The Data Stack Show
237: Startups, Sales, and Spreadsheets: How a Real Estate Developer Built an AI Company
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.
59:17
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Quick takeaways
- Wills Tolbert transitioned from real estate development to founding MapSheet to tackle inefficiencies in the industry through better data management.
- The complexities of property ownership and data collection in real estate fueled the creation of streamlined solutions that enhance decision-making.
Deep dives
Wills Tolbert's Entrepreneurial Journey
Wills Tolbert's career began as a commercial real estate broker but soon transitioned into real estate development, leading him to recognize the lack of effective technology in the industry. Frustrated with outdated processes, he founded MapSheet, a software company designed to streamline data management in real estate. His entrepreneurial path involved grappling with the complexities of data coding and APIs, despite his self-admitted lack of coding skills. Ultimately, his experience in building MapSheet set the stage for his next venture in the data and AI space.
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