In this episode, Alex and Annie sit down with Frank Bosi, Senior Director of Partnerships at Hostfully, to unpack what it really takes to build a tech company that people trust.

Frank’s journey began in luxury hotels long before short-term rentals became a professionalized industry. That hospitality foundation now shapes how he approaches partnerships, leadership, and growth inside one of the most culture-driven PMS brands in the space.

This conversation explores why culture scales faster than software, how AI can actually bring hospitality back into operations, and what property managers should be focusing on as expectations rise across the industry.

You’ll also hear a behind-the-scenes look at Hostfully’s approach to partnerships, onboarding, and product development, including how real user feedback influences what gets built next.

Episode Chapters:
00:00 – Welcome to Alex & Annie: The Real Women of Vacation Rentals
03:50 – Frank Bosi’s role at Hostfully and his focus on partnerships, education, and industry visibility
06:44 – Frank reflects on his hotel background and why consistency, care, and service still define great guest experience
10:45 – Using AI intentionally to preserve brand voice, personalization, and hospitality
15:16 – Why Hostfully feels different to operators and how people shape the product experience
16:37 – Collaboration, ecosystem thinking, and why relationships still matter in tech
21:19 – Inside Hostfully’s day-to-day culture, trust, flexibility, and leadership principles
25:43 – Hostfully’s funding story and choosing partners aligned with long-term values
36:30 – How Hostfully supports operators at every stage of growth
40:15 – The biggest challenges operators are trying to solve right now

Frank also shares his perspective on industry consolidation, rising professionalism among operators, and why modern property management systems have become the backbone of scalable operations.
This conversation explores what happens when technology is built around people, not the other way around.

Connect with Frank:
LinkedIn: https://www.linkedin.com/in/frank-bosi-375a5817/

Connect with Hostfully:
LinkedIn: https://www.linkedin.com/company/hostfully-inc-/
Website: https://www.hostfully.com/

✨ Exclusive Offer to Alex & Annie Listeners:

Streamline your short-term rental operations with Hostfully.
Mention the Alex & Annie Podcast when you sign up and get free onboarding ($1000 value).

👉 Click here to get started: https://cal.mixmax.com/frankbosi/demo

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