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Is real estate automation the answer to all your problems? Spoiler: not even close. In this episode we are pulling back the curtain on the "set it and forget it" promises that keep getting sold to agents and getting real about what you actually can and cannot automate in this business.
There is a difference between systems, tools, and automation, and a lot of agents are out here trying to automate the part of the job that is literally the job: being the human. We are talking about why CRMs aren't a magic fix, why automated home searches lose clients, the appraiser-replacing AVM emails showing up in our inboxes, and the slippery slope of Redfin's new AI assistant that "just happens to" hand buyers off to a Redfin agent.
But it is not all anti-automation. We are also walking you through an incredible ChatGPT prompt from Jimmy Burgess that can completely level up your next listing presentation, plus the tools we do actually love and where AI fits as a tool instead of a replacement for you. If you have been wondering whether there is an easy button, this is the episode.
Here's what we cover in this episode:
- The difference between systems, tools, and real estate automation (and why mixing them up is costing you) - Why the "set it and forget it" CRM dream keeps failing - Alissa's confession about chasing every CRM free trial before going back to her spreadsheet - Why automated home searches have buyers firing their agents - The new AVM "AI appraisal" emails showing up at the closing table - Why Redfin's new AI assistant is really just a buyer-handoff machine - The 12 things ChatGPT said agents could automate and what we actually think about each one - Why automated Instagram DM responses are a dealbreaker for connection - The data-sharing concerns nobody is talking about when you use third-party CRMs - Jimmy Burgess's full ChatGPT prompt sequence to dominate your next listing appointment - Why AI is a tool, not a replacement, and how to use it without sounding like a robot
Key quotes from this episode:
- "If you set it and forget it, you will forget your client." Alissa - "If you're afraid that a computer can do your job, then you're not doing enough." Katy - "You can use tools to make your work easier, but you still have to do the work to implement them and to use them well." Katy - "I don't want to pay your BS fee to get a fake appraisal." Katy - "Either way you're going to work. If you're trying to make money you have to work." Alissa
Products, people, and previous episodes mentioned:
- ChatGPT - Jimmy Burgess article on using ChatGPT for listing presentations - Trello (Alissa's buyer pipeline system) - ShowingTime - Dotloop - Skyslope - Zillow iBuyer - Redfin's "Ask Redfin" AI assistant - AVM (Automated Valuation Model)
If you enjoyed this episode, share it with another agent who keeps falling for the easy button. And don't forget to send us your toast at [email protected].
Leave us a review at http://ratethispodcast.com/hustlehumbly
Get your FREE Database Template: http://hustlehumblypodcast.com/starthere
Email Templates 101: http://emailtemplates101.com
Agent Systems 101: http://agentsystems101.com
All Resources: http://hustlehumblypodcast.com
Submit your topic ideas and toasts to [email protected]
Music:
Straight A's by Connor Price → https://connorprice.shop/
The Good Life by Summer Kennedy → https://soundcloud.com/summerkennedy/the-good-life
Be The One by Matrika → https://uppbeat.io/t/matrika/be-the-one
By Alissa Jenkins & Katy Caldwell4.9
887887 ratings
Is real estate automation the answer to all your problems? Spoiler: not even close. In this episode we are pulling back the curtain on the "set it and forget it" promises that keep getting sold to agents and getting real about what you actually can and cannot automate in this business.
There is a difference between systems, tools, and automation, and a lot of agents are out here trying to automate the part of the job that is literally the job: being the human. We are talking about why CRMs aren't a magic fix, why automated home searches lose clients, the appraiser-replacing AVM emails showing up in our inboxes, and the slippery slope of Redfin's new AI assistant that "just happens to" hand buyers off to a Redfin agent.
But it is not all anti-automation. We are also walking you through an incredible ChatGPT prompt from Jimmy Burgess that can completely level up your next listing presentation, plus the tools we do actually love and where AI fits as a tool instead of a replacement for you. If you have been wondering whether there is an easy button, this is the episode.
Here's what we cover in this episode:
- The difference between systems, tools, and real estate automation (and why mixing them up is costing you) - Why the "set it and forget it" CRM dream keeps failing - Alissa's confession about chasing every CRM free trial before going back to her spreadsheet - Why automated home searches have buyers firing their agents - The new AVM "AI appraisal" emails showing up at the closing table - Why Redfin's new AI assistant is really just a buyer-handoff machine - The 12 things ChatGPT said agents could automate and what we actually think about each one - Why automated Instagram DM responses are a dealbreaker for connection - The data-sharing concerns nobody is talking about when you use third-party CRMs - Jimmy Burgess's full ChatGPT prompt sequence to dominate your next listing appointment - Why AI is a tool, not a replacement, and how to use it without sounding like a robot
Key quotes from this episode:
- "If you set it and forget it, you will forget your client." Alissa - "If you're afraid that a computer can do your job, then you're not doing enough." Katy - "You can use tools to make your work easier, but you still have to do the work to implement them and to use them well." Katy - "I don't want to pay your BS fee to get a fake appraisal." Katy - "Either way you're going to work. If you're trying to make money you have to work." Alissa
Products, people, and previous episodes mentioned:
- ChatGPT - Jimmy Burgess article on using ChatGPT for listing presentations - Trello (Alissa's buyer pipeline system) - ShowingTime - Dotloop - Skyslope - Zillow iBuyer - Redfin's "Ask Redfin" AI assistant - AVM (Automated Valuation Model)
If you enjoyed this episode, share it with another agent who keeps falling for the easy button. And don't forget to send us your toast at [email protected].
Leave us a review at http://ratethispodcast.com/hustlehumbly
Get your FREE Database Template: http://hustlehumblypodcast.com/starthere
Email Templates 101: http://emailtemplates101.com
Agent Systems 101: http://agentsystems101.com
All Resources: http://hustlehumblypodcast.com
Submit your topic ideas and toasts to [email protected]
Music:
Straight A's by Connor Price → https://connorprice.shop/
The Good Life by Summer Kennedy → https://soundcloud.com/summerkennedy/the-good-life
Be The One by Matrika → https://uppbeat.io/t/matrika/be-the-one

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