Sasha Lawler in

Sasha Lawler

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Founder & CEO at Roam
📍 Bend, Oregon, United States

Sasha Lawler is the Founder and CEO of Roam, specializing in the vacation rental technology sector. With a history as a VP of Sales, she has a proven track record of architecting go-to-market strategies that have driven company valuations over $1. 3B. Colleagues describe her as a transformational, supportive, and data-driven leader.

Sasha is a vocal advocate for innovation within the property technology space. She actively participates in industry discussions and shares her expertise, such as speaking on panels at events like the Vacation Rental Women’s Summit, demonstrating a passion for connecting with and empowering other professionals in her field.

Unique fact: Sasha believes younger generations distrust traditional insurance, which is why her company focuses on embedding protection directly into bookings rather than as an add-on.

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Experience
15 Years
Current Role
Founder & CEO
Job Level
Leadership
Location
Bend, Oregon, United States
Personality Overview

How Sasha shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Sasha cares about

Disrupting Insurance
Her company, Roam, was founded to challenge legacy insurance models in the rental industry, which she believes hurt booking conversions and guest trust.
Vacation Rental Tech
As the founder of a company serving vacation rental managers, she is deeply invested in technology that helps owners and hosts maximize revenue and guest satisfaction.
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Career

Work history

1-2024
Founder & CEO
Roam
2022 - 2023
Vice President of Sales
Funnel Leasing
2020 - 2022
Vice President, Sales
Inhabit IQ
2017 - 2020
Vice President of Sales
Bluetent
2014 - 2017
Hospitality, Senior Sales
Devil's Thumb Ranch Resort & Spa
In the press

Media appearances

How Property Managers Can Offer Flexible Cancellations Without Losing Revenue with Sasha Lawler of Roam. Featured in Alex & Annie: Vacation Rental Podcast
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Education
2006 - 2010
Bachelor of Science (BS)
The University of Georgia
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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