102: How Much Automation Is Too Much in Short-Term Rentals?

Self-managing a short-term rental sounds like freedom, until the three a.m. jacuzzi message hits.

Akshay Bajaj built AI systems for self-driving cars before turning that thinking toward his own rental portfolio. He walks through why most property tech is just glorified auto-replies, and how his platform actually knows when to hand a decision back to a human.

His take on where short-term rentals are headed: the winners won't be the ones automating everything. They'll be the ones using structure to free up time for what's actually high-touch and human.

Which part of your operations feels the most manual right now? Let me know in the comments.

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Connect with Akshay Bajaj: 

Website: hosteasy.ai
LinkedIn: https://www.linkedin.com/in/akshaybajaj1/  

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