I get where you’re coming from about the old cars and the apps not really “getting it,” but I actually had a decent experience with Root using my 2003...

I hear you—I've had similar luck with the bigger companies too. Used to think local was always better, but after a cross-state breakdown, my “personal...

Honestly, I think you might be overthinking it a bit. Most of these classic car insurers aren’t out there with “a clipboard and a magnifying glass” un...

That’s fair. I tried one of those telematics things last year—my insurance gave me a little dongle to plug in. At first, I was super paranoid about ev...

I get what you mean—used to feel like you’d call AAA and someone local would show up, maybe even recognize your car if you broke down a lot (guilty). ...

Yeah, I hear you on the sketchy tow trucks. Had a similar experience a couple years back—dude showed up in a truck that rattled more than my car did a...

Man, I swear they must have a magic 8-ball for pricing. Had a buddy go through the same circus—his “market value” was like half what any roofer would ...

Totally get the idea of a "pole-hitting fund," haha...but honestly, instead of stashing cash aside every month, wouldn't it make more sense just to bu...

Yeah, getting stranded in the rain is basically a road trip rite of passage...been there myself outside Peoria. Nothing quite like squinting at your s...

Haha, cars definitely have a knack for timing breakdowns perfectly. Last summer, mine decided to overheat right in the middle of nowhere—no cell servi...

Haha, pizza's definitely non-negotiable for me too. Had my own "wake-up call" moment when a deer decided to jump out during a road trip through Colora...

Totally get where you're coming from. There's something reassuring about knowing you can just pour in some gas and get rolling again—no waiting around...