AI: Trust but Verify16 Dec 2025

How to Choose the Right AI Tools for Your Business: Insights from RaiseAI’s CEO William Hollis

In the AI Risk Reward podcast, our host, Alec Crawford (@alec06830), Founder and CEO of Artificial Intelligence Risk, Inc. aicrisk.com, interviews guests about balancing the risk and reward of Artificial Intelligence for you, your business, and society as a whole. Podcast production and sound engineering by Troutman Street Audio. You can find them on LinkedIn.

In this episode, Alec welcomes William Hollis, Founder and CEO of RaiseAI, to discuss the intersection of artificial intelligence and real estate investing. William shares his journey from young computer enthusiast to self-taught software engineer and entrepreneur, highlighting how his technical background informed his approach to capital raising in commercial real estate. The conversation delves into the challenges and opportunities of adopting AI tools in traditionally manual real estate processes, with William emphasizing the importance of retaining human judgment and ethical oversight. Alec and William explore the risks of bias in AI-driven decision-making and the potential for AI to both democratize and transform capital raising and due diligence. The episode concludes with a lively lightning round, touching on automation, investment tools, and future trends such as blockchain in real estate.

Summary:

Career Journey: William Hollis shares how self-taught software skills led him to enterprise AI and, ultimately, real estate tech entrepreneurship.

AI in Real Estate: Discussion on how AI can streamline capital raising, investor targeting, and due diligence while addressing legacy industry challenges.

Ethical Concerns: William highlights the importance of maintaining human oversight to mitigate bias and ensure fair outcomes in AI-powered real estate decisions.

Investor Advice: Practical guidance for new investors, stressing the value of personal relationships, thorough research, and aligning investment strategies with individual goals.

Future Trends: Insights into blockchain, automation, and the evolving role of AI in shaping the future of real estate and job markets.

Companies/Organizations:

Movies:

Ocean's Eleven
WALL-E

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