u/DragonflyUseful9634

I am really confused after reading the following from the IRS web site:

>Question

>If I anticipate a sizable capital gain on the sale of an investment during the year, do I need to make a quarterly estimated tax payment during the tax year?

>Answer

>Generally, you must make estimated tax payments for the current tax year if both of the following apply:

>You expect to owe at least $1,000 in tax for the current tax year after subtracting your withholding and refundable credits, and

>You expect your withholding and refundable credits to be less than the smaller of:

>90% of the tax to be shown on your current year's tax return, or

>100% of the tax shown on your prior year’s tax return or 110% of the tax shown on your prior year’s tax return if the adjusted gross income for that year was greater than $150,000 ($75,000 if married filing separately). (Your prior year’s tax return must cover all 12 months.)   

If I make estimated tax payment in 2026 that is 100% of the tax shown in tax year 2025's return, I don't need to make estimated tax payment for the quarter where I had a lot of capital gains from selling stocks?

If I didn't make estimated tax payments in 2026 that was 100% of the tax shown in tax year 2025's return, I would need to make estimated tax payment in the quarter where I had a lot of capital gains from selling stocks?

Is this saying that I won't get a tax underpayment penalty if my tax witholding was 90% or more of what I actually owed in taxes (which means that I owe at tax time < 10% of what I withheld).

I am planning on purchasing a glass chair mat to protect the LVP flooring from the Hyken Pro Chair. Is it necessary to replace the casters with rollerblade style wheels?

I currently have 4.3m in a Traditional IRA account. I am retired at age 58 and will start Social Security Survivor Benefits in two years. The account is composed of VBTLX, VTI, and VXUS. I am planning on using all future dividends in that account to purchase more VBTLX. I was also planning on moving VTI and VXUS shares into the Roth IRA by doing Roth conversions. I know that it is best to pay the taxes for the Roth conversion using the funds from taxable accounts. Is it a good idea to sacrifice the taxable accounts (run down to almost zero) to fund the Roth conversions? If I do Roth conversions to the top of the 32% tax bracket for a couple of years, I would be running down the principal in my taxable accounts. Right now I don't have enough passive income and Social Security to fund all of my living expenses.

Update: I plan to perform Roth conversions up to the 24% tax bracket limit for the next three years (while I am HOH tax filing status) and will pay the taxes from my taxable accounts. I plan to use QCDs starting at age 70.5. I will reevaluate annually whether or not more Roth conversions are needed.

I am purchasing a 47" Trotten sit/stand desk. Do I need felt strips to protect the LVP floor from the desk? What do you recommend?

This studio apartment is 500 sq ft. The mandatory furniture is a twin xl bed and a desk that is 55"x27" to support a 27" monitor with a Hyken Pro chair. I most likely will use a portable tv tray as my dining table and have a folding chair. Any suggestions on how to arrange this room? I plan to use a monitor mount which is clamped on the desk. I will probably use stacked crates from Target as a nightstand

https://preview.redd.it/u6kn6yxaemyg1.png?width=814&format=png&auto=webp&s=6408da20745be45fa53d521ebf6d61d760d58578

I am in the NW suburbs. I know that my lawn guy is undercharging me. I would like to voluntarily increase the rate to a reasonable amount. For 1/3 acre, what is a reasonable amount to pay for mowing and edging?

I have a relative who dropped out of grad school in the fall of 2024. He stays in his room at his parent’s home all day long and doesn’t want to see a therapist. The only activity that he does outside of the house is go to the gym. He has no friends and it has always been that way throughout his childhood except for his sister. He doesn’t talk to her much anymore. He is now 31. His mother found him a job with the employer agreeing to train him. He said that he is not ready to take the job. He also claims to be applying for grad school. He has been saying this since he dropped out of school. His mom doesn’t really know what is going on since he doesn’t talk to her. I said that I can easily see her supporting him for the rest of his life if there is no intervention/help. I know that you can’t force an adult to see a therapist. Anyone have advice? When I go yo the house, I never see him because he doesn’t come out of his room. I am also told to not attempt to make contact with him.

I am moving to a small studio apartment where the flooring is all LVP, but I will need to vacuum a small entryway rug (cotton/jute) and a small rug in the bathroom. Does anyone have a recommendation for something cheap, but would be able to vacuum small area rugs? Is it correct that for LVP, I would just clean with a swiffer and not use any vacuums?

Budget: less than $200