This post was over a month ago, but here goes
Personally I hired on to an outfit that offered fleet insurance.
Generally you need 3 years before anyone will even consider you no matter the price (at least in Canada)
By the time I was forced to find my own non-fleet, I had more than 5 years commercial.
To be exact; I found a company that offered fleet, even though I had to pay for it. Minimal hoops, they took 40% of my runs and I paid ALL expenses
17 years later I pay a third of the rate my fellow drivers do. I never cancelled, working or not.
This can be improved upon by finding a company desperate enough to waive the usual 1 year minimum for fleet. (I only see job ads lately stating some minimum time insured)
There isn't a shortcut. Insurers are private companies and can ask for anything they want (feels sometimes only drivers already driving are allowed to)