Hello. I plan on e-filing my tax return, and mailing Form 8453 plus Form 8949 listing individual transactions to the IRS. If I could avoid mailing 700+ pages of paper to the IRS, I would prefer to. But since TurboTax does not allow attachment of PDFs, nor is able to handle the data import of 9000+ trades (I think the limit is around 2000 to 2500), I am stuck with this route.
1) I am aware that Forms 8453 and 8949 must be mailed within three days of the electronically filed return being accepted by the IRS. As long as my tax return is e-filed by the April 18th deadline, the mailed forms do not necessarily need to be postmarked by April 18th, nor received by April 18th, correct?
2) Do I need to consider using a "Private Delivery Service" (https://www.irs.gov/filing/private-delivery-services-pds)? The least expensive listed "Private Delivery Service", are 2-day shipping options. As you can imagine, 2-day shipping for a 8lb box starts around $80-100 dollars. I would prefer to use a slower and cheaper service like UPS ground or FedEx ground. Would the slower service be ok?
3) How should I pack the 700+ pages in a box? Assuming there is some empty space in the box, should I put rubberbands around the stack of paper? Bubblewrap or bookend the stack with cardboard for protection? Packing Material?
Thank you.
