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@shanesiddiqi    Prepare a new W-4 to give to your employer.   About Form W-4, Employee's Withholding Certificate | Internal Revenue Service ______________________ You can reduce "income" tax withholding, but you cannot reduce SS and Medicare taxes.

Are you using the Windows Desktop Business program?  Are you using the online QEF for 1099s?  I don't know how the QEF Quick Employer Forms work but if you create the 1099s inside  your program you have to print and mail them.   And even if you transmit it to the IRS you have to print and mail the 1099s you give to your people.   Quick Employer Forms FAQ https://quickemployerforms.intuit.com/faq.htm     

If you did have taxes withheld from your unemployment benefits then you should be ok on your federal and state taxes.  Whether you'll have a refund or not is tough to say but hopefully you won't owe anything.   The stock sale is not going to help, though.  If it was all profit then that gets taxed at at least 15% as long as you made more than $48,350 for the year.  So you could owe anywhere up to $750 on that.   The best advice I can offer for finding out about your refund is to start your TurboTax return right now.  You don't have to file the return until you're ready so you can plug in all of the numbers and see what that gets you.  If there isn't a refund then you can wait until April 14th and file it then.    

My brother told me that land in his area is averaging around $10,000 an acre. We agreed on $8000 because "family". Should I record the $10,000 amount? It is a guess because my mother rented the land to my brother for years before her passing, so we don't have a specific appraisal. Should I get one?