Mailing Form 5558 for confirmed delivery

[Tom]

In the past we mailed our forms in several batches of say 50 each, with "return receipt requested" whereby the IRS signs a card and returns.  We've never had a problem but I'm rethinking this for the 2023 forms.

Do you recommend sending them overnight delivery for example?  I'm tempted to send the forms in twice - the old way and also overnight delivery to make sure they are received.  Getting them twice should not be an issue I wouldn't think.   We have fewer this year - maybe 75 total but I want zero risk that 75 plans would be considered filed late because of no Form 5558. Would be a nightmare!

Thank you for any ideas. Heck I'd hand delivery them to the IRS at the federal building if I thought I could.

Tom

[Lou S.]

I send mine by FedEx and kept the delivery receipt. It's more expensive that certified return receipt but I've never had an issue with it getting lost and always have a  delivery receipt by e-mail in 1 to 2 business days with IRS signature.

I think I have done a few certified return receipt when I have the odd singular non calendar year return to file to save money but it sometimes takes up to 6 to 8 weeks to get that post card back and it often comes after the initial filing date.

 

[ESOP Guy]

What is the cause of the new found paranoid thinking?  

[Tom]

Great question ESOP guy!  When you get close to retirement (a year or two) I don't want anything to blow up.