You'd have to word the bill very stringently to ensure that the new businesses weren't just new parts of an existing business shuffling employees around to take advantage of all the money now sitting on the table.
For example, $BIGCO all of a sudden becomes the angel investor for a half-dozen startups full of ex-$BIGCO employees who are somehow still working on pre-existing $BIGCO products and understand that $BIGCO will ensure their paychecks as long as they do the kind of work they did while they were still at $BIGCO. The only difference is that the government is paying for the healthcare of those (ex-)$BIGCO employees, allowing the $BIGCO CEO to make 300% more this quarter.
health care of work force should be shared between employers and society as a whole, not offloaded back and forth from one to the other.
In terms of the present discussion, it is easier for entrepreneurs to commit to a start-up if there is no fear of losing health-care coverage. That's a big win, if you ask me.
Policy wonks on the left and right have been shouting this from the rooftops for decades, but to no effect. The problem is that any incremental change in that direction is instantly demagogued as "taking away your existing coverage".
The "free speech" issue really only applies to companies that have the resources to influence the government to begin with. A startup that has five employees and is only ramen profitable isn't going to hire a lobbyist.
On the other hand, I do think you're sort of right. If a benefit like this were passed, a lot of unemployed people would suddenly become "entrepreneurs" to get free healthcare. Large companies would find ways to spin off into thousands of "new" shell companies and transfer their employees there to get free healthcare as well.
Of course, the way the healthcare system exists now is basically that the government subsidizes entrenched players with tax incentives and allows employment to become essentially indentured servitude because the risk of losing healthcare while switching jobs is just way too high.
see, you identified a handful of problems that are worth solving, not postponing them by giving out "reimbursements".
If anything, it would grease the rails to becoming "ramen profitable."