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    Turbo Tax slow updates causing errors

    I was finalizing my taxes and noticed TT showed I owed a $28 penalty. After further review, I noticed form 2210 (quarterly tax payment penalty) was hugely wrong (even had 2020 payment schedule with 2 payments due July 15th). After a little more digging I found TT states the form won't be...
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    turbo tax still not complete

    For the first time in my life, I downloaded turbo tax and started doing my 2020 tax return early (using all of my estimates). Got to the stock section and got a message that the government hasn't provided that section yet. This is my first year in retirement and I was hoping to confirm the...
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    cash from capital loss transaction still income?

    First full year of retirement and doing a lot "firsts" this year. Tax loss harvesting is one of the things I did for the first time and I just thought of a question. If I sold stock sell price $15,000 cost basis $25,000 loss $10,000 does the $15,000 still get counted in my gross income? thanks
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    putting numbers in Turbo Tax early

    I have always waited until I received the actual numbers before inputting into Turbo Tax (in Feb/Mar). I've noticed some folks in this forum are talking about putting numbers in now. For those of you who do input early: 1. are you only inputting numbers you know for sure? 2. If you are...
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    FA for wife after my death?

    My wife worries that if I die, she has no one to turn to for financial advice. She has no interest in learning to manage our portfolio herself, although we try to review everything periodically. Would a fee only FA be what I am looking for? How would I find one? Would a fidelity advisor...
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    I miss having people to talk about finances with

    Before I retired, I worked in an engineering group and there were lots of financial minded folks who always were discussing finances. These folks also had similar financial situations to mine. Now that I am retired, none of my friends like to talk about finances. And most of my friends have...
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    quarterly tax payments have to equal?

    Hello, this is my first year to pay quarterly taxes (retired last year). My plan was to not withhold taxes from any of my withdrawals/dividends/rollovers (to roth). Then pay 4 equal payments of $16,500 to cover us up to the $326,000 top end of the 24% tax bracket. I have made three quarterly...
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    are buckets really necessary?

    Guys, is it really necessary to put 3 to 5 years of expenses in a laddered CD or some similar "safe" option? Isn't the reason to have bonds is that they are less volatile? Is the trade off risking selling bonds when they are slightly down vs making a lesser fixed average income from a CD? If...
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    Started down the Roth path this week and it was much easier than I thought.

    I retired last year and was planning on converting funds from my IRA to a Roth IRA at the end of this year (shooting to stay in the 24% bracket). From reading in this forum, I decided to move those funds now while the market is down (equal lots over the next 5 months). My IRA is with Vanguard...
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    Cash stash

    I've read in several posts that some folks keep 3-5 years worth of budget in laddered CD's or money markets and replenish when the market is good. 1. Do you count that money in your overall portfolio balance? 2. Would a post tax bond fund serve the same purpose (like Fidelity's FTBFX total...
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    sink or swim - FIRE 4 years early

    Hello all. I am 58 and DW is 53. I wasn't planning on retiring for another 4 years, but I accepted an early retirement package in March. I have always monitored our finances (accumulation phase) and was pretty confident we would have a comfortable retirement, but since I didn't expect to...
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