Hobbspitality CARE Values

Get ready for a heart-filled, high-energy session where hospitality meets Hobbs-style! In Hobbspitality Care, we’ll dive into what it truly means to deliver exceptional care — not just to guests and owners, but to your team too. Bethany will share her take on what makes Hobbs an “employer of choice” and how cultivating an intentional,…

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Women Do It Better: Intuition, Emotion & Direct Booking Domination

Let’s be real: women are dominating the direct booking game — and it’s not by accident. We’re not just marketers; we are the target guests. We know what she wants because, let’s face it, we are her — the planner, the researcher, the one with the discretionary income and taste. That insight is pure gold.…

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Scale Smarter, Not Harder

 In this session Cassie could explore what sustainable scaling actually looks like for vacation rental managers. Drawing on her experience in SaaS and at Hostaway, she could walk through how to build lean operational systems, use automation strategically, and protect profitability without sacrificing personal wellbeing or time. This would be especially relevant to operators who…

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Brand Like a Lady. Close Like a Killer.

This isn’t about going viral—it’s about building a brand that outlasts trends and outperforms the noise. In this workshop, Jennifer Barbee (yes, she really went to etiquette school) shows you how to blend polish and power into a brand that actually converts. You’ll learn how to walk into a room with confidence, connect with clarity,…

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How to Matter in a Market That Pretends You Don’t

Let’s be honest—most destination partners still act like vacation rentals are a nuisance, not a necessity. They’re not handing you power, placement, or partnership. So what now? In this real-talk session, Jennifer Barbee breaks down how to build influence without waiting for an invite. You’ll leave with a clear roadmap to show up stronger, take…

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The Soul of Hospitality: Stories That Shaped Us

Hospitality is so much more than clean sheets and warm welcomes via text; it’s deeply personal. In this fireside chat, women from across the vacation rental industry will share the moments that shaped how they show up for others: stories of empathy, resilience, reinvention, and the lessons learned along the way. Moderated by Breezeway’s Koryn…

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Beyond the Bottom Line: Empowering Property Managers Through Protection and Purpose

In the vacation rental world, safeguarding revenue is essential – but so is leading with purpose. Join us for a dynamic session where we’ll explore how travel protection not only secures income for property managers but also strengthens guest trust, operational resilience, and long-term success. Led by two passionate industry leaders, this session will also…

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Cool Under Pressure: Midlife, Menopause, and Managing It All

Is it hot in here… or is it just your hormones? Welcome to the session where we turn down the shame, turn up the humor, and talk honestly about the real midlife balancing act: managing hot flashes, brain fog, emotional plot twists—and still crushing it in the vacation rental industry. In this hour, we’ll laugh,…

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