

237: Startups, Sales, and Spreadsheets: How a Real Estate Developer Built an AI Company
14 snips Apr 16, 2025
Wills Tolbert, entrepreneur and founder of Ready.ai, shares his journey from real estate developer to AI innovator. He discusses the challenges of managing property data and transitioning from spreadsheets to advanced platforms. Wills delves into the intersection of sales dynamics and AI, emphasizing how Account Executives and Sales Development Representatives can enhance customer interactions. The conversation also highlights the importance of genuine communication and effective follow-up in sales, along with insights on data accessibility for informed decision-making.
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Manual Map to Investor Pitch Tool
- Wills manually built a map and spreadsheet to plot every parcel in Greenville's West End, tracking ownership and sale details.
- This manual map became his key tool to pitch investors and understand market trends rapidly.
Real Estate 'Real-Time' Data Limits
- Real estate "real-time" data isn't truly instant due to layered update delays from counties and third parties.
- This latency contrasts with instantaneous data seen in stock markets but still offers valuable, soonest-available updates.
Go Enterprise in Real Estate
- Target enterprise real estate customers instead of smaller groups to gain better contract value.
- Avoid bottoms-up selling to independent brokers due to their low price points and high tech expectations.