1. Pick one buyer and one job
"Real estate" is too broad. Choose one role, like a solo residential agent, a transaction coordinator, a small brokerage owner, or a property manager with 50 to 300 doors. Then name the one task you want to fix, such as chasing signatures on disclosures or answering tenant maintenance requests at night. Write it as a sentence: "I help property managers with under 300 units handle after-hours maintenance calls."
2. Find where they already talk
Go to r/realtors, r/RealEstate, r/PropertyManagement and r/landlord, plus BiggerPockets forums and local Facebook groups like "[Your City] Real Estate Agents". Search for the pain in their own words, for example "transaction coordinator overwhelmed" or "tenant calls at 2am". Save every post where someone complains, and note the exact phrases they use.
3. Book 10 short calls
Look up agents and property managers on Zillow, Realtor.com, or your local MLS board directory, then message them on LinkedIn or by email. Keep it short: "Hi Dana, I'm researching how small property management firms handle after-hours maintenance. Could I ask you 3 questions in a 15-minute call this week? Not selling anything." Expect maybe 1 yes for every 8 to 10 messages, so send 100.
4. Ask about the past, not the future
Don't ask "Would you use an app that does X?" Everyone says yes. Ask "Tell me about the last time this happened. What did you do? What did it cost you?" and "What tools have you tried for this, and why did you stop?" If they can't recall a recent example, the pain isn't real enough.
5. Map what they use today
Real estate people already pay for tools like Follow Up Boss, dotloop, SkySlope, AppFolio, Buildium and kvCORE. Ask what they pay, who approved it, and what they hate about it. If your idea doesn't fit next to these tools or replace part of one, adoption will be hard, especially at brokerages where the broker picks the stack.
6. Shadow the workflow
Ask 2 or 3 of the people you talked to if you can watch them do the task over a screen share. Watching a transaction coordinator move one file from contract to close will show you more than ten interviews. Write down every copy-paste, every spreadsheet, and every text they send by hand.
7. Ask for money before you build
Go back to the people who had the strongest pain with a simple offer: "I'm building this for 5 firms first. It's $99 a month, and I'll set it up for you by hand until the software is ready. Want in?" A paid pilot, a deposit, or a signed letter of intent counts. Compliments and "keep me posted" do not.
8. Deliver it by hand first
For your first paying users, do the job manually or with off-the-shelf tools like a shared Google Sheet, Zapier, and a Google Voice number. That shows you what they actually need before you commit to building it. Hulby, an AI cofounder, can run this outreach and follow-up with you every day so you keep booking conversations.
Mistakes to skip
- Building for "real estate" in general instead of one role with one painful task.
- Taking "that's a cool idea" from agents as validation.
- Ignoring that brokers, not agents, often choose and pay for the software.
- Skipping the tools they already pay for and assuming they'll switch.
Want this done for your real estate software, every day?
Hulby finds the people asking for what you built, writes every reply and email, and keeps you on it until they pay. Free to start.
Find my first customersQuestions
How many conversations do I need before building?
Aim for 10 to 20 with one buyer type. If at least 3 of them agree to pay or pre-pay, you have something worth building.
Should I target agents or brokerages?
Solo agents decide fast but churn easily. Brokerages and property management firms pay more and stay longer, but sales take more time. Pick one and stick with it for validation.
Do I need a demo or mockup?
Not to start. Interviews and a manual service are enough. A simple mockup helps later, when you ask for a commitment.
What if nobody replies to my outreach?
Make the message shorter, more specific, and clearly not a pitch. Try a different channel, like local Facebook groups or calling offices directly, and send more volume.