I am asked to enter my acquired date for a stock on my 1099, it says Various on my form, when I enter Various or an actual date it just refreshes the page. What do i do?

Did you buy them at different times?  You can type VARIOUS for purchase date.  

But first you would need to split the sale into long term and short term if you bought some more than a year before the sale.  So you might need to make 2 sale entries.

I did, and I've tried entering various and any of the dates of purchase, but it just refreshes the input page and makes me do it over and over. 

There is a procedure for entering Various into you investment transactions.

1. Open (continue) your return if it isn't already open.
2. Income & Expenses
3. Scroll to Stocks, Mutual Funds, Bonds, Other
4. Answer Yes to Did you sell stocks, mutual funds, bonds, or other investments in 2020?
5. If you see Here's the info we have for these investment sales, select Add More Sales.
6. Answer Yes to Did you get a 1099-B or brokerage statement for these sales?
7. At Let's get your tax info, choose how you want to enter your 1099-B (type it in yourself)
8. Select the pencil to work on the transaction
9. In the date area there are two bullets.
   • On one Date, and
   • Something other than a Date
10. Select Something other than a Date
11. There is a drop down menu for Various.

I have done all those steps also, and get the same result. There seems to be some kind of glitch with the 1099B worksheet that is received when I connect to my broker. It keeps asking for the acquired date on the worksheet page. It's missing from the worksheet, but is there on my actual 1099. I may have to just deal with the headache and input all of my sales manually 

When I walk through the steps, as you can see from the image below, you must select the check beside 'Something other than a date'.

If you still have difficulty, make sure the date acquired reflects the correct holding period.  It's not important other than to have the correct holding period for the results to be calculated accurately for tax on your return.

• Long term is a holding period of more than one year and receives capital gain tax treatment (0%, 10%, 15%, 20% depending on your regular rate of tax)
• Short term is a holding period of one year or less and receives ordinary gain tax treatment (your regular rate)