Avoid Tax Time Trouble with Reliable Mailing Solutions from LetterStream
As tax season is upon us, young adults—and the parents who may still be helping them—are being urged to get ahead of filing deadlines and financial recordkeeping. A recent Wall Street Journal article emphasizes that many Gen Z taxpayers aren’t fully prepared for what it means to file taxes independently. Whether it’s mailing tax documents, keeping up with deadlines, or dealing with the IRS, the stakes are high—and missing paperwork could mean delays or penalties.
That’s where LetterStream comes in.
We specialize in printing and mailing services, including Certified Mail—a critical tool for anyone sending tax documents, legal notices, or time-sensitive communications. Our platform makes it simple, and everything is handled online, without a trip to the Post Office.
Why Certified Mail Still Matters—Especially for Taxes
Sending documents by Certified Mail is often recommended when dealing with government agencies like the IRS, as it provides a record of mailing and proof of delivery. Unfortunately, traditional green cards (Form 3811) are easy to lose, hard to track, and cumbersome to manage.
LetterStream eliminates that hassle with:
Electronic Certified Mail receipts — Instantly available in your online account
Long-term access — Our digital records outlast USPS retention windows
No more green cards — Everything is tracked digitally with an Electronic Return Receipt (ERR) – add-on option
Peace of mind — You’ll know exactly when your tax documents were sent and received
Whether you’re a parent helping your college-aged child file taxes for the first time, or a young professional navigating self-employment income, using Certified Mail online through LetterStream can help keep record of your filings.
Tax-Time Tips from the WSJ Article (and How LetterStream Helps)
The WSJ article offers smart guidance for young adults and families during tax season. Here are a few key takeaways—and how LetterStream supports them:
Tip 1: Keep Paperwork Organized
Save W-2s, 1099s, and proof of deductions.
How LetterStream Helps: Digitally send and archive documents via Certified Mail, knowing you’ll have easy access to mailing receipts and documents—even next year.
Tip 2: File for Dependents (Carefully)
Parents often mistakenly claim children who’ve already filed on their own.
How LetterStream Helps: Use Certified Mail to send statements or communications with legal or financial advisors—and have an electronic receipt so you know if a family member has already sent theirs.
Tip 3: Report Side Income
Young adults with Venmo gigs, tutoring, or Etsy shops may need to report income they didn’t expect.
How LetterStream Helps: Submit forms or tax paperwork to your accountant or IRS with confidence—Certified Mail ensures it’s not “lost in the mail.”
When to Use Certified Mail for Taxes
You have different options when sending mail through the USPS, including First-Class Mail and Certified Mail, however, when it comes to taxes you may want to use Certified Mail for:
• Sending your tax return (if not e-filing)
• Notifying the IRS about an address change
• Responding to IRS letters or requests
• Mailing tax documents to accountants or attorneys
• Confirming delivery of supporting paperwork
Any time the date and sending of your documents matters, Certified Mail is a great option for tracking when it gets sent out and when it arrives—and LetterStream makes it effortless.
Why LetterStream Is the Smarter Way to Send Certified Mail
Instead of standing in line at the Post Office, fiddling with green cards, or losing track of receipts, you can handle it all with LetterStream.com, here’s how:

• Upload your PDF
• Choose Certified Mail (with or without Electronic Return Receipt)
• Check your proof
• Click send—we print, fold, insert, and mail it for you
• Easily track the status of your Certified Mail letter in your LetterStream account

Your receipt and tracking are stored securely online. That’s one less thing to stress about this tax season.
Ready to Simplify Your Mailing Process?
Whether you’re a tax professional, parent, or first-time filer, LetterStream offers a fast and reliable way to handle Certified Mail—no printer, envelopes, or stamps required.
Visit LetterStream.com to create your free account and start mailing smarter.
And if you want to dig into the tax tips for young adults, check out the full WSJ article here.
* Note: Check the website for actual delivery/send dates. This blog article is not meant as tax advice, but simply observation.
LetterStream offers bulk printing and mailing services allowing companies to send physical mail online. Whether it’s online Certified Mail, First-Class Mail, FedEx 2Day, or postcards, we give both small businesses and large corporations the time and freedom back to work on tasks that better serve the company. If you’re interested in creating a free account, you can do so, here.
