David Weiss

1968
Headshot of COO David Weiss

David Weiss

Chief Operating Officer
Travel, Hospitality, Tech
San Francisco, CA, USA

Listen to David’s Podcast!

David Weiss is the CEO Whimstay, and joined Whimstay in August 2022.

Prior to Whimstay, David Weiss served as President at a travel and real estate payments business, growing the company from $70m to over $200m in revenue during his tenure. David also launched an advisory business focused on Travel & Hospitality, FinTech, and PropTech, serving marketplaces, OTA’s, SaaS businesses, private equity, and venture capital firms across a range of initiatives including payments strategy, partnerships, product development, scaling operations, go-to-market strategies, M&A, and financing.

Whimstay

Whimstay is the leading vacation rental marketplace for travelers looking for the best deals on last-minute stays. We offer exclusive discounts on properties that might otherwise go unrented while driving incremental revenue for hosts. Whimstay delivers a best-in-class user experience via a mobile app and web and provides top-notch customer support, making it easy to book on a whim!

Specialties: Vacation Rentals, hospitality, travel and tourism, vacation rental, hospitality technology, tech, vacation rental platform, lodging, short term rental, travel, tourism, vacation, website, app, and vacation homes

As an investment banker for 20 years prior, David covered the Fintech, Sustainability, and Diversified Technology & Industrial sectors.

David Weiss is also featured on our premiere Features Page.

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