LetterStream Blog

Why Third-Party Administrators Need Reliable Print and Mail Services

Sending mail online is the answer third-party administrators have been looking for.

Third-party administrators (TPAs) are the unsung heroes of industries like healthcare, insurance, and retirement benefits. They handle the nitty-gritty details others can’t afford to get wrong: claims processing, compliance notices, enrollment packets, and critical correspondence.

But here’s what’s often overlooked: for TPAs, mail is part of the job description. If a benefits packet doesn’t arrive on time, or if compliance letters go missing, the administrator—not the client—takes the heat. Reliable print and mail isn’t a convenience for TPAs. It’s a lifeline.

The Stakes Are Higher Than Most Realize

Unlike a marketing flyer or a postcard, the documents TPAs send are often:

Time-sensitive. Think COBRA notices, HIPAA compliance letters, or plan enrollment packets.
Legally binding. Missing deadlines can open the door to fines, disputes, or lawsuits.
Confidential. Personal health information (PHI) or financial details demand airtight handling.

When you’re entrusted with someone else’s most sensitive communications, there’s no room for errors—or excuses.

The Compliance Pressure Cooker

Ask any TPA and they’ll tell you: the regulations never stop. From ERISA (Employee Retirement Income Security Act) to HIPAA (Health Insurance Portability and Accountability Act), compliance deadlines stack up like dominoes. Miss one, and the fallout isn’t just financial—it’s reputational.

That’s why TPAs need more than a basic mailing option. They need a print and mail service that ensures:

Proof of mailing (hello, Certified Mail online).
Next-business-day turnaround for time-sensitive jobs.
Detailed tracking and reporting for compliance audits.
Secure handling that protects client data.

Because when regulators come knocking, “we think it was sent” won’t cut it.

Behind the Scenes: What Clients Don’t See

From the outside, clients think their TPA just “handles it.” They don’t see the stress of juggling multiple deadlines, triple-checking addresses, or stuffing envelopes at 10 p.m. to meet compliance cutoffs.

Reliable mailing takes that invisible burden off administrators’ shoulders. It turns late-night panic into trackable, documented assurance. And while clients may never notice the difference, TPAs certainly do.

Real-World Example: The Enrollment Cycle

Take open enrollment for health benefits. A TPA is responsible for making sure every employee in a client’s company receives their packet. If even a handful don’t arrive, employees might miss deadlines, coverage could lapse, and HR departments would (understandably) panic.

By outsourcing to a trusted print and mail service, the TPA can generate, upload, and send packets with full tracking. No scrambling, no guessing—just proof and peace of mind.

Internal link: Learn more about Certified Mail services to see how tracking helps TPAs protect themselves and their clients.

The Reputation Factor

At the end of the day, TPAs live and die by trust. Clients choose administrators to reduce risk, not add to it. A single missed compliance letter can erode years of credibility. On the other hand, reliable delivery systems strengthen trust and set TPAs apart from competitors.

Because in this line of work, reputation isn’t built on what clients see—it’s built on what they never have to worry about.

The Bottom Line for TPAs

For TPAs, mailing isn’t a back-office chore—it’s part of the client promise. Reliable print and mail services aren’t optional extras; they’re the infrastructure that keeps operations compliant, clients confident, and administrators sane.

It’s the difference between being reactive and being respected.

LetterStream makes printing and mailing a breeze!

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.

Start Planning Your 2026 Mailing Strategy Now

It feels like a long way off, but here’s the truth: businesses that plan their mailing strategies in advance are the ones that avoid last-minute chaos, budget surprises, and missed deadlines.

2026 may sound like “the future,” but think about what’s already on your plate: annual board meetings, recurring compliance notices, benefit enrollment cycles, and customer billing schedules. Those aren’t going away—and pretending they’ll magically “work themselves out” is a strategy for stress, not success.

Planning now means you can stop reacting and start leading.

The Problem with ‘Winging It’ Mail Strategies

Too many organizations operate on what we’ll call the “wing it” model. Need to send notices? Fire up the printer. Forgot about billing reminders? Run to the Post Office. Got compliance deadlines? Hope someone remembered to stuff the envelopes.

It works… until it doesn’t. Until the compliance clock runs out. Until invoices pile up. Until the HR team spends their weekend prepping packets.

That’s why future-focused leaders are sketching out their 2026 mailing strategy today.

What a Future-Proof Strategy Looks Like

A strong 2026 mailing plan doesn’t just check boxes—it builds confidence. Here’s what to include:

Budget Forecasting – Map out your mailing volume for the year. Anticipate peak seasons (open enrollment, annual meetings, end-of-year billing).
Automation Overload – Identify what processes still depend on human hands and move them to an online print and mail service.
Hybrid Delivery Options – Plan for both physical and electronic communication where appropriate. (Hint: eDoc Delivery is a great add-on for fast, trackable digital delivery.)
Compliance Checkpoints – Build mailing deadlines into your 2026 compliance calendar—so you’re never racing the clock.
Reporting & Visibility – Make sure every mailing has a digital trail for accountability.

It’s not about reinventing the wheel. It’s about putting structure around something you’re already doing, so you can do it smarter.

Think of Mail as Infrastructure

Mail is often treated like an afterthought—something that “just gets done.” But for most businesses, it’s actually infrastructure. Without it, invoices don’t get paid, elections don’t happen, and clients don’t receive notices.

Leaders who view mailing as infrastructure don’t leave it to chance. They systematize it. They budget for it. They build partnerships to make sure it works.

That’s how they avoid scrambling later in the year while others are drowning in missed deadlines.

The Competitive Advantage of Being Early

Here’s the thing about planning early: it doesn’t just keep you organized. It gives you leverage.

You can negotiate better vendor agreements.
You can lock in budget dollars before they get eaten by other departments.
You can prepare your team with training, not fire drills.

When everyone else is scrambling, you’ll already be executing. That’s what sets great leaders apart.

Start Sketching Your 2026 Strategy Now

2026 will be here faster than you think. The businesses that thrive will be the ones that saw it coming—and planned accordingly.

So pull out the calendar. Map out the big moments. And put a system in place to make sure your mail is always moving, not stalling.

Because the future isn’t something to react to. It’s something you can plan for.

LetterStream makes printing and mailing a breeze!

How to Prepare for Open Enrollment Season with Sending Mail Online

For HR and benefits administrators, open enrollment isn’t just another task on the calendar. It’s the Super Bowl of communication season. Every employee needs to receive accurate, timely information about their benefits—and if even one packet goes missing, the fallout can be serious.

Deadlines are strict. Compliance matters. And the margin for error? Pretty much zero. That’s why preparing for open enrollment season isn’t just about having documents ready—it’s about having a system that ensures those documents get into the right hands, at the right time.

When Mailing Becomes the Bottleneck

Let’s be honest: most HR teams don’t struggle with putting benefits information together. They struggle with the logistics.

Printing hundreds (or thousands) of packets. Stuffing envelopes. Labeling. Tracking. Double-checking that every single employee is accounted for. It’s tedious, time-consuming, and frankly, not the best use of a benefits manager’s skills.

That’s where things fall apart—because the people responsible for building great employee experiences get stuck acting like a mailroom.

The Playbook for Getting Ahead

Here’s how smart HR teams prepare:

Start Early. Draft and finalize your documents before the rush. Uploading early to LetterStream means you can schedule jobs to go out exactly when needed.
Segment Your Audience. Remote employees? Different states? Contractors vs. full-time? Tailor packets without duplicating effort.
Track Everything. With reporting and tracking with Certified Mail flats, you don’t have to wonder if packets went out—you’ll know.
Automate the Hard Parts. Upload once, and let the system handle the printing, stuffing, and mailing.

What Happens When You Don’t Prepare

Picture this: an HR director at a mid-size company of 800 employees. She waits too long to organize her mailing and ends up printing packets in-house. Printers jam, staff burn overtime hours, and packets still arrive late to several remote employees. Cue confusion, missed deadlines, and a stream of angry emails.

Now, picture the same director uploading packets through LetterStream. Everything’s queued, printed, and mailed within two days or even better, by the next business day. Every employee has what they need to make informed choices. The director? She’s not pulling an all-nighter—she’s home at dinner.

Why Open Enrollment Mail Deserves Extra Care

Unlike casual reminders or newsletters, open enrollment packets contain sensitive, business-critical information. Employees rely on them to make decisions that impact their health, finances, and families. A late or missing packet isn’t just inconvenient—it’s disruptive.

That’s why using a reliable print and mail service is less about convenience and more about trust. You’re not just sending mail—you’re safeguarding your employees’ futures.

Get Ready For Open Enrollment Season

Open enrollment comes fast. The HR teams that win the season are the ones who prepare their playbook ahead of time. When using a company like LetterStream, you don’t just survive the crunch—you own it.

Upload your documents, set the game plan, and watch your packets get delivered on time, every time.

Because the real win? Giving employees the clarity they need without burning out your team. Learn more about LetterStream here.

LetterStream makes printing and mailing a breeze!

How to Avoiding Common Mailing Mistakes During the Busy Fall Season

Ever wonder why fall is the tricky season for sending mail? Read on to find out how to avoid common mailing mistakes during the busy fall season.

Fall is beautiful—pumpkin spice, cooler air, and football games. But for businesses, it’s also one of the busiest seasons for critical mail. Associations are prepping for annual meeting notices, HOAs are mailing budgets and notices, healthcare teams are sending open enrollment packets, and law firms are scrambling with end-of-year deadlines.

And when the workload piles up, mistakes start sneaking in. A missed deadline here. A wrong address there. Suddenly, what should have been routine mail turns into a headache.

The good news? Most of these mistakes are avoidable—with the right prep.

Mistake #1: Waiting Until the Last Minute

Fall is packed with deadlines. If you’re scrambling the day before something’s due, chances are high that mistakes will creep in. Envelopes get mislabeled. Packets get rushed. Some never go out at all.

How to avoid it: Build a mailing calendar. Plan renewals, elections, and budget notices weeks ahead—and if possible, upload jobs early to schedule them for release.

Mistake #2: Not Tracking What You Send

Sending mail without tracking is like handing over homework without keeping a copy. If someone disputes it later, you’ve got no proof.

How to avoid it: Use Certified Mail online or build reporting into your process. Having a timestamped record turns arguments into confirmations.

Mistake #3: Overlooking Address Accuracy

Few things waste time (and money) like returned mail. In fall, when volumes spike, even a 5% error rate can snowball into dozens—or hundreds—of wasted letters.

How to avoid it: Use an online print and mail service that verifies addresses automatically. Clean lists = fewer headaches.

Mistake #4: Treating Every Mailing the Same

Not all mail is created equal. A budget notice might work with First-Class Mail. A legal deadline probably calls for Certified Mail. A vendor contract might even need FedEx 2Day.

How to avoid it: Match the mail type to the importance of the document. Using the wrong class can create risk that’s entirely preventable.

Mistake #5: Burning Out Your Team

Fall mailings have a way of turning into late-night stuffing parties. But tired people make mistakes. Missing one address or sealing one wrong envelope can create more problems than it solves.

How to avoid it: Don’t do it manually. Upload documents online and let LetterStream do the folding, stuffing, and mailing while your team works on tasks that actually grow the business.

Your Fall Mailing Checklist

Start early—avoid the crunch.
Track everything with Certified Mail and FedEx 2Day—proof is your friend.
Verify addresses—because wasted postage is painful.
Match the mail type to the job.
Protect your team’s sanity—automate what you can.

Do that, and fall becomes less about mistakes—and more about progress.

Make This Fall Different

The season is busy enough without mailing mishaps tripping you up. With the right systems in place, you can stay ahead, meet deadlines, and keep your focus where it belongs.

Because fall should be about pumpkin spice and football—not panicking over missed mail. Learn more about LetterStream here.

LetterStream makes printing and mailing a breeze!

LetterStream Sends Out 95% Of All Mail Next Business Day

Let’s talk about waiting. Waiting in line at the Post Office. Waiting for a delivery that’s “out for shipment.” Waiting for confirmation that a critical letter actually made it out the door.

For most businesses, waiting isn’t just inconvenient—it’s expensive. A late assessment notice can throw off HOA collections. A delayed legal letter can push back deadlines. A missed benefit enrollment mailing can create headaches for HR and employees alike.

That’s why 95% of LetterStream’s mail goes out the next business day. Not because speed sounds nice on paper, but because waiting costs money, trust, and sometimes compliance.

A Tale of Two Mailings

Imagine two law firms. Firm A handles its Certified Mail manually. They print, stuff, drive to the Post Office, wait in line, and hope everything goes out that day. Sometimes it does. Sometimes it doesn’t. Either way, their attorneys spend hours babysitting paperwork instead of clients.

Firm B uploads documents to LetterStream by 3 p.m. Every piece is printed, barcoded, tracked, and in the mail stream the very next business day. Their attorneys spend zero hours at the Post Office—and 100% of their time on client work.

Both firms sent the same letter. Only one of them kept their focus where it mattered.

Why Next-Business-Day Matters

It’s not just about bragging rights. Here’s why speed matters for critical mail:

Deadlines don’t wait. Whether it’s legal compliance or HOA election timelines, sending mail on time is everything.
Cash flow depends on it. The faster invoices or assessments are out, the sooner payments come in.
Reputation is on the line. When members, clients, or patients receive mail on time, trust grows.
Peace of mind is priceless. Managers sleep better knowing tomorrow’s job is already moving.

The Machine Behind the Magic

There’s no magic wand here—just a system designed for efficiency. LetterStream’s automation ensures jobs move from upload to production without bottlenecks. That’s why 95% of jobs are already out the door the very next business day.

It’s the difference between babysitting paper and knowing it’s handled.

Think Bigger: The Ripple Effect of Speed

When mail moves quickly, it changes more than just delivery times. It changes workflows. Budgets. Even morale.

HR directors stop chasing deadlines.
Property managers stop stuffing envelopes at midnight.
Lawyers stop sweating over compliance logs.

That ripple effect is why speed isn’t just a number on a website—it’s a business advantage.

No More ‘Hurry Up and Wait’

We’ve all been there: the last-minute scramble, the rush to meet a deadline, the sinking feeling when something gets stuck in the queue.

But when 95% of your mail goes out the next business day, that stress disappears. Instead of “hurry up and wait,” it’s “upload and relax.”

That’s not just speed. That’s confidence and LetterStream allows you to have both. Learn more about LetterStream here.

LetterStream makes printing and mailing a breeze!

LetterStream Makes Donation to the 2025 Code:Red Water Drive

When summer in Arizona hits triple digits, staying cool isn’t just about comfort—it’s about survival. That’s why we once again joined forces with Brown Community Management to support the Phoenix Rescue Mission’s Code:Red Summer Heat Relief Campaign, helping to get bottled water to those who need it most.

And this year? We went big. Together, we collected 12,080 bottles of water to donate. That’s enough to fill an entire office breakroom…and then some.

Why We Keep Coming Back to This Cause

If you’ve lived in Arizona for more than a week, you know summer heat is no joke. For our neighbors experiencing homelessness or without reliable shelter, it’s downright dangerous. Dehydration can set in quickly, and access to clean, cold water can be the difference between life and death.

That’s why we jumped right back in this year. Not only is this cause close to our hearts, but we’ve seen the difference it makes—firsthand—from the smiles and gratitude of those receiving these donations. And yes, while LetterStream is known for helping people send mail online (and making it a breeze), we’re also big believers in lending a hand offline, too.

To Donate to the Phoenix Rescue Mission Code:Red, click here.

Partnership Power: Brown Management

The success of this year’s drive is thanks to a solid team effort. Brown Community Management rallied their network and encouraged donations across their communities. OPACS also helped out as our go-to for office supplies, once again came through in a big way to help us source and deliver the water.

It’s proof that when businesses team up for good, the results multiply—kind of like how one pallet of bottled water can become an entire truckload when everyone chips in.

From Pallets to People

We measured the donation in bottles, but the real measure is impact. Each case of water represents relief for someone braving the Arizona sun without easy access to hydration. That’s a humbling thought—and a big motivator for us to keep supporting the Code:Red Water Drive each year.

And while mailing Certified Mail online or sending bulk business statements might be our daily grind, it’s projects like this that remind us why community matters.

A Big Thank You

To everyone who donated, shared the cause, or helped move and stack cases in the blazing heat—thank you. You helped turn 12,080 bottles into 12,080 chances to make a scorching summer just a little bit safer for someone in need.

We’re proud to be part of a community that shows up when it matters. And we’ll be ready to do it all over again next year.

To learn more about Phoenix Rescue Mission, click here.

LetterStream makes printing and mailing a breeze!

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.

Come See Letterstream at CINC Up 2025 in Austin!

LetterStream will be at Booth 11. Come check us out!

The countdown is on—CINC Up 2025 is right around the corner, and we couldn’t be more excited to be part of it once again. From September 3–5, 2025, industry leaders, community managers, and solution providers will gather in Austin, Texas for CINC’s premier annual event. And yes—LetterStream will be there in full force.

Where to Find Us

This year, you’ll catch us at Booth 11 (same one as last year!). Keep an eye out for our team—Marc, Aaron, and Dave—and for anyone sporting our signature “I ♥ LetterStream” ribbons. Be sure to stop and ask them why they love using LetterStream so much!

We’ll also be kicking off the event with a welcome video, so you’ll see us right from the start.

Already Integrated with CINC

Here’s one of the best parts: if you’re a CINC user, LetterStream is already available to you. Our print and mail services are built right into the CINC platform. All you need to do is ask your CINC representative to turn on LetterStream—and you’ll be ready to send accurate, reliable, and even trackable Certified Mail without ever leaving your account.

Why Stop By Our Booth?

We’d love to connect with you personally! Stop by Booth 11 and chat with Marc or Aaron (David will be wandering around, so say hi when you spot him in the wild) to see what’s new.

Visiting our booth gives you the chance to:

See how easy it is to send statements, violation letters, annual mailing packets, ballots, and more using First-Class Mail and Certified Mail, directly through your CINC account.
Ask questions and get answers straight from our team.
Explore how our solutions help HOAs, management companies, and business leaders save time while staying compliant.
Walk away with practical tips for streamlining your mail operations.
Learn how studies show that using accent colors on invoices can help payments come in up to 30% faster.
Explore our Four-up coupon booklets, designed to reduce costs while keeping things simple and organized for homeowners.

It’s a great chance to discover the little tweaks that make a big impact in community management.

Why It Matters

Community managers and HOA leaders already have enough on their plates—managing vendors, compliance timelines, and board expectations. The last thing you need is to wrestle with printers, envelopes, tracking numbers, or vendors that never seem to get your mail out on time. That’s where we step in. With LetterStream and CINC together, your mail gets handled—accurately, securely, and fast.

See You in Austin

If you’ll be at CINC Up 2025, stop by Booth 11 and say hello to Marc, Aaron, and David. Whether you’re already using LetterStream inside your CINC account or want to learn how simple it is to get started, we’d love to connect. See you there!

Tired of Going to the Post Office? Learn How to Send Certified Mail Online

There are so many benefits to sending Certified Mail online. Let’s get into how we can make your job and your life a whole lot easier!

You already know Certified Mail is a must-have for business-critical communications.

It gives you proof. It gives you peace of mind. But what happens after you send it?

If you’re still juggling green cards, scribbled tracking numbers, or crossing your fingers hoping it got there… there’s a better way.

At LetterStream, we make Certified Mail trackable, visible, and organized—all in one dashboard. No more guessing. No more “I think it was delivered last week?” vibes.

Just clean, confident tracking.

Why Tracking Certified Mail Matters

Tracking isn’t just a nice bonus—it’s the whole point.

When you send Certified Mail through USPS, you’re doing it because you need proof that something happened:

You sent it
It got delivered
Someone signed for it
It happened on a specific day

Whether you’re dealing with legal notices, compliance requirements, HOA violations, or billing disputes—proof is everything.

The problem? Traditional Certified Mail tracking is clunky, manual, and easy to misplace.

That’s where we come in.

LetterStream = Certified Mail + Full Transparency

When you send Certified Mail online with LetterStream, you get:

USPS tracking numbers assigned instantly
Real-time status updates (Mailed, Delivered, Electronic Signature)
Digital access to delivery confirmations
Downloadable return receipts (Electronic Return Receipt)
All tracking data in one place—no spreadsheets, no guesswork

No More Chasing Envelopes

We’ve all been there—trying to figure out which envelope was sent when, who signed for what, and whether anyone remembered to scan the return receipt.

With LetterStream:

Each job is automatically logged
Every tracking update is available with a few clicks
Return receipts are stored right in your account
You never have to enter in a tracking number again. It just appears in your account.

You can literally prove delivery in a meeting with one tab open. Easy, right?

Stay Compliant Without Losing Your Mind

If you work in an industry where compliance matters (and let’s be real—most do), tracking isn’t optional.

It’s required.

Healthcare teams rely on Certified Mail to meet HIPAA standards. Law firms use it for time-sensitive court notices. HOAs depend on it to prove they notified residents properly.

Why?

Because you can’t afford to lose a return receipt, and you shouldn’t have to dig through paper piles to prove you followed the rules.

With LetterStream, all your Certified Mail tracking is centralized, searchable, and exportable. It’s like your own compliance safety net.

Bonus: Track Every Certified Mail Job With LetterStream

Want even more control?

Using LetterStream, you can view every stage of your mail’s journey—from upload to mailed. We ensure your mail is produced with the highest possible levels of speed, accuracy, and reliability. When you send Certified Mail specifically, it gets even cooler. We have the tracking number and tracking overview right in your account. Meaning, you never have to type in those long tracking numbers again. That’s just one of the reasons we say that LetterStream makes mailing a breeze!

It’s like Certified Mail with superpowers.

You Deserve Mail That Doesn’t Disappear Into the Void

With LetterStream, Certified Mail tracking isn’t an afterthought—it’s built in.

You get the proof.
You get the timestamps.
You get to sleep at night knowing you can back it all up.

So go ahead—send that violation letter, court doc, or compliance notice. We’ll track it right in your account, and you can sit back and relax. And hey, side note, if you need to get your letter sent and delivered really fast, consider using FedEx 2Day with tracking.

LetterStream makes print and mail a breeze! Create a free LetterStream account here.

Behind Every Piece of Mail: Celebrating the LetterStream Team

Wow! Can you believe we’re already approaching the end of August?! Boy, how time flies. But, if you’ve been following along with LetterStream over the years, then you might know that the middle of August means it’s time for one of our quarterly Employee Appreciation Parties (formerly known as Quarterly Bonus Party time), which is always a super fun time for us as a company.

Celebrating Humans In an AI World

With the ever-changing world of AI happening before our eyes, it’s fun to remember the human side of work as well. We embrace AI at LetterStream. It has its place, and it makes for better efficiency. It’s honestly a fantastic tool to utilize.

But, do you know what else we embrace at LetterStream?

People. Our employees. Our customers.

No matter how much AI there is in the world, our people are still the heart of mail (which happens to be our updated Core Values. Check them out here). We don’t say it just to say it. In fact, we say it because we live it. Without the people who run the machines and keep an eye on your business-critical mail pieces, without the tech people, the sales and marketing people, our people in leadership—we wouldn’t be able to do what we do (at least with the same integrity).

Celebrating our hard-working, dedicated, loyal, and just plain awesome employees is something we truly love to do, and it’s not something we take lightly.

Printing and Mailing Made Fun

Every quarter, we invite our team members to join together for a few hours of just plain fun. Every now and then, we have it at our LetterStream headquarters (last year we had Hitachi come in and it was memorable to say the least), but usually we’re out and about at a cool place celebrating.

This year we did it at Bam Kazam (the name itself represents cool and fun, right?), and oh man, did we have an absolute blast! Not that we don’t at all of our parties, but this one was unique. Bam Kazam is part escape room, part adventure fun, part arcade…do we need to say more?

At past events, we’ve done an escape room, we’ve done an arcade, and we’ve done parties where some type of adventure was to be had (remembering our time go-kart racing), but this was the first time we’ve done all of them at once. Highly recommend if you’re looking for something unique that is a great team-building event for your employees that also brings in a lot of laughs. It took place on August 13^th and we’re still hearing rumbles of it between team members in the back… that’s how much fun it was.

Innovation In Mail

During each of our parties, we not only take the time to celebrate but we also take the time to review the quarter—our wins, areas that could possibly use some improvements, milestones, introducing new employees, and preparing for the upcoming season. Our presentations are our way of over-communicating with the team and making sure everyone is kept in the loop, while also recognizing the hard work that each and every person puts in here. Then it’s on to games and prizes and of course, food (this time it was a burger bar!) before the main event. Oh, and we almost forgot to mention that we always have a theme to go along with our parties, and this quarter it was Innovation.

Our People Are the Heart Of Mail

We love sharing about our Employee Appreciation Parties because they truly mean a lot to us as a company. We love screaming about how great our employees are, the people who show up daily for us and for you.

The people who deserve to be recognized, even though you never see or hear from them (except if you’re emailing our awesome support team). The people who have helped shape LetterStream to become, well, LetterStream, for the past 22 years.

They make us more than just a printing and mailing company, a SaaS company, a company that can easily send First-Class Mail and Certified Mail online for you. They help make us different and set us apart from the rest. The innovation we have at LetterStream and our drive and love for what we do are what allow us to show up for our customers every single day.

We’ve said it once, and we’ll keep saying it. Thank you, LetterStream team members, for your dedication to our company, and thank you to our loyal customers who have trusted us with your mail over the years. We will continue to celebrate, innovate, work hard, have fun, and prioritize MAIL by sending fast, accurate, and reliable mail with mad customer love!

HOA Mail Simplified: Best Practices for HOA Managers

Managing HOA mail shouldn’t be the hardest part of the job. In fact, sending HOA Mail with LetterStream makes it a breeze.

HOA management is already full of moving parts—fielding resident complaints, managing vendors, scheduling board meetings, staying compliant with legal timelines.

So why does the simple act of sending mail still take up so much time?

If you’re printing, folding, stuffing, and tracking HOA mail manually, you’re not just overworked—you’re under-equipped.

Let’s talk best practices for HOA mail that actually save time, reduce stress, and keep your board (and residents) happy.

1. Create a Standardized HOA Mailing Calendar

Mailing isn’t just reactive—it should be planned.

Successful HOA managers build an annual calendar for mailings, including:

Annual meeting notices (with quorum and voting deadlines)
Budget announcements
Assessment bills or reminders
Rule changes and policy updates
Violation notices
Welcome letters and postcards for new residents

This lets you avoid last-minute panic (and helps ensure compliance with governing documents or state statutes).

2. Don’t Just Send Mail—Track It With Certified Mail

HOA mail often includes sensitive or time-bound communication. A notice of violation that doesn’t arrive? That’s a liability. A budget letter that gets lost? That’s a board complaint waiting to happen.

That’s why many associations choose First-Class Mail or Certified Mail with tracking—and why it’s critical that your system lets you track each piece from send to delivery.

With LetterStream, you get:

✅ USPS tracking
✅ Delivery status updates
✅ Optional Electronic Return Receipts
✅ One dashboard to manage it all

3. Send Real Mail Online—No Post Office Run Required

Imagine sending 600 annual meeting notices without ever loading a printer.

With LetterStream, you can upload a PDF, choose the mailing class, and click send. We take care of:

Printing
Folding
Stuffing
Barcoding
USPS handoff
Tracking (with Certified Mail and FedEx 2Day)
Return receipts (if needed)

You stay focused on the community. We handle the mail.

It’s especially useful when you’re managing multiple properties or handling mail remotely.

4. Know Your State’s Legal Requirements

HOA mail isn’t just a formality—it’s often legally required.

Some states require:

Specific language in notices
Minimum delivery timelines
Certified Mail for violations
Return receipts for compliance

Using a professional print and mail service ensures you’re hitting those deadlines and can show proof of compliance if questioned.

And if you manage HOAs in multiple states? Even more reason to use a centralized, trackable system.

5. Let Technology Do the Heavy Lifting

You’re not just a manager—you’re also a liaison, organizer, and sometimes even the peacemaker.

So why are you folding letters?

Let automation do what it does best.

With LetterStream’s StreamLogic™ technology, you can view every stage of your mailing—from job upload to USPS delivery (utilizing Certified Mail). No more digging through folders to find a lost tracking number.

6. Say Goodbye to “Did You Mail That Yet?”

The average HOA board sends hundreds of pieces of mail a year. Multiply that by multiple properties and suddenly you’re doing more admin than actual homeowner association management.

With LetterStream, your job is to hit upload. Ours is to do the rest—on time, every time.

And because you have a trackable option, you’re never stuck answering vague board questions without documentation.

HOA Mail Doesn’t Have to Be Manual

Your team is stretched enough. You shouldn’t have to build a mailroom just to send out violation letters.

Whether you’re sending 10 letters or 10,000, LetterStream gives managers the tools to stay on top of every HOA mailing—with speed, precision, and peace of mind.

Less paper. More control. Happier residents.
We call that a win-win.

LetterStream makes printing and mailing a breeze!