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Actually, I'm pretty sure those are asbestos shingles (at least that's what I've always been told).
The bungalows and duplexes in West U, Montrose and the Height that were built in the teens, 20s and 30s all had them. And they literally last a lifetime, if not physically damaged by trees or hurricanes.
I can't think of any friends that had a horror story on their removal/replacement, but I'd check around. I think there are a couple old-timer roofers that actually may even collect those, as they can be reapplied on other roofs that need replacements. With so many older homes being demolished for new construction, I'd guess there won't be a ton of roofs like that in 20 years.
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