Our mission
We help people become better homeowners, in partnership with industry
For homeowners, we provide a central resource to manage, protect, improve and inspire their most valuable asset.
For industry, we provide a platform to build and nurture profitable relationships that extend far beyond a single transaction.
Everything home, in one place.
For homeowners, a better experience
- Resources to manage home, save money, and build wealth
- Supported by trusted advisors and local pros
- Personalized for every homeowner, powered by AI
For industry, a platform to build and nurture relationships
- Private & secure homeowner portals (“hubs”)
- Built to deliver ongoing value and engagement
- Fueled by the industry’s richest data and contextually-relevant AI
Homeowner engagement
We’re pioneering a new category in the world’s largest industry. Our approach to homeowner engagement combines software + data + humans + AI
Useful
Deliver insights and solve real problems
Entertaining
Engage homeowners with relevant content
Personalized
Tailor the experience for each home
Present
Provide 24×7 support from humans + AI
This is hard stuff, and we’re fortunate to have supportive investors including Fidelity National Financial, Cotality (fka, CoreLogic), and Second Century Ventures.
You serve homeowners. We serve you.
No matter your industry, it’s challenging to build & nurture relationships, deliver ongoing value, and be remembered when homeowners need you next.
Learn more about our platform, and how we deliver value for your industry.
Our Story
Made with 🧡 in Austin, TX
Getting a home is exciting, however, owning a home is challenging.
Homeowners struggle to manage maintenance, repairs, improvements, and finance. For many, the journey is a series of unpleasant surprises and unplanned expenses, which gets stressful quickly. Unfortunately, trustworthy and reliable help is hard to find.
Meanwhile, industry professionals face their own challenges including high customer acquisition costs, low loyalty, and limited information about what’s under each roof.
If you visit a doctor, you get a patient portal, so why isn’t there something similar for your home?
Dustin Gray
Founder and CEO
Inspired by the healthcare sector’s personalized approach to an expensive industry with complex issues, we founded Milestones in 2019 to bridge the gap between homeowners and industry professionals.
In 2024, we renamed our platform Homeowner.ai, reflecting our commitment to modernizing and enhancing the homeownership journey in collaboration with consumers and industry.
Managers

Dustin Gray
CEO

Mike Malinowksi
COO

Matt Harrick
CRO

Lorne Covant
Marketing

Bill Sperry
Revenue

Kristi Haley
Operations

Celeste Filiatrault
Design

Michaela Chamberlain
Product

Jenny Kishazy
Product

Mishu Vlad
Technology
Directors

Dustin Gray
Board Member

Mark McLaughlin
Board Member

Scott Gordon
Board Member

Tony Meola
Board Member

David Steckel
Board Member
Advisors

Lyle Donan
Room & Pillar

Praveen Chandramohan
Cotality

Brian Maughan
Fidelity National Financial

Victor Lund
WAV Group

Tristan Ahumada
Labcoat Agents

Jim Black
Revest Loans

Tom Ferry
Tom Ferry

Jack Miller
T3 Sixty

Jeremy Foster
Calque

David Lykken
TMS

Dave Garland
Second Century Ventures

Smokey Garrett
Keller Williams

Eric Seifert
AgentAdvice

Sue Woodard
STRATMOR

Simon Chen
Arrival Home Loans
See it in action
Get a demo to see how Homeowner.ai can help you grow your business.