What A Fantastic Event! Thanks For Another Great CAI National Show

We Just Got Back from the CAI National Show—and We’re Still Buzzing!

Let me just say this: if you work in community management and didn’t make it to the CAI National Conference in Orlando this year… you missed a good one.

I’ve been to more than a few trade shows in my time, but there was something about this one—maybe it was the energy in the room, the conversations around real challenges HOAs are facing, or maybe it was just the Florida sunshine—but CAI National 2025 hit different.

To everyone who stopped by booth 333 to say hi, ask questions, or just grab a sticker (Yes, we saw you), thank you. Your curiosity and openness are what make these events worth showing up for.

HOA Mail Conversations That Matter

What stood out this year wasn’t just how busy it was (though it was busy). It was the quality of the conversations.

We talked to HOA managers juggling ten communities and vendors looking for ways to streamline board notices. We met folks brand new to their roles and seasoned pros who just needed to stop printing late at night and folding paper with a ruler. (There are way too many of you out there.)

And the common theme? Everyone’s looking for smarter, faster ways to get the job done—without sacrificing accuracy, security, or their sanity. That’s kind of our whole thing.

A Better Way to Handle HOA Mail

So here’s what we showed (and heard) at the booth:

Most of our mail goes out the next business day—50% goes out same day.
You can send mail to one community or a hundred. No minimums.
Our Certified Mail is trackable, timestamped, and accounted for. No guessing.
We already integrate with many HOA software platforms (CINC fans, we see you).
You don’t need a giant mailing team—you just need a good platform.

If you’re new to LetterStream, our platform lets you send real mail online in just a couple of minutes. Upload your file, choose your options, click send. We handle the printing, folding, stuffing, addressing, postage, and tracking. That’s it.

What We Offer HOA Managers

We make life easier for HOA pros. Period.

Whether you’re sending:

Violation letters
Certified mail
Annual meeting notices
Statements
FedEx 2Day mail
Ballot and proxy mail

You get the tools, tracking, and peace of mind without the late nights and jammed printers.

Why We Keep Showing Up

We don’t go to these shows to sell you stuff. We go to listen, to learn, and to be part of a community that’s trying to make things run better. That’s why we’re proud to be part of CAI and why we keep showing up for you.

To the CAI organizers, attendees, and fellow vendors: thank you for the conversations, the connections, and the laughter. We’re grateful for the work you do and are thrilled to be a small part of helping you do it more efficiently.

Until next time—log in, upload, and get back to what matters. We’ll handle the mail.

To learn more about sending HOA mail online, click here.

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 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.

HOA Made Easy – Visit Us At The CAI National Show

We know your CAI schedule is already filling up with sessions, meetups, and maybe even a Disney detour (we won’t judge). But before the madness begins, here’s your reminder that HOA mailing doesn’t have to be the slow, painful, paper-cut-filled task it’s always been.

The countdown is on! CAI’s 2025 Annual Conference is just around the corner (May 7th–May 10th), and LetterStream is officially in preparation and packing mode. If you’re heading to Orlando, make sure Booth 333 is on your must-visit list.

LetterStream at CAI National Show
May 7th – May 10th
Orlando, Florida
Booth #333

You’ve Got Mail To Send

If you’re still printing notices, stuffing envelopes, and sprinting to the Post Office before 5pm, let’s talk. Because honestly? You don’t have time for that. We built LetterStream so you can send your HOA mail online—without needing a dedicated mailroom (or a spare afternoon).

Certified Mail with tracking? Easy.
First-Class letters and postcards? You bet.
FedEx 2Day from your laptop?
Yes, really. Poscards? We even offer two sizes!

We’ve got solutions for property managers, board members, and anyone who’s ever asked, “Did someone remember to mail that?”

What Kind of HOA Mail Are We Talking About?

All the important stuff. You know—the things that have to get out, on time (not waiting for someone to go to the Post Office or a vendor to keep them in the queue for days or weeks before sending), and with proof they were sent. We help with:

Annual meeting notices (complete with proxy ballots and agendas)
Statements
Violation letters (with tracking, of course, and an option for an electronic signature)
Financial disclosures
Postcards and community updates
Welcome packets for new homeowners
Ballots for elections
Coupon sheets and booklets

If it needs to be mailed and it affects your community, we’ve probably seen it—and send it.

Booth 333: Where Your Mail Problems Go to Disappear

We’re bringing live demos, real mail samples, and real people who can answer your questions (the weirdly specific ones too—we’ve heard it all). Got compliance questions? Curious about our integrations, yes we have an API that connect to CINC and other HOA software? Want to know how long it actually takes to send 3,000 violation notices? We’ve got you.

And yes, there will be ribbons again for our awesome customers who love to showcase that they love LetterStream!

I love LetterStream ribbon at the CAI show.

Who Should Swing By?

HOA managers with too much on their plate
Board members looking for better ways to get mail out fast
People who hate printers (our kind of people)
Anyone who’s ever said “Ugh time for another mailing to be done and sent”

Even if you’ve chatted with us before, stop by! We’re always updating our tools and adding new features—and if you’ve never used us? It’s time!

See You in Orlando!

Come say hey! at Booth 333 during CAI’s 2025 Annual Conference in Orlando. Whether you want to talk bulk HOA mail, Certified Mail tracking, or just need a break between breakout sessions, we’ll be there.

Let’s finally make mailing the easiest thing on your to-do list.

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 Mail, First-Class Mail, FedEx 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.

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.

Printing and Mailing and Lots of Fun

This week our team got together and we celebrated the success of our 2023 Q4 at pretty cool escape room called Escapology. Here’s the backstory. LetterStream is a printing and mailing company that allows businesses to send mail online without the hassle of going to the Post Office.

We do it all from sending First-Mail Mail, Certified Mail, postcards, FedEx 2Day, checks and invoices, HOA annual meeting notices with proxy and Registered Mail. And you know what else we do? We provide awesome and fun events for our team members for all of their hard work helping to get all those services out the door.

Quarterly Gatherings

Each quarter we gather together to celebrate the previous quarter. We try and switch it up each time with a new location and theme. As mentioned above this time we met up after work at Escapology for a night of fun detective work. The first hour consisted of a company presentation with catered food where we discuss the strengths of the company and where we could possibly improve. We talk about our customers and how we’re serving them, how we’re handling bulk mailings, new staff we have brought onto the team, new products we have launched, like when we turned on FedEx 2Day or implemented our new Chatbot onto our SAAS website and any announcements for up-and-coming projects we need to be aware of.

Lots of Fun

On top of that we also love giving our door prizes! After our presentation we usually find fun ways to hand out hand prizes. Sometimes we play games, sometimes we draw names out of a hat and sometimes we spin a wheel. You never know until you attend the event. After the presentation, food and prizes it was time to break out into teams and head into the escape rooms! This part was extra fun that came with a lot of teambuilding moments, laughter and the chance to get to know each other a little bit than the day prior.

We won’t spoil it by telling you which group won but let’s just say it was a competitive night that was also a lot of fun!

Core Values Behind the Printing and Mailing

Here’s the thing, LetterStream lives by a set of internal core values, which we pride in ourselves as a company and take very seriously. They include not only valuing our customers but also our employees, staff and vendors. This is a way for us to showcase our appreciation for the team efforts that go into producing snail mail for business and individuals to be sent to mailboxes and P.O. boxes efficiently and effectively.

Official USPS And LetterStream 2023 Holiday Schedule

Here’s a handy link to the 2023 USPS Postal Holidays and LetterStream Holiday Schedule. We’ve also included important USPS early closing days which are not typically spelled out on the USPS Postal Holidays web page.

One more important mention; most USPS retail counters close early on both Christmas Eve and New Year’s Eve, so make sure you call ahead and/or plan accordingly. In conjunction, LetterStream will also be closing early on both of those days.

2019 Baja 1000

Baja1000 (3)

Racing through Mexico!

Given today’s headlines it might sound treacherous to drive to Mexico; but how much more so, to make it a thousand-mile road trip through the country. And let’s add a twist of only traveling on unpaved and primitive roads.

Well, Dennis our Technical Services Manager is doing just that this weekend. But because Dennis loves a good challenge, he’s making the trip in a Volkswagen bug.

Dennis is racing in the 2019 Baja 1000, a grueling 1000 mile non-stop road race on nearly impassible roads in a car that’s over 50 years old and has a fraction of the horsepower of any modern car.

There are two things you should know about Dennis. First, he can fix anything (which LetterStream really benefits from and I’m sure his race team does too) and second he has a heart the size of the entire Baja Peninsula. Dennis has joined up with another Dennis, Hollenbeck, and his team to race Class 11 car 1121 through a brutalizing 1000 miles of dust and boulders. But car 1121 isn’t just a race car, it is owned and operated as an extension and fundraising arm of Real Life Ministries an organization that serves the less fortunate ones in Mexico.

So not only does Dennis get the joys of fixing even more things this weekend, he also gets the greater joy of participating in a journey to uplift the downtrodden and help shed light on a ministry seeking to do the same thing.

Dennis, we’ll be watching and cheering as you pound the rocky terrain of Baja Mexico and seek to make the world a little better for those around you.

Check out the following related websites:

Real Life Ministries. https://reallifeministries.org/ “committed to serving the less fortunate, tending to the sick, and providing shelter for the homeless. 365 days a year, 24 hours a day.”

Class 11 Car 1121. http://www.teamh12one.com/ “We are about Running the Race as it describes in Hebrews 12:one , “Therefore, since we are surrounded by such a great cloud of witnesses, let us … run with perseverance the race marked out for us”.”

Baja 1000. http://score-international.com/ November 22 – 23rd 2019. View the livestream of the event at http://score-international.com/livestream-52nd-annual-score-baja-1000

Baja1

Update: November 25, 2019:

The Baja team fought a brutal battle, enduring one of the most difficult courses in the 52 years of the Baja 1000 history. And congrats to the team, for taking First Place in the group of Class 11 cars. How amazing, to punish the car and driver for over 36 hours of non-stop CARnage and still drive across the finish line. Great job team!

Baja4 Baja3

LetterStream gives back with The 2019 Code Red Water Drive!

waterdrivepeople

A quick update on the water drive for Phoenix Rescue Mission.
Brown Community Management (https://www.brownmanagement.com/) invited us to participate with them again this year to help the Mission replenish their water supply of bottled water for needy and homeless individuals. And we gladly joined them again.
The Phoenix Rescue Mission is committed to reducing hunger and homelessness throughout Maricopa County. Their annual fall water drive replenishes their inventories as they work to prevent heat-related deaths in the valley. The water drive is called Code Red (https://phoenixrescue mission.org/codered) and we certainly encourage you to get your company involved in assisting in this event or finding others as a great way to give back.
We’d like to thank Brown Community Management for inviting us to participate. And a big thanks to OPACS (OPACS.com) who provided a box truck with a lift gate and a pallet of water to make this a record year for Brown and LetterStream in our contributions. But the biggest thanks goes to the LetterStream employees who grabbed a pallet, a case or just a bottle and dropped it off selflessly for the benefit of those less fortunate. Our LetterStream team donated 7,800 bottles of water.
Our next event is our annual Toys for Tots toy drive. If you are inclined, stop by and drop off an unwrapped toy if you are in the area. Or better yet, find a way to bring your organization together and share in the joys of giving through an event that you organize.

20% off Orange Paper and Postcards!

October Promotion

No tricks here, we are giving you a treat this Halloween season.
For the month of October, we will be offering 20% off all Orange 8 ½ X 11 paper and Orange Express Postcards.
You have a business to run and customers to keep happy, so we want to help you! For your festive holiday letters and notes look no further than LetterStream. For your fast mailing and printing needs, we’ll get the job done. Don’t wait until it’s too late and all the candy is gone, let us help you this Halloween season.

Las Vegas Debt Connection Symposium and Expo 2019

LetterStream

LetterStream takes on Vegas!

Come say Hi, and meet some of our LetterStream team. There are many ways that you can meet us, but in this case, all you have to do is stop by our booth. Were talking about the Las Vegas Debt Connection Symposium and Expo being hosted at the Red Rock Hotel, September 10^th-12^th, 2019. Our booth at this Expo will be stocked with our fantastic and passionate staff.

This Expo will be “focusing on networking and connection with clients, service providers, product suppliers, agencies, and attorneys- at a whole new level… This symposium and Expo’s concept is to have an opportunity to meet peers and other industry professionals, as well as finding new products and services that might make your job easier, better, more efficient, more productive, etc.” (DCSE)

LetterStream is going to have staff on hand to explain why outsourcing print and mail projects makes the most sense, as well as showing how mail managers can get their important mailings out the door in as little as two minutes. We’re sure there will be many questions about how Certified Mail can be sent and tracked online without ever going to the post office, and will be more than happy to answer every last one of them.

Please stop in and see us about your first-class mailing, statement mailing, payment coupon booklet printing, FedEx letters, annual meeting notice, postcards, certified mail, and any other mailing projects that you might need for a better solution.

Be sure to stop by booth #202, and say hello. We will be awaiting your arrival. See you soon!