I haven't heard any young people gripe about the $44 (not $99) under 18 stablehand licence. I think junior pony club annual memberships are over $100.
It may only be my experience, the young people I've spoken with who haven't followed their family/parents into the sport pretty well always bring up the uneven playing field.
Have never heard one of them bring up licensing, let alone $44/year being too much.
How many tracks are free entry? Are all country cup meetings free?