Check Out Christopher Robin’s Story

Today we’d like to introduce you to Christopher Robin.

Christopher, we appreciate you taking the time to share your story with us today. Where does your story begin?
Absolutely.

Before I ever cleaned a home professionally, I worked in IT (Information Technology) for several major corporations including Dell, Compaq, Shell, and National Oilwell. I had built a stable career and expected to stay on that path — until a downturn hit and I was laid off.

At the time, the job market was tough and money became tight quickly. I remember feeling the pressure and uncertainty that comes with not knowing what’s next. I didn’t want to sit still and wait for life to improve. I needed to take action.

So I took a chance — and placed an advertisement that I cleaned houses.

The honest truth is, I had never cleaned homes professionally before. I didn’t have experience, a company, or a team. I didn’t even have a clear plan — just determination.

When I received my first call, I was surprised and unprepared. But I said yes anyway.

I bought supplies, showed up, and started cleaning. That first cleaning took almost eight hours. I didn’t have a system or a checklist. I was literally asking myself step-by-step, “What should I clean next?”

But I kept going.

Little by little, I learned what customers truly cared about — the details, the consistency, and most importantly, the feeling they get when they walk back into their home. That moment when someone opens the door and their face changes, when they breathe in and say, “Oh my gosh…” — that feeling never gets old. It’s not just a clean home. It’s peace. It’s relief. It’s time given back.

As I gained experience, I became faster and more confident. I brought my cleaning time down to under three hours. But then I ran into a new challenge: I couldn’t clean and run the business at the same time. I’d be in someone’s home answering calls, booking appointments, handling questions — and a two-hour job became a three-hour job because I was juggling everything alone.

So I hired someone to answer calls for me on a per-call basis. That freed up my time and allowed me to focus on the work without constant interruptions. Then the appointments grew, and I hired my first employee. I worked in the field alongside them, training them personally and making sure every job met the standard I expected.

That’s when something unexpected happened — our reputation started to spread.

We received a call from Spike TV’s Bar Rescue to help clean during one of their renovations in Houston. It was surreal. We worked hard, delivered, and the results were incredible. That opportunity gave us confidence — like maybe we really can do this. We were even invited to the taping, which was an exciting moment for us.

In 2021, we were also honored to be ranked #10 on a national list of top-rated cleaning companies — and what made it even more meaningful is that no other companies from Houston were included on that list. To us, that recognition wasn’t just about rankings. It was proof that the care, consistency, and pride we put into every home was truly being felt.

Around the same time, I leaned into what I knew best — technology.

I built a website that allowed customers to book online, which wasn’t common in our space at the time. Once it launched, bookings steadily increased because customers could schedule without needing to call. That convenience made a huge difference.

From there, growth continued. We were honored to work on high-profile projects like BMW’s private event in a multi-million-dollar home in Memorial for the release of their new 740 series. We were later featured on MTV’s reality series Grossbusters for two separate locations. During Super Bowl LI, we were approached to clean Houston’s most expensive super-mansion valued at 43 million, which required a crew of ten employees.

But as proud as I am of those highlights, what I’m most proud of isn’t the media exposure — it’s what happened behind the scenes.

Because growth isn’t glamorous. Growth is hard.

It means building systems, learning from mistakes, training people, protecting customers, and doing the right thing even when it costs you. Over time, we modernized our entire operation — automating appointment reminders, billing, scheduling, and customer account management. We built tools that allow customers and teams to manage everything from anywhere. It reduced friction, improved consistency, and helped us deliver a better experience.

Our tagline is “Maid service evolved.” And we truly live that.

Since then, we’ve also been featured on Designing Spaces on the Lifetime network. And in 2024, Bar Rescue contacted us again to assist with cleaning different set locations for their show. To me, that speaks to something bigger: we’ve stayed relevant, trusted, and progressive in an industry that often stays stuck in old ways.

Most importantly, we’ve built a company where things are personal.

Our customers aren’t just accounts — many of them feel like family. We love when our customers come home to a fresh smelling, clean and organized home. We love giving them the time back to spend with their families. We see the impact we have on our community and we’re proud of the difference we make.

We aren’t just an average home cleaning company. For us, everything is personal. Details matter, and we consistently deliver quality results because we truly care.

We also hire very carefully. Every team member is background checked and trained in-house, certified through our internal process led by our Mastermaid. We don’t cut corners — not with quality, not with safety, and not with trust.

And today, we’re taking that evolution even further.

I’ve now combined my background in technology with everything we’ve learned in the field to build something I wish existed when I started: a fully automated scheduling and operations platform for cleaning companies — our own SaaS software that will be released soon.

It’s designed to handle the day-to-day work that overwhelms most owners — scheduling, billing, customer communication, team coordination, reminders, and follow-ups — all in one system. It connects the customer, the company, and the teams seamlessly, so everyone stays informed and the business runs smoother.

This is the next chapter for us — merging technology and service into one. We’re not just trying to grow a cleaning company. We’re trying to help elevate the entire industry and simplify life for cleaning business owners everywhere.

Would you say it’s been a smooth road, and if not what are some of the biggest challenges you’ve faced along the way?
It hasn’t been smooth — not even close.

There’s a version of entrepreneurship people like to post online that makes it look easy. But the reality is that building a service business from nothing takes grit, sacrifice, and an unbelievable amount of persistence.

In the early days, I worked seven days a week building the business. I would wake up early, clean all day, and come home late — then sit down and do the schedule, return texts, answer emails, and call customers back. The work never really stopped. Some days it felt like I lived two full jobs in one day — cleaning in the field, then running the business at night.

And during that time, I wasn’t thinking about money. I was thinking about responsibility. I had teams depending on me for stable work, and customers depending on me to show up and deliver. Quitting wasn’t an option because there were people counting on me.

A lot of days felt like I was a hamster on a wheel. The days blended into one another. The work was nonstop. But I stayed committed because I cared — about our customers, our teams, and the reputation we were building.

The hardest part has always been hiring and retaining the right people.

This industry has high turnover, and too many companies treat cleaning staff as replaceable. We’ve never believed in that. We pay our employees well — higher than industry standard — because we want them to provide for their families and feel respected. We also structure our work differently. We don’t overload teams with five to seven jobs a day. We cap the workload so teams have time to clean correctly. Quality cannot exist in a rushed environment.

Another challenge is training.

Many new hires come from companies that didn’t value customer experience. They may have learned habits that don’t match our standards. So we retrain from the ground up — not just how to clean, but how to communicate, how to respect the customer’s home, and how to treat every job like it matters.

Because it does.

But despite all the challenges, I’ll say this: our customers have been the best part of this journey. They’ve supported us, trusted us, and helped us grow through word of mouth — which is the most meaningful kind of growth there is.

As you know, we’re big fans of you and your work. For our readers who might not be as familiar what can you tell them about what you do?
One thing that defines my career is that I’ve always believed you can’t separate people from business.

A lot of companies run operations like machines — maximize volume, minimize time, increase revenue. But service businesses don’t work like that long-term, not if you care about quality.

I believe the companies that win in the long run are the ones who treat customers like family, treat employees with respect, stay honest and transparent, evolve with technology, and never stop improving.

That mindset shaped everything.

I still do quality checks. I still talk to customers. I still train and develop systems. I still care about the small details because those small details become the difference between a forgettable company and one customers truly love.

And I’ve learned that being cutting edge isn’t about flashy technology. It’s about building systems that genuinely make people’s lives better. That’s why we automate what we can, but we never automate away what matters — human care, trust, and pride in the work.

What matters most to you?
What matters most to me is people.

Not money. Not growth for the sake of growth. Not trying to be the biggest.

People.

Our customers matter. They trust us with their homes — the most personal space they have. We don’t take that lightly. We’re honest, transparent, and we always try to do the right thing even when it costs us.

Our teams matter just as much. They’re not workers — they’re professionals. Many have been with us since the beginning because we’ve built a culture of respect and appreciation. We treat our teams like family, and that culture shows in the quality of the work.

At the end of the day, we’re proud because we know we’re making a real difference.

We love giving customers time back. We love hearing how relieved they feel walking into a clean home. We love knowing our service helps families spend more time together and less time stressed.

That’s why we say “Maid service evolved.” Because to us, it’s more than cleaning — it’s pride, purpose, and care.

And we’re grateful every day for where we are, for the people who built this with us, and for the opportunity to keep evolving.

Contact Info:

• Website: https://lollimaids.com