Latest Episodes

Insurance Lessons Every STR Investor Must Hear with Toni Boer
On this week’s episode, Avery is joined by Toni Boer. Toni shares how she and her husband turned a $200k family getaway into a...

From Caregiver to Condo Investor with Tamara Brown
On this week’s episode, Avery is joined by Tamara Brown. Tamara shares how she stumbled into real estate while caring for her grandparents, turning...

The Truth About Buying “Ugly” Cabins That Cash Flow with Amy Morehead
On this week’s episode, Avery is joined by Amy Morehead. Amy shares how turning a family chalet in the Smokies into an STR during...

How HelloHost AI Levels Up Your Hosting with Annie Li
On this week’s episode, Avery is joined by Annie Lee to dig into Hello Host, an AI “autopilot” for guest communications that plugs into...

The Truth About Material Participation Rules with Karlton Dennis
On this week’s episode of The Short Term Show, Avery interviews Karlton Dennis. The two dig into how the short-term rental tax strategy actually...

Why Hosting 30 Guests at Once Can Be Easier Than Hosting 2 with Andrew Llewellyn
On this week’s episode, Avery is joined by Andrew Llewellyn to unpack how he built a thriving short-term rental business in Louisville, KY. He...