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If you’re still relying on manual follow-up or virtual assistants to grind through your database, you’re already behind.
AI voice and AI texting have quietly moved from “interesting experiment” to unfair advantage for the real estate teams willing to lean in.
Ylopo’s AI² — where AI Text and AI Voice work together — is helping teams activate old databases, work new lead flow, and live transfer real, motivated buyers and sellers directly to agents. Meanwhile, their competitors are still staring at Smart Lists and wondering why their agents won’t make the calls.
🚀 Stop letting leads slip through the cracks
In a recent episode of Real Estate Team OS, two Ylopo-powered leaders — Kyle Draper and Tiffany Gelzinis — shared how they’re using AI voice and AI texting with Follow Up Boss and Ylopo to generate more conversations, more appointments, and more closings with less human effort and less payroll.
Their stories make one thing extremely clear: agents who let AI talk first will win the business everyone else gives up on.
From Door Knocking to Live Transfers From a “Robot”
Kyle Draper started his career with traditional methods — door knocking and mailing to his farm. Around 2017 he shifted into internet leads and soon discovered Ylopo. That unlocked AI² for his team.
Today, AI Voice is doing outbound calls as a digital assistant, while AI Text keeps the conversation moving 24/7.
The AI introduces itself to consumers, asks questions naturally, and — when the lead is ready — performs a live call transfer directly to Kyle’s agents. It’s pond-based, so all agents in the relevant area get the call, and the first one to pick up wins the opportunity.
“AI voice is really thriving. The AI robots are calling our prospects, having conversations, and then doing live call transfers to my agents. It’s mind-blowing.”
This isn’t a novelty. AI is now a core part of his team’s lead conversion engine.
“I Don’t Have Any Agent Named Jesse…”
One of Kyle’s best examples shows how natural AI² has become.
His uncle registered on his site — not a serious buyer, just curious. Kyle tried to prevent agents from wasting time on him… but then got a surprising text.
“My uncle messaged me saying he’d had the nicest conversation with ‘Jesse’ from my team. I don’t have any agent named Jesse. It was our AI.”
Even older sellers respond positively.
A seller in his 60s realized he was speaking to AI and complimented it — viewing it as a sign that Kyle’s team was technologically advanced.
Consumers already interact with AI every day. In real estate, AI² simply becomes the fastest path to the right human expert.
AI vs. ISAs & VAs: Who Blinks First?
Many teams hire ISAs or VAs to tirelessly dial through databases. That works… until it doesn’t.
People get tired.
People lose motivation.
People burn out.
AI doesn’t.
An ISA can call old leads for weeks before giving up — but AI will reattempt those leads forever, without emotion or fatigue.
Kyle put it plainly: his agents don’t stay motivated to chase year-old internet leads. But:
“The AI’s feelings don’t get hurt and it doesn’t get fatigued. It just keeps fishing for you.”
The economics speak for themselves: AI² works more hours, costs dramatically less, and never stops.
Tiffany’s Challenge: Too Many Leads, Not Enough Time
For Tiffany Gelzinis, the breakthrough with AI came from a different pain point:
A massive database.
A small team.
And not nearly enough hours in the day.
She needed a system that could help her identify the best opportunities — not just the newest ones.
She began exporting CSVs from Follow Up Boss and analyzing them with AI to discover which tags and behaviors correlated with actual closed deals for her team. That allowed her to prioritize leads scientifically, not emotionally.
Then she added AI texting and AI voice to automatically re-engage people based on their behavior.
AI Texting That Doesn’t Leave People Hanging
Automation can be dangerous if a consumer responds and no one is there to reply. That’s where AI texting shines: it keeps the conversation moving without agents needing to babysit it.
“We’ve used AI texting with Ylopo for years. It’s improved so much. The AI has empathy now. It sounds like a real person.”
“Automated texts can backfire if you’re not there to respond. AI texting keeps the conversation going so people don’t feel ignored.”
AI² also reacts to behavior:
Viewed a property multiple times?
Returned to the site after a long break?
Saved a home?
Increased search activity?
AI reaches out instantly — long before an agent notices.
When Should AI Hand Off to the Agent?
Tiffany has a clear rule:
“We move from AI to human once we’ve had what we call a ‘substantial conversation.’ At that point, the relationship belongs with the agent.”
Here’s how her team implements it:
AI Text & AI Voice start the conversations.
They qualify, ask timing questions, gather motivation, and uncover needs.Agents take over inside the same AI thread.
Not from their personal number — they step in as the assistant and warm up the lead.The goal is always a live, voice-to-voice conversation.
Text warms it up; voice converts it.
AI² does the tedious work.
Agents step in only when it’s worth their time.
What About Evenings, Weekends & Missed Transfers?
AI Voice operates 24/7 — but humans don’t.
Tiffany solved this with simple systems:
“Opportunity time” shifts where one person owns evenings/weekends.
Agents save the AI transfer number in their contacts so they know it’s high priority.
Follow Up Boss smart lists track missed transfers, allowing quick follow-up.
It’s now a game in her office — who can claim the live transfer first.
Training Agents With the Same AI That Fills the Pipeline
Kyle takes AI even further, using Maverick (Ylopo’s sister company) for AI roleplay and AI call grading.
New agents complete a 21-day challenge with daily AI roleplays. The AI:
Simulates real consumer calls
Throws realistic objections
Scores each conversation
Emails detailed coaching notes
Half the agent’s score is whether they actually asked for the appointment.
Top agents use it too — as a warm-up before real prospecting.
AI trains the team.
AI fills the pipeline.
Agents show up sharp.
🔥 While you’re debating AI, other teams are letting it fill their pipeline
The Real Risk: Doing Nothing
Many agents are still hesitant about AI voice and AI texting. They worry about:
sounding robotic
losing the “human touch”
compliance
consumer perception
But as Kyle and Tiffany show, consumers already expect AI-powered interactions.
Done right, AI² is transparent, compliant, and actually serves the consumer by getting them faster answers.
Meanwhile, teams using AI² are:
Activating years’ worth of dead leads
Getting live call transfers from warmed-up prospects
Reducing or eliminating ISA/VA costs
Training their agents with AI
Scaling follow-up without adding payroll
The danger isn’t trying AI.
The danger is waiting while your competitors use it to dominate their market.
If you’re ready to stop leaving money in your database, it’s time to let the bots talk first.
See how AI² works →
Aaron Franklin
Head of Growth
Aaron "Kiwi" Franklin is the Head of Growth at Ylopo and a serial technologist and entrepreneur who has over 25 years of experience creating digital solutions for major brands and pioneering companies where technology and real estate meet. His depth of expertise stems from leading development of the first website for Apple to founding a global community of over 1,000 elite athletes.