Robots in your Airbnb?
Fri Feb 06 2026
AI is reshaping short-term rentals fast.
In this episode, Mark sits down with Shahar, founder of Boom, to break down how operators can use AI + automation to scale without adding chaos.
Shahar shares how he went from broker/investor to building a tech-enabled property management company (managing roughly $150M of property)—then spinning the technology out into Boom as a standalone platform built for operators running at scale.
What you’ll learn:
How Shahar validated his first Airbnb using staged “virtual design” photos before furnishingWhy “market fit” matters more than building a great product—and how his first tech product struggled to monetizeThe real operational pain that forces software creation: owner statements, task management, approvals, vendor payments, reconciliationWhy scaling STRs breaks from operations, not demand—and how “one system” reduces errors and laborThe shift from SaaS tools everywhere to one operating system + AI agents (guest messaging, reporting, workflows)How AI can reduce guest-message volume so teams can focus on real problems and higher-touch hospitalityWhere the industry is heading: AI travel planning, agent-driven bookings, direct booking disruption, and even the long-term impact of roboticsWhy companies that don’t adopt AI won’t survive—and how top operators will scale from 100 doors to 500–1,000 with the same team__
Episode Sponsored By:
STR Search
STR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com
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AI is reshaping short-term rentals fast. In this episode, Mark sits down with Shahar, founder of Boom, to break down how operators can use AI + automation to scale without adding chaos. Shahar shares how he went from broker/investor to building a tech-enabled property management company (managing roughly $150M of property)—then spinning the technology out into Boom as a standalone platform built for operators running at scale. What you’ll learn: How Shahar validated his first Airbnb using staged “virtual design” photos before furnishingWhy “market fit” matters more than building a great product—and how his first tech product struggled to monetizeThe real operational pain that forces software creation: owner statements, task management, approvals, vendor payments, reconciliationWhy scaling STRs breaks from operations, not demand—and how “one system” reduces errors and laborThe shift from SaaS tools everywhere to one operating system + AI agents (guest messaging, reporting, workflows)How AI can reduce guest-message volume so teams can focus on real problems and higher-touch hospitalityWhere the industry is heading: AI travel planning, agent-driven bookings, direct booking disruption, and even the long-term impact of roboticsWhy companies that don’t adopt AI won’t survive—and how top operators will scale from 100 doors to 500–1,000 with the same team__ Episode Sponsored By: STR Search STR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com