Additional Insured adds you as an Insured on the policy meaning you are extended coverage. 

Have you had guests book 28 days and then ask to extend past 30 days (in my case, to about 40 days)?

And that upon a lease term expiring, rent increase will be reviewed for what market rate is at that time of upcoming lease expiration, and if the Landlord will be extending an option to renew or extend lease.

This will notify you of renewal, payments due, cancellation, etc. and also extend coverage to you. 

They end up losing money because they are busy and take an extended period of time. 

I'm therefore looking out-of-state and Pittsburgh, PA has screened as a good market where I have a small existing network (wife's extended family lives there). 

I work on the DSCR lending side, and I keep seeing this pattern:Rate shopping → 45-60 day timelines → deals falling apart or losing to faster buyersMeanwhile, investors who prioritize speed:Close in 21 days or lessAlready have keys and tenantsOr pulled cash out and moved to next dealWhat I'm curious about:For brokers: How often do extended timelines cost you deals?

Proximity to a nearby course alone does not qualify.Investor considerations:• Attracts a loyal, higher-income demographic• Strong potential for destination travel, group outings, and repeat visitation• Revenue streams extend beyond rooms (green fees, memberships, food & beverage, events)Key risks:• High ongoing maintenance costs for course operations• Seasonality driven by climate and regional demand• Requires professional turf, water management, and course operationsInvestor takeaway:Golf resorts operate as lifestyle assets, not just lodging.

., extended-stay budget properties), Contact for questionsAs far as how much to pay, start with proration of rent and go from there.Good Investing...

It comes from adding the right capacity in the right places—especially downtown, where the spillover effect is strongest.Film exposure builds familiarity.Hotels increase capacity.Museums and events extend stays.Downtown businesses feel the lift.This isn’t about slogans or reinvention.