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I think that's Richard Wolff's whole thing. I think he's communist? At least socialist.
If your goal is to, say, kill all of the tigers in the world, why would you be okay with making more baby tigers? Yeah the baby tigers are cute and can't hurt anyone yet, but baby tigers don't stay babies for long, and 100% of the large, angry tigers who like to eat people used to be baby tigers.
The goal of communism is not to turn every person into a capitalist, it's to create a society/economy that meets the needs of all of its members instead of just those of the rich. Encouraging the working class to start businesses is just like making more baby tigers: it's working in the opposite direction of your goal.
Employee-owned businesses would be the thin edge of the wedge in favour of socialism/communism. It would be a “bridge system” whose purpose is to demonstrate the societal superiority of socialism/communism.
As such, I see your metaphor as being mostly inaccurate. The purpose isn’t to create more tigers, the purpose is to create more house cats. A house cat can still do damage to people, but at a much lower level than any tiger. House cats also provide many benefits even in a fully feral state, by lowering the population of vermin such as rats and mice, helping to blunt the spread of disease and crop/property damage.
Going directly from capitalism to communism is a bridge too far; not enough people know how to do communism correctly, and there would be far too much resistance by those whose greed is benefitted by capitalism and who control the public narrative through media and education (or lack of it).
In fact, as history has shown us, the only way to take that route in a single step is via authoritarianism - to force the population en masse - whereupon authoritarianism gleefully remains resident (as those who are corruptible remain in positions of power that they are loathe to relinquish), invariably employing violence to ensure compliance, and ending up royally f**king up the entire implementation.
With an intermediary like employee-owned businesses, we can both educate and expose, providing society with tangible, real-world, immediately-obvious benefits of communism that erodes resistance and shows people how to be communal in an effective manner.
And there would be other stages beyond that, gradually ratcheting society into a pro-communist state in a careful and thoughtful manner that allows us to build anti-greed, anti-corruption, and anti-authoritarian systems into the mix, to avoid outcomes such as pretty much every other “implementation” to date.