Entrepreneur’s Action and Ambition Podcast Features Whimstay CEO David Weiss

Whimstay CEO David Weiss speaks with the team on Entrepreneur Media’s Action and Ambition Podcast. This podcast is hosted by Andrew Medal, an award-winning podcaster, and co-host Chase Geiser.

In this episode, Andrew speaks with David Weiss, the CEO of Whimstay. Whimstay is a leading vacation rental site providing exclusive discounts on last minute bookings, off-season trips, pre and post-holiday rentals, weekdays leading into “weekend getaway” destinations, etc. Before that, David grew travel and real estate payments business from $70m to $200m+. He also launched a firm advising fintech, marketplaces, SaaS businesses, and private equity. David also spent time consulting venture capital firms on payments strategy, partnerships, scaling operations, go-to-market strategy, M&A, and financing alternatives.

Aptly titled “How David Weiss Helped Take Whimstay to the Top of the Vacation Rental Industry!” this episode also highlights the events that brought David to Whimstay. David shares about building his team, their current successes as well as the challenges he sees on the horizon. He also shares about the lessons he’s learned during his swift rise to CEO. What’s more, David shares insights about future plans for Whimstay’s growth and what developments are in store.

Click here to listen to David’s interview on Entrepreneur’s Action and Ambition Podcast.

Entrepreneur’s Action and Ambition Podcast features Whimstay CEO David Weiss.

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