Do you know of a better strategy?

Find out what is objectionable to you about being the kind of person who would enjoyably and successfully achieve the outcome you're intending to intend to have, and stop objecting to it.

For example, if your overt intention were to make a lot of money, but you noticed that your actual actions mysteriously kept interfering with that goal, then perhaps you apply the label "greedy" to people who actually make money, and would thus object to actually succeeding at that goal, because you yourself would become "greedy" by your own rules. The solution would be to stop disapproving of "greedy" people or change your rules for what constitutes being "greedy".

Of course, it's rarely that simple: you might actually avoid making money because it involves being "a suit" or "a sellout" or a "drudge" or any number of a bazillion labels you could attach to people on the basis of actions like yours.

The trick is to pay attention not only to what labels you'd apply to yourself if you achieved your ultimate goal (which itself is above the level of your overt goal), but also to what labels you'd apply if you were staying on task for more than a few days every few weeks. If you persisted, for example, would that make you a nerd or a bookworm, or be perceived as such by people in your life?

On the ultimate goal level, if you actually succeeded in improving your job marketability, would that make you be seen as an overambitious wannabe or "thinks he's better than us" by significant people in your life (e.g. family or co-workers)?

I don't claim that finding and fixing this is easy or even a "better" strategy, since (at least from your brain's point of view), your continual trying and failing may actually be an optimal compromise. ;-)

(Consider that, if you succeed, you very well may lose some of your existing friends and allies.)