this morning on the Blue Island bike lane (ha! perhaps I should have posted this to What's This Doing in the Bike Lane?):

The tire is a fairly new Marathon Plus.

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oh no! Would not have thought it would go through like that. Ugh!

Wow.  That's a serious wound!

This nail went in head first.  I hope you were able to make your repair and were on your way!

Yikes! Head first! amazing!

I figured patches would be dicey given the sidewall hole, and I don't carry a tube, so I locked it up for the day, hopped on a DIVVY and rode to work. On my way home I bought a tube (when did tubes start costing almost $10?) and swapped it in on my way home. 28 min field repair.

The hole in the sidewall resulted in a small bulge, even at 60 PSI, so I'm thinking the tire is probably toast. But I plan to try tossing a patch on the inside of the tire's sidewall covering the hole and seeing if that helps before I shell out another $65 for another Marathon Plus. (Advice welcome : ) ).

Use a piece of an old tire you may have lying around to serve as a "boot".  It will prevent the inflated tube from bulging through the hole.

In case of emergency, I've heard you can use a folded-twice dollar bill to act as a boot.

Thanks! I found a few more details on the technique(s) here:
https://www.westernbikeworks.com/booting-a-tire-article

Today I applied a big patch to the inside of the tire. I cut it from a large square of patching material that came with a goofy BELL patch kit. The patching material in the kit isn't thin like most tube patches, but thick, as if it is intended for patching air mattresses or something? Now the sidewall wound only bulges out a very tiny bit, even at 95 PSI. A short shakedown ride suggests it will be fine, but of course I'll keep an eye on it.

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