Highside/Lowside - A Motorcycle Podcast
Oct 2, 2026 · 2 hr 2 min · 18 segments
Is the Harley-Davidson Sportster the most culturally significant American motorcycle ever built? On this episode, we dive deep into the legendary history and evolution of the Harley Sportster…
Zack CourtsHost
Spurgeon DunbarHostPatrick GarvinGuest
But before we get into Harley Davidsons, I think we have to talk about something that's just Harley Davidson adjacent, Sportster adjacent if you will.
Zach, when's the last time we talked about flying motorcycles on this podcast? Okay, so this is where I'm gonna slip into Producer Chase mode here 'cause I didn't have any idea any of this happened, but Chase pointed out that season nine, episode 12, uh, of this podcast, which we released February 1st, 2025, um, we covered this company that came out with a flying motorcycle.
Um, the point is Chase has used my words against me [laughs] very much here and pointed out that I said in that episode, quote, "I'm going to say yes.
In September of 2026, that sucker will be on sale." Because this was the whole debate we had, Spurge, like can, are you actually gonna be able to buy that thing? Right, yep.
And the company said, "By 2026, September, you'll be able to buy one for $60,000." And you said, "I don't think so." And I said, "Why not?" And so we're, we're following up as promised on this promise.
Have you seen any flying motorcycles for sale in the year of 2026- I- ... for $60,000? I s- I, [clears throat] I went to the, I went to the website.
I sent them an email saying, "Can I please purchase one of your m- flying motorcycles?" I have not heard back.
[laughs] For a guy that's plan- for a guy that's commuting from, uh, San Francisco to Los Angeles, a flying motorcycle would really be in your favor.
If memory serves- ... until you see the, the factories of Long Beach in the distance, and you know you're home.
If memory serves it was like 45 minutes of flight time, so I'd need to, I'd need to- Stop in air, yeah.
We did have a, we did have a listener, Daniel, that was, uh, seems to have some experience with the legalities of flying, uh, and did have some, some fun little quips that he sent in because he was very- Mm
But before we get into Harley Davidsons, I think we have to talk about something that's just Harley Davidson adjacent, Sportster adjacent if you will.
Zach, when's the last time we talked about flying motorcycles on this podcast? Okay, so this is where I'm gonna slip into Producer Chase mode here 'cause I didn't have any idea any of this happened, but Chase pointed out that season nine, episode 12, uh, of this podcast, which we released February 1st, 2025, um, we covered this company that came out with a flying motorcycle.
Um, the point is Chase has used my words against me [laughs] very much here and pointed out that I said in that episode, quote, "I'm going to say yes.
In September of 2026, that sucker will be on sale." Because this was the whole debate we had, Spurge, like can, are you actually gonna be able to buy that thing? Right, yep.
And the company said, "By 2026, September, you'll be able to buy one for $60,000." And you said, "I don't think so." And I said, "Why not?" And so we're, we're following up as promised on this promise.
Have you seen any flying motorcycles for sale in the year of 2026- I- ... for $60,000? I s- I, [clears throat] I went to the, I went to the website.
I sent them an email saying, "Can I please purchase one of your m- flying motorcycles?" I have not heard back.
[laughs] For a guy that's plan- for a guy that's commuting from, uh, San Francisco to Los Angeles, a flying motorcycle would really be in your favor.
If memory serves- ... until you see the, the factories of Long Beach in the distance, and you know you're home.
If memory serves it was like 45 minutes of flight time, so I'd need to, I'd need to- Stop in air, yeah.
We did have a, we did have a listener, Daniel, that was, uh, seems to have some experience with the legalities of flying, uh, and did have some, some fun little quips that he sent in because he was very- Mm
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