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If artificial intelligence can talk to your prospective leads about their housing needs, there’s no reason it can’t chat with you about your business, according to a number of industry providers offering AI coaching to real estate agents.
Last summer Ylopo, the lead-gen company, announced MaverickRE, a stand-alone support solution that deploys complex conversational AI to help users stay on top of lead outreach.
A year ago Ylopo tentatively brought to market Raiya, a robocalling and video mimicry calling system, but withheld it due to the legal complexities surrounding AI calling and marketing. Given the Jan. 27, 2025 update to the TCPA regulations, (which was subsequently pushed to 2026) which puts limits on mass robocalls, Ylopo made the right call.
But its efforts were not in vain. Because what was behind Raiya could be applied in a number of ways, Ylopo trained it to analyze sales tactics. The lifelike AI now serves as a performance evaluation and feedback provider that can listen in on calls, track emails and generally offer insights on any form of outreach.
The system listens for keywords, turns of phrase, long pauses, reactions, and response times, then mixes its opinion of that with the lead’s location preferences, wants, needs, objections, budget and overall sentiment to produce rich analyses of possible success. The result is an ongoing blueprint for how to continually engage the buyer or seller.
Building a new AI ‘mentorship’ tool
Mark Jensen runs Mod Realty, a small indie in Ontario, Canada. The DiSC advocate built an AI mentorship tool over the top of ChatGPT for his team of agents that he’s now aiming to bring to the States. It’s been under beta testing for a number of months, he told Inman.
Jensen’s approach is less hard-sales-minded and more about supporting the emotional drivers that keep agents productive. His AI, Rudy, engages the user in short, twice-daily chats, one in the morning and one in the afternoon. The intent is to make quick check-ins a daily practice, inquiring about the day’s ups and downs and what specific work challenges and accomplishments contribute to each.
Rudy gets more in-depth and introspective as the relationship progresses and can be steered by some simple user inputs about what type of conversation one wants to have. Tags include topic types such as “small talk,” “goal setting,” “mindset training” and “be more confident,” as examples. Users’ DiSC assessments get worked into Rudy’s code via initial onboarding. It can also be toggled from Coach mode to Mentor mode.
Launching ‘Digital Darryl’
Digital Darryl, an AI coaching tool from industry seminar leader Darryl Davis, won an Inman award for Most Innovative Use of AI in 2024. It was launched in 2024. The alliterative software blends hard coaching with mindset support.
“Digital Darryl leverages advanced AI technology trained from hundreds of hours of Darryl Davis’s coaching sessions, seminars and real-life sales experiences, ensuring that every piece of advice it provides is grounded in Davis’s proven strategies and real-world wisdom,” a March 2024 press release stated.
“From mastering the art of listing conversations to overcoming prospecting anxiety to the use of powerful metaphors and analogies, Digital Darryl equips real estate professionals with the insights and confidence needed to excel.”
SERHANT’s big push with S.MPLE
SERHANT’S S.MPLE is ushering in the marriage of human sherpas guiding AI to fulfill a wide range of marketing and business tasks, including sentiment-based lead and client follow-up, similar to what Courted is doing for recruiting and retention automation and Close uses to customize lead nurture efforts.
SERHANT Technologies, the New York brokerage’s sister company, managed to nail down a $45 million block of equity funding to further advance its AI mission, meaning everything it’s doing for its agents is only aiming higher.
Transaction managers, marketing systems and email responses are only the beginning of real estate’s AI journey. It is not hyperbole to say that by the end of 2025, many agents won’t be personally communicating with their clients until a deal’s final stages. It’s moving that fast.
The benefits can be as tangible as a human coach, too. It may take some time for an AI to know you, but often the act of sharing is enough to help a person over whatever barriers are holding them back. This is why people journal or why they walk in the woods when they need a break. AI or not, it’s all productive self-reflection. You don’t always need the perfect response.
The sooner AI understands how an agent’s productivity interacts with their personality traits, as Jensen’s AI is more than capable of doing, the sooner it will be able to do the same for a buyer’s willingness to act and a seller’s propensity to, for example, slow a closing.
Words are data, too, and in real estate, it’s easier than ever to connect them to a dollar figure.
