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All things that could be coded for. Like the waiver is only valid until a sale/transfer, any income on the property during the waiver period (not equity gain) voids the waiver and requires back taxes, waiver may only be taken by individuals, 1-2 year cooldown on another waiver being taken on the physical address post-sale (would also require tax disclosure that the waiver was used prior to sale), etc
We need more supply of housing AND we need to address housing being seen as speculation, particularly low-occupancy/single family. Don't get me wrong, there will always be a need for a rental market, but we shouldn't have corporations/LLCs buying up single-family/duplex/3-level units en masse and basically setting the market. 
My way too simple idea is a 1+1 - every tax filing individual or household gets a their primary and one additional (vacation, rental, etc) at a favorable tax rate. Beyond that, make it not worth it to just hold properties. >

I would agree but allow for 2 homes mostly due to issues of inheritance, or a specific carveout for inherited primary residencies. My aunt and uncle had major issues when her parents died selling their homes due to identity theft and probably fraud debts. Btw her parents were single and 20 years divorced ie homes. >

Uhh his plan did allow for two homes? >

I think I get what he means - you have your 1+1 then inherit a home you intend to not keep personally.
Maybe have a waiver period of a year or two where you can hold it tax-free if there's no income? >

I feel like if you’re allowed to hold an extra home for a year tax free they’ll find some loophole where they can kick it around between people or LLCs and wait for the value to appreciate or something