Editor’s Note: RealTalk is an ongoing video series featuring Joe Skousen, founder and CEO of Inside Real Estate, who interviews industry leaders regarding the outcome of the Burnett vs. NAR trial as well as NAR’s settlement, along with other pressing issues affecting residential real estate.
To learn more about Inside Real Estate’s productivity powerhouse, BoldTrail, which combines the company’s portfolio of solutions into one cohesive ecosystem, click here.
Episode #6
Chris McGoldrick
Founder, ListAssist
Head of AI Innovation, Inside Real Estate
Overview
Inside Real Estate (IRE) continues its ‘RealTalk’ video series, this month, featuring Inside Real Estate’s Founder and CEO, Joe Skousen, with special guest Chris McGoldrick, Founder of ListAssist and Head of AI Innovation at Inside Real Estate. ListAssist is a real estate technology company that utilizes artificial intelligence and natural language search, image recognition and other AI technology in property search and real estate marketing.
In this interview, Skousen and McGoldrick sit down for a deep dive on AI trends in real estate and how it’s transforming the industry in the last three years since ListAssist came on the scene. ListAssist was acquired by Inside Real Estate earlier this year in March.
Here are some key topics to watch for:
1:16: McGoldrick talks about advancements in AI in real estate since his company launched in 2022, such as the use of ChatGPT and other similar offerings and what differentiates ListAssist’s platform and how it aligns with Inside Real Estate’s acquisition of the company.
2:36: Skousen and McGoldrick discuss the history of tech evolution and how some shifts have taken decades to fully materialize, but AI has been the fastest business in history to reach 100 million users.
3:61: McGoldrick explains how AI interfaces with property search and what is the biggest problem to solve for that to be successful.
6:47: “They who own the search own the consumer experience.”
10:30: McGoldrick: “What separates us is we’re enriching the data. We’re not relying on agent inputs at the point of them uploading their properties on the MLS. We’re able to add layers upon layers to this property information to really enable us to best match the property with the right consumer.”
12:35: Some of the biggest brands using ListAssist and how its integration with Inside Real Estate’s Bold Trail is going to “supercharge” the information they’re able to generate from a property search.
20:29: Skousen and McGoldrick talk about how larger companies can make the switch seamlessly to Bold Trail with ListAssist AI search.
26:38: McGoldrick: “Not adopting technology like this, you will very quickly become a dinosaur. But once you get a consumer to come and start searching like this and continue updating them with relevant results and alerts, the chances of them being interested in talking with other agents or feeling the need to go on the portals is very unlikely.”
28:05: Skousen: “AI will not replace the real estate agent, but the real estate agent using AI will absolutely replace the real estate agent who is not.”
Past episodes
Episode #1
https://www.rismedia.com/2023/12/19/real-talk-joe_skousen-episode-1-nick-bailey/
Episode #2
https://www.rismedia.com/2024/07/28/real-talk-joe-skousen-episode-2-james-dwiggins/
Episode #3
https://www.rismedia.com/2025/02/07/real-talk-joe-skousen-episode-3-david-childers-kcm/
Episode #4
https://www.rismedia.com/2025/05/30/real-talk-joe-skousen-episode-4-spring-bengtzen/
Episode #5
https://www.rismedia.com/2025/06/16/realtalk-joe-skousen-featuring-ryan-young-ceo-fello/
