• Short-term rentals are fraught with legal issues; Pillow is designed to help landlords and tenants navigate these choppy waters.

While reportedly half of short-term rentals are in apartment buildings, many, if not most of these units, run afoul of some rule or another. Armed with an additional $13.5 million in funding, Pillow, a short-term rental management service, has released a platform to help landlords and tenants walk the line — while milking units for extra cash.

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