding table (they were using a neighboring state's rate which was lower). Took me three years to figure out why I kept owing state taxes despite withholding "correctly".
Hmm, that's a really good point. I never even thought to check that. How would I verify if they're withholding the correct state amount? Just compare my pay stub percentages to my state's tax rates?
The easiest way is to look at your last pay stub from the year and check the state withholding total. Then use your state's tax calculator (most state tax department websites have one) and enter your total income. Compare what you should owe versus what was withheld. Another approach is to check if the state code on your W-2 is correct - there should be a state code in Box 15. Make sure it matches your actual resident state. I've seen employers accidentally use the wrong state code, especially for remote workers.
For what it's worth, my spouse and I just always add an additional $25 each per paycheck for withholding and it covers us. Simple solution that's worked for 5 years now. No complicated calculations needed.
Amara Nnamani
One important thing nobody's mentioned yet - if you can prove financial hardship (like not being able to pay for basic living expenses), you can file Form 911 (Taxpayer Advocate Service Application) for expedited assistance. The Taxpayer Advocate Service is an independent organization within the IRS that helps people whose tax problems are causing financial difficulties. I used this when the IRS garnished my wages last year and was drowning in bills. The advocate helped me get the levy released within days rather than weeks because I couldn't afford rent. They then worked with me on a reasonable payment plan based on what I could actually afford.
0 coins
Giovanni Mancini
ā¢Do you need any specific documentation to prove financial hardship? My rent and utilities already take up most of my paycheck, and with the garnishment I literally can't buy groceries.
0 coins
Amara Nnamani
ā¢You'll need documentation showing your income and necessary living expenses. Gather recent pay stubs, bank statements, utility bills, rent/mortgage statements, medical bills, and receipts for other essential expenses like groceries and transportation costs. Be thorough about documenting every necessary expense. The more comprehensive your documentation, the stronger your hardship case will be. For your specific situation about not being able to afford groceries, make sure to calculate your basic food needs as part of your essential expenses. The Taxpayer Advocate can put a rush on your case if you're facing immediate hardship like potential eviction or inability to purchase necessities.
0 coins
NebulaNinja
Has your mail been going to your current address? I had a similar situation where the IRS was sending notices to my old address for 2 years. By the time they started garnishing, I'd missed all the warnings. You might want to check if this happened by calling and confirming your address.
0 coins
Fatima Al-Suwaidi
ā¢This happened to me too! IRS had my old address from 3 years ago. I moved twice and the notices never got forwarded. By the time I realized what was happening, they'd already been garnishing for 2 months.
0 coins