If you are getting a refund, there is not a penalty for filing past the deadline. If you owe taxes, the interest/penalties will be calculated by the IRS based on how much you owe and when they receive your return and payment. The IRS will bill you for this; it will not be calculated by TurboTax.
E-filing for 2019 returns will be open until October 15 2020. After that, e-filing shuts down and a 2019 return has to be mailed instead.
There are several ways to get W-2's if you cannot find your W-2 or the employer is difficult.
You might need to phone, drop in, email and/or snail mail an old employer to make sure they know where to send your W-2.
https://ttlc.intuit.com/questions/2561916-how-can-i-get-a-copy-of-my-w-2
Other ways to get W-2’s:
Pay Social Security $86 per W-2:
https://www.irs.gov/help-resources/tools-faqs/faqs-for-individuals/frequently-asked-tax-questions-an...
You can get a wage and income transcript from the IRS: It will not show the actual W-2, 1099’s, etc, but will show the income information the IRS received. It will not, however, show your state information. It will only show the federal information.
https://www.irs.gov/individuals/get-transcript
Now you have mentioned something about a "1099 job." If you worked as an independent contractor you can report that income whether you received a 1099Misc or not. It is self-employment income and can be entered as such with or without a document.
https://ttlc.intuit.com/questions/2903027-how-do-i-report-income-from-self-employment
**Disclaimer: Every effort has been made to offer the most correct information possible. The poster disclaims any legal responsibility for the accuracy of the information that is contained in this post.**
