Guidance entering 1099-B for the sale of RSU's

My employer went from public to private in 2021. I had vested RSU’s and unvested RSU’s. The unvested RSU’s were accelerated 100% and paid out in 2021.

 

I have received the following from either my employer, or the financial institution that my employer used to liquidate the shares…
W-2
1099- DIV (regarding special dividend amount received)
1099-DIV (w/ capital gains and Section 199A info)
1099-B (from the financial/brokerage institution regarding the previously vested shares)
“RSU Transaction Summary” (for the previously outstanding unvested RSU’s that were accelerated 100%)
“Managed Shares Transaction Summary” (from the financial institution for the vested RSU’s) w/ details…
Award Date (same exact date for each year)
Settlement Date (Year 1, Year 2, Year 3, Year 4)
Shares
Cost Basis
Stock Proceeds($/share)
Special Dividends ($/share)
Total per Grant/Lot ($/share)

 

My Questions...

1) I am confused by some of the verbiage used in the transaction summaries from my employer. Is an LTIP (Long-Term Incentive Plan) a general term that is used to describe a company policy, or are there tax implications that affect how I enter my RSU's? 

 

2) Turbo Tax is asking for the name of bank or brokerage on my 1099-B, but the division of my employer that awarded the shares is included in the name along with the name of the financial institution. Just an FYI if relevant, this division of my employer does not match what is my W-2--as they are under a different LLC, not an INC. PAYER’S name listed on 1099-B is listed in this format...


(Fake Name Here INC) c/o (fake financial institution name here)


Should I enter the financial institutions name only, or exactly as listed under PAYER’S name?


3) If cost basis for each year was provided on my transaction summary, do I even need to answer “Yes” to “Was this a sale of employee stock” that is asked later on in the interview process? If I choose “Yes”, then it seems to prompt further interview questions to reach cost basis. If I answer the additional questions to the best of knowledge, and with the information that was provided in the transaction summaries, I seem to get back a little more on my refund estimate. I would rather do it correctly than get back more money, but I am not sure which path is correct. TurboTax guidance reads that if it is not an ESPP or ISO, that I can answer no and avoid the further interview questions that answering yes generates. Please advise.

 

4) Regarding 1099-B Box 1b -Date Acquired
Box 1b is blank on my 1009-B, should I use the “Award Date” listed on my transaction summary for the acquired date?

 

5a) Regarding 1099-B Box 1e – Cost Basis calculation questions…
If I take the number of Awarded Shares for Year 1 and multiply by the Cost Basis given for that same year on my transaction summary, will that be my cost basis for year 1? If so, I assume that I calculate each year accordingly, and then add each year’s result together to get my total Cost Basis entry for box 1e. Is that correct?

 

5b)…or, should I let leave it blank and let Turbo Tax figure it out later in the interview process when it asks “Was this a sale of employee stock?” The problem is that I am not sure if I am parsing out the information on my transaction summary correctly, or if I am even understanding what TurboTax is asking for during this portion of the interview process. The fact that I get a slightly bigger refund when going this route makes me suspect that I am doing something wrong, and should just stick to the cost basis already provided. 

 

If applicable, please indicate the number associated with the question that you are answering. It makes reading your answers less confusing.

 

Thank you in advance for any help provided! It is very much appreciated.