Join LetterStream at the 2025 CAI National Show in Orlando

LetterStream is off to CAI’s Annual Conference in Orlando to talk all things HOA mail, and we can’t wait to see you there!

LetterStream is packing up our favorite mail samples and heading to CAI’s Annual Conference & Exposition: CommunityNOW, happening May 7–10, 2025. If you’re planning to be there, come find us at Booth 333. We’d love to say hi—and show you how easy sending HOA mail can actually be with the right online mail platform.

Yes, we said easy and HOA mail in the same sentence. Stick with us.

Why We’re Showing Up

If you’re in community management, you already know that mailing things—violation notices, annual meeting packets, financial disclosures—isn’t always your favorite part of the job. It’s time-consuming. It’s manual. It’s repetitive. And let’s be honest, it’s easy to mess up.

That’s where we come in.

We built LetterStream to take that entire task off your plate. No more printing. No more envelope stuffing. No more rushing to the post office before it closes. Just upload your files and we’ll handle the rest—like, really handle it.

CAI’s Annual Conference is one of our favorite events of the year because it gives us a chance to connect in person with the people who are doing the hard work of keeping communities running. Whether you’re a board member, a community manager, or the go-to person for “who’s mailing what,” we’d love to show you how our HOA mailing services and automated mailing solutions can make your job way less stressful.

What You’ll Find at Booth #333 (Besides a Bunch of Friendly Humans)

We’re not just showing up with brochures and a handshake. We’re bringing real solutions—and a chance to see how they actually work in the wild.

Swing by and we’ll walk you through how easy it is to:

  • Send Certified Mail without ever leaving your desk
  • Upload your files and let us handle the printing, stuffing, and mailing
  • Improve your mailing process without adding more work to your plate

You’ll get to see real mail samples (yes, the actual stuff we print), ask us anything about timelines, compliance, integrations—you name it—and pick our brains about how to make your next big HOA mailing way less painful.

Whether you’re a seasoned community manager or just figuring out what “annual disclosures” even are, we’ve got tools (and stories) to share.

Also, we might actually have snacks. But no promises.

What Makes Mailing with LetterStream Different?

We’re not just another platform. We’re a team of real people who actually get what HOA teams deal with day-to-day. So we built tools that actually solve the problems—not just talk about them.

Here’s what that looks like in practice:

You log in, upload your files, and we handle the rest
No supplies, no equipment, no guessing. Whether you’re sending first-class mail for HOAs, certified letters, or even FedEx, it’s all done from your computer.

You get tracking on certified mail and FedEx
Need to prove it was delivered? You’ll have the receipts (digitally speaking).

You avoid the common mailing mishaps
We’ve built in checks so you’re not losing sleep over missed pages or mismatched envelopes.

You get hours back in your week
Because let’s face it—your to-do list is long enough without “go to the post office” on it. With our print and mail service, you can send hundreds of letters in just minutes.

Come Say Hello

Whether you’ve used LetterStream before or are just hearing about us for the first time, we’d love to meet you. Booth #333. Orlando. May 7–10. Mark your calendar, circle it in red, set an alarm—whatever works.

Let’s talk about the mail you send, the problems you’re trying to solve, or even just which session had the best coffee. We’re all ears (and envelopes).

LetterStream offers bulk printing and mailing services allowing companies to send physical mail online. Whether it’s online Certified MailFirst-Class MailFedEx 2Day, or postcards, we give both small businesses and large corporations that 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.

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How to Make Sending HOA Mail Easier

Managing an HOA means juggling homeowners association dues, violation notices, community updates, and board elections—all requiring reliable communication. But sending mail the traditional way can be time-consuming and costly. That’s where online mailing platforms like LetterStream come in.

When using LetterStream, HOAs can easily send mail online, whether it’s a homeowners association annual meeting agenda, proxy ballots, or Certified Mail for violation letters. Our online platform automates the entire process, eliminating the need for printing, stuffing, and mailing letters yourself. Plus, we have an API option that seamlessly integrates with HOA management software companies like CINC, making it even easier.

The Struggles of Traditional HOA Mail

Handling HOA mail manually presents major challenges including:

  • High costs – Postage, paper, and labor expenses add up.
  • Time-consuming – Printing and mailing homeowners association dues notices and other documents takes valuable time.
  • Compliance concerns – Late or lost mail can create legal and financial issues.
  • Lack of tracking – HOAs need proof that critical letters were sent and received.

A mailing service like LetterStream solves these problems with automation, tracking, and seamless integration.

How LetterStream Streamlines HOA Mail

Simplify Sending Mail

Instead of dealing with printers and envelopes, HOAs can send physical mail online in minutes. Upload your documents, choose recipients, and we handle the rest.

HOA Software Integration for Seamless Mailings

Our API connects with HOA management software like CINC, allowing for automated mailings of homeowners association dues reminders, violation notices, and community updates—all from the same system you already use.

Proxy & Ballot Mailings for HOA Elections

For board elections and annual meetings, HOAs must distribute proxy forms, ballots, and the homeowners association annual meeting agenda. LetterStream ensures:

  • Accurate mailing of ballots and voting instructions.
  • Real-time tracking for compliance.
  • Address verification to reduce return mail.

Send Certified Mail Online for Legal Compliance

Some HOA communications—like delinquency notices and violation warnings—require Certified Mail tracking. Our platform allows you to send Certified Mail online with tracking and the option of an electronic proof of delivery (Electronic Return Receipt). And, you can even track it all right from inside your LetterStream account.

Cost Savings & Bulk Mailing Discounts

HOAs can send mail more affordably when sending bulk mail. When you take into account the time spent to physically send mail yourself including supplies, postage and the time it takes to the Post Office—it adds up. The ability to have it all done for you without literally having to leave your desk, the price to send online is actually priceless.

The Future of HOA Mail is Automated

When HOAs use LetterStream to send snail mail online, they can automate and streamline sending a letter—from financial statements to election ballots. Whether you need to send a letter, send Certified Mail, postcards, proxy and ballet mail or integrate mailings with your HOA software, we’ve got you covered.

Ready to Upgrade Your HOA Mailing Process?

Join HOAs nationwide that trust LetterStream for their mailing needs. Send mail the easy way today at LetterStream.com.

LetterStream offers bulk printing and mailing services allowing companies to send physical mail online. Whether it’s online Certified MailFirst-Class MailFedEx 2Day, or postcards, we give both small businesses and large corporations that 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.

LetterStream small logo

We’re Excited To Announce Letterstream At CINC Up 2024

We’re excited to announce that LetterStream will be attending the CINC Up show in Nashville, happening from October 2nd – 4th, 2024! As one of the premier events for HOA community managers and leaders, this is the perfect opportunity for us to connect with those who rely on efficient communication solutions. We can’t wait to meet you in person and show you how we can make your mailing process smoother, faster and easier than ever before.

Come say hi to us at Booth 11.

CINCUP show expo hall layout with LetterStream's booth highlighted.

LetterStream & CINC Software: The Perfect Pair

If you’re a CINC software user, you’re in luck! LetterStream is already integrated into the CINC platform, which means you have direct access to our powerful mailing services without needing to navigate external systems. But there’s one simple step you’ll need to take before unlocking the potential of LetterStream within CINC: contact your CINC representative to get everything set up.

Yes, it’s that simple.

With just a few clicks, you can send statements and violation letters without leaving the CINC software. It’s all about making your job easier and giving you peace of mind that your mail is handled securely and efficiently. And if you’re attending the CINCUP show, we’d be thrilled to walk you through how it works. Stop by our booth (#11), and we’ll show you firsthand how LetterStream can simplify your HOA mailing needs.

Meet Us at CINC Up 2024 in Nashville

We know how busy you are as HOA leaders and community managers, but attending the CINC Up show is your chance to streamline your processes and learn about innovative tools designed just for you. At the show, the LetterStream team will be ready to answer all your questions and show how we’ve helped countless HOAs, just like yours, stay on top of crucial communications.

Whether you need to send statements or violation letters, LetterStream offers a seamless way to manage it all. And with our integration within CINC, you’ll have all the tools you need at your fingertips. There’s no more back-and-forth with external vendors or worrying if your mail will arrive on time. With LetterStream, it will.

LetterStream Expanded

We understand that HOAs have specific mailing needs, and ensuring timely, accurate communication with residents, board members, and vendors is crucial. In addition to our seamless integration with CINC Systems, we offer a range of mailing services that are not yet built into the CINC platform. These services include sending annual meeting notices, large mailing packets, postcards, and ballot mailings.

With these additional options, you have greater flexibility in managing your HOA’s communications. Whether you’re preparing for an important meeting, distributing election materials, or sending out updates, we provide the tools to keep your community informed and organized.

You can check all of this our by signing up for a free account on our website.

Why Choose LetterStream?

We don’t just mail letters—we offer peace of mind. Our goal is to help you simplify your communication processes, from printing to mailing, so you can focus on managing your community. Our platform handles every step of the process, ensuring that important information reaches the right people when it’s needed most. We also prioritize security and confidentiality, especially when dealing with sensitive HOA documents like financial statements or election ballots.

Let’s Connect at CINC Up

If you’re planning on attending the CINC Up show, make sure to drop by Booth 11 to say hi! We’d love to meet you in person and show you how LetterStream’s printing and mailing services can transform your HOA communications. Whether you’re looking to simplify your mailings, ensure compliance, or just find a more efficient way to keep your community informed, we’ve got the tools to help.

Mark your calendars for October 2nd-4th in Nashville—we can’t wait to see you there! And remember, if you’re using CINC software, don’t forget to reach out to your representative to set up LetterStream in your account and start streamlining your HOA communications today.

To learn more about CINC in your LetterStream account, click here.