First, can I lease with two different companies?
If not, can I get my own authority and work for companies like landstar, Mercer, and other companies at the same time.
I spoke with an o/o that said he pulled loads from different companies
If you have your own authority you can haul for ever you like as long as you have the equipment and insurance requirements. I doubt you can be lease to two companies with the same truck unless they have an agreement that you pull their freight.
Also you need to get one years driven. No companies will take you with less and insurance is 10x higher than what it would be after your first year driven. I just looked it up. Start up costs are unreasonable for less than a year driven
The added insurance cost of a new authority is high these days. 2 or 3 x as high for a few yrs. at least. That’s the biggest factor to consider. Do your research, the answer will be clear, with all the numbers on paper.