Jennifer D.
Consulting & operations automationRevenue up. Operations automated.
Matthew helped Jennifer automate operations and improve her property and business. Her revenue doubled through their work together.

booking revenue generated
five-star guest reviews
as an Airbnb Superhost
hosts helped reach Superhost
Revenue growth, expanding portfolios, and operations that run more smoothly. Selected results from Matthew’s consulting, design, and operations work.
Matthew helped Jennifer automate operations and improve her property and business. Her revenue doubled through their work together.
Richard’s revenue increased by 50%, and he has added 3 properties since he began working with Matthew. Their work focused on consulting and operations automation.
Preston has added 5+ properties since they began working together. Matthew and his team provided property design, consulting, and operations automation, and helped Preston increase revenue.
Matthew helped David automate operations across his 6-property business. With the daily workload handled, David got his time back and a rental business that no longer took over his life.
Matthew helped Vincent automate operations across his 2-property business. Getting the day-to-day off his plate meant more time for his own life, with systems in place to support ongoing rental cash flow.
Selected outcomes from Matthew’s prior consulting and operations work, as reported by Matthew. These summaries describe individual client experiences; results vary. Revenue growth is not the same as profit growth.
Let’s talk about my rentalHands-on hosting experience, a personal review from Matthew, and a flat fee that lets you keep the upside as your booking revenue grows.
Matthew grew his own portfolio to over 30 properties. Keyside brings the operations team and systems behind that business to your rental.
24/7 guest support and vendor coordination, plus a personal listing and upsell review to identify ways your rental could earn more.
$500 per property per month, with no percentage of booking revenue. Try the service for 30 days, backed by our first-month refund guarantee.

Founder, Keyside
See the hosting experience behind our management service on my Airbnb profile.
View my Airbnb host profileOpens on Airbnb in a new tab.
Portfolio figures are reported by 1st Class Rentals as of September 2026. The 95.2% figure covers Airbnb ratings over the prior year. These are guest ratings from our rental portfolio, not owner testimonials for this management plan. Past results do not guarantee future performance.

Matthew personally reviews your listing and talks through ways to improve bookings and add income from the guests you already attract.
One review and consultation when you onboard. Included FREE with management.
We review your title, photos, description, and amenities to identify strengths you could highlight and unclear details that may make guests hesitate.
We discuss early check-in, late checkout, and other useful extras your guests may pay for. You approve the options; availability and your local team’s capacity come first.
You get prioritized listing recommendations. Our ongoing service handles approved upsell conversations and coordination with your cleaner, so each request doesn’t land back on you.
You want a property that earns well and leaves room for your life.
A guest needs help at 2 a.m. Your cleaner needs an answer. It leaves little time to revisit your listing or explore paid extras your guests might value.
Keyside takes on the daily coordination and helps you spot opportunities to improve what your rental brings in.
One point of contact for guests, cleaners, and maintenance. Clear expectations. Fewer things coming back to you.
Booking questions, check-in instructions, late-night issues, and checkout details. We handle the conversation and the follow-through, so being a host doesn’t mean always being available.
We coordinate schedules, share property notes, communicate guest changes, and follow up on cleaning issues. Your cleaner has a point of contact. It doesn’t have to be you.
We arrange monthly or agreed inspections with local help, gather updates, and coordinate the work that needs attention. Small issues get a next step.
We speak with guests and vendors, arrange access, and track the follow-up. You approve decisions within the spending and escalation process we agree on together.
Photos, documentation, eligible claim submissions, and follow-up with Airbnb. We manage the process; Airbnb determines whether a claim qualifies and what it pays.
A guest may happily pay for an earlier arrival or a later checkout. We coordinate your approved paid extras when the schedule allows, handle the conversation, and check availability with your cleaner.
We coordinate the work. Your local team carries it out. Cleaning, inspections, repairs, and other property costs are separate from the management fee.

I’m Matthew—an Air Force veteran, dad, and rental operator. I grew my portfolio to over 30 properties. That meant a lot of guest messages, turnovers, and maintenance to keep on top of. I made it work by building a strong team and a system for the day-to-day.
Along the way, I realized this is what I’m really good at: managing operations and making rental businesses run better. I built Keyside to bring that same team and those same systems to other operators.
Now you can put us to work for $500 per property a month, without handing over a percentage of your bookings. I personally review your listing and upsell opportunities when you join, and my team handles the daily coordination.
Daily operations handled, a FREE listing and upsell review when you join, and a clear 30-day money-back guarantee.
Per property. One flat management fee.
Third-party services and property expenses are separate.
Try Keyside for 30 days. If you decide to cancel at the end of that period, we’ll refund your full $500 management fee.
Cleaning, repairs, inspections, platform charges, and other property expenses are separate and aren’t included in the refund.
These are management-fee savings. Extra income from listing improvements or upsells is not included. Other property expenses are separate; compare service scope and how each provider defines revenue.
Money that stays with you instead of going toward management fees. Annual savings assume the same monthly revenue and fee rate for 12 months.
Send your property details. We’ll discuss your setup and confirm whether the $500 operations plan covers what you need. No payment to inquire.
We agree on co-host access, vendors, spending approvals, and a service start date. You keep the big decisions. Matthew leads your FREE listing and upsell review to identify earning opportunities.
We take over the agreed daily operations. Try us for 30 days. Cancel at the end of that period and we’ll refund your first $500 management fee.
You should know exactly what you’re handing off, what stays with you, and what the fee covers.
Ask Matthew a questionTell me what you want to improve: your income, your workload, or both. We’ll discuss your property and confirm the scope and handoff before you commit.
