
Most short-term rental operators focus on pricing their low and shoulder seasons, checking rates a few months out and calling it good. But the dates that actually matter - your Thanksgiving weekends, your local festivals, your New Year's Eve inventory - those are being booked right now at prices you set a year ago and forgot about. Jasper Ribbers reveals why 90% of the portfolios Freewyld Foundry onboards have already lost thousands of dollars to bookings made too far in advance at inadequate rates.
Peak demand dates have booking windows up to 12 months long, but most operators only monitor pricing a few months ahead. When your calendar opens for next year's big concert or recurring festival, eager travelers immediately lock in underpriced units while you're still focused on next month's occupancy. The gap between when guests book and when operators pay attention is costing serious money.
This episode breaks down the specific strategies Freewyld uses across 75 client portfolios to capture premium rates on high-value dates without leaving inventory empty. You'll learn why you should actually pace behind the market on peak dates (the opposite of shoulder season strategy), how to set minimum price safeguards that prevent last-minute discounting algorithms from destroying your revenue, and when the "last man standing" approach is worth the risk versus when it'll cost you clients.
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Favorite Takeaway:
"90% of the portfolios that we onboard, we look at pricing in the next 12 months, and there's usually a few dates where we already have some bookings at a way too low ADR."
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