Bet that I can send an ollie by Sept 31, 2024: Hubris or possible?

[Shaaarrrp]

I'm 42 and haven't skateboarded in over 25 years. I was a poor skateboarder back then and did no tricks. I don't even own a skateboard yet. That said, I have a high level of foolish hubris.

Training will probably begin in May when ski season is over so injury wont take turns away

What are my chances?

[crankplank]

I give you 98% of getting the back wheels off the ground and landing on your deck. Not that hard to do an Ollie as a coordinated adult. A good moving Ollie is another beast.

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[stuckathuntermtn]

Yeah, make a real challenge. Send some stairs.

[SKIP IN7RO]

pickleball

[MakersTeleMark]

Yeah, make a real challenge. Send some stairs.

At least a kickflip.

[stuckathuntermtn]

At least a kickflip.

My bad. Definitely do a kickflip!

[Mr C]

Make your appointment at the ortho when you start😜

[chicken feathers]

[shroom]

MY ANKLES

[detrusor]

It’s impossible to be careful on a skateboard

[GoldMember]

Yeah, make a real challenge. Send some stairs.

And then, after you heal up from that, slide the handrail.

[lifelinksplit]

Tre flip an 8 stair pussy. Watch multiple old Plan B skate vids to get hyped.

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[gaijin]

Bet you I can throw a football over them mountains.

[leroy jenkins]

at the very least, it should hold the madness and malaise at bay for a few months.

[Eastside]

I bought a longboard when I was about 42 years of age. It seemed like a good idea at the time

[EWG]

Pics or it didn't happen.

[abraham]

I'm 42 and haven't skateboarded in over 25 years. I was a poor skateboarder back then and did no tricks. I don't even own a skateboard yet. That said, I have a high level of foolish hubris.

Training will probably begin in May when ski season is over so injury wont take turns away

What are my chances?

How'd it go?

[Shaaarrrp]

How'd it go?

I'm running the long con on my friend and went double or nothing before Dec 25, 2025. By the time I buy a skateboard or even learn how to ollie, this might be for a few thousand!

[danmelon]

I'm running the long con on my friend and went double or nothing before Dec 25, 2025. By the time I buy a skateboard or even learn how to ollie, this might be for a few thousand!

https://www.instagram.com/skateiq/

this guy has some pretty amazing tutorials. I both hate him and secretly watch and pay attention to everything he posts. Kids have it so easy nowadays. heck of a lot more effective than trying to figure out tricks from a sequence of photos in a mag. A couple are labelled "ollie" and he gives some key pointers.