A tough one. There's no recipe in business, otherwise everybody would get rich. There's things that improve your chances and then there's either the lucky break or the continuous, grinding improvement year after year, but starting with (and keeping above) a no-loss baseline.
Tougher still as a one-man gig because you need to work many angles to really improve your chances. Not impossible, at all, but it's a mindset - one that's seldom found in musicians. And it's a hell of a hard work, much harder than any "regular" work.
First of all, who's your intended audience? Absolute beginners, mid-level, experts? That's the basis: the same content can be brilliant or awful depending on who's listening.
Second, is that intended audience big enough?Say you capture 0.1% of the total - would be enough to sustain your business?
My guess would be that people interested in generic courses on subject X are not total beginners (too much commitment for something you ain't yet sure it's gonna be important to you) nor obviously experts at your level (unless you run master classes), but the large bunch of people that's got a bit further, found out they like it and would like to know more, at least for a while. A few interested souls, a few occasional punters, but you cant count on these.
Remember that these people by definition often can't really judge how good a product is - because they don't really yet understand it. Therefore they use proxies: brand, glamour, looks, group thinking, other's opinions etc. People choosing Harvard have never followed lessons at Harvard before (doh!): they go there for the reputation, the implied promise of future success and, to a point, the general look of the place (it bloody looks the part!).
That means that, if you're targeting these people, the quality of the proxies will be as important as the quality of the content (sound awful, innit? Welcome to normal, not-quality obsessed people
Third, how's the competition for that audience? It's good to have some - the field breakers are seldom successful - but too much competition and you can't survive unless you find or conjure an edge. You have to decide whether or not to stay in that market or try to find another one (but still viable, as per above).
Fourth, is there an edge to be found? Or can you make up edges which are easy to communicate and cannot be copied? In other words, how close to a commodity is your product?
So: find an audience (and ensure it's viable assuming you capture a very small part of it, at least initially, and not over competitive); find your edge; pay attention to the proxies as much as you do to the product itself (that's surprisingly the tough one for any creator!); invest financially in promoting your edge to your audience.
You still need luck - we all do - but still is more of a plan that if you don't think about any of that stuff.
Take Netflix online service: potential audience, enormous - everyone liking movies; competition, relatively limited when they started; proxies - pretty good; edge - amazing, when they started - you don't ave to go rent a video tape or dvd or whatever and bring it back. Luck; yes, they happened to launch in sync with widespread adoption of broadband, which allows theirs service to exist at all.
Now from what I read your main edge is your own experience and nearness with well known acts. That's what distinguishes you from the 16 years old kid with Cubase and a cheap Chinese mic.
What audience will care most for that? Hard to say, but my feeling would be that the lower-knowledge level won't care too much. No matter which names you can drop, in today's billion-information-pieces-world these names won't mean crap to a lot of people. Even if u worked with Madonna. Heck, when Paul McCartney worked with Kayne West, loads of kids had never heard of the former!
So you want to aim to people already a little in the know. Finally, is that audience viable? Not sure, it's your bet. How about the competition? Same same, it needs more research than I have.
An idea could be master classes only - aiming to a smaller market but far more informed (for example I've occasionally looked at the "Mix with the Masters" free videos, and found them interesting, even if I'd unlikely pay for them).
I also like Red Bladder's idea: bundle with something else! The "Mix with the Masters" videos are, insofar I understand, sophisticated props to sell hopefuls a week residency experience with an actual mixing engineer, or associated events. You could try to organize similar events. Or come out with even wackier ideas - what about an audio show across the UK? FInd a bus!
If all of that sounds like hard work it's because it is
Promotion is expensive and no matter your financial resources, they're a drop in the ocean of the possible ways of doing it... so it works only so long you have a clear idea of what you are promoting, to whom and why..
Best of luck!