I was fortunate that my first elk hunt was with an experienced elk hunter from my home state who was looking for someone to go with him. He had been going for over 20 years and even with his experience he preferred to have someone to tag along. Reasons? After going solo a few times, he realized that if anything were to happen, he's screwed. So if you do decide to go solo, take a Spot, or other locating device. Another reason, someone to share in the long 2 day each way drive. And lastly, he wanted someone to share the experience with. Like taking a kid on their first deer hunt. It's always fun getting others out there and watch them succeed.
He did have the same issues with finding someone that can take 3 weeks off work, that's what he (we) like to do, and who can afford it. It happens. Most people like talking the talk, but that's it.
As for your buddies who says that it's too expensive with no "guarantee". If I was guaranteed 100% that I would kill an elk, I'd never go. I want a challenge!
Do what you can to go. There's alot of logistics for easterners hunting DIY on public land out west. But figuring all of that out, and planning is what makes it so fun. Lastly, I have no clue to what kind of shape you're in, but the thin air with hills everywhere will have you second guessing your sanity!