Thoughts opinions or bull?

Ok so I was turned down by Transport National because of having two accidents on my license. One was over 3 years ago the other wasn't my fault at all but thats the reasoning they gave me. Oh well the hell with them. I'd like to get some opinions on this other thing I can do. I've been in contact with a truck owner leased to Landstar. We've kept in contact for about a year now. Well he just bought a new truck and is offering me his 2017. At the construction job I've been having to work way harder and deal with way more bull than what originally was agreed on. Oh and that take home truck I was supposed to be getting, well that didn't happen either. And I still don't have insurance which I was supposed to last month. This company has been known to go back on their word in the past. So I'm stuck at a crossroad of staying with construction where I'll work my tail off on salary with few benefits. Or I can go on the road and pull for Landstar. I'd have to get my own insurance and all but already have my son on a private policy. I'd make good money on the road and would be doing the exact kind if driving I'm interested in. But I'd be gone 2 to 3 weeks at a time. I've talked to all my family who've all said go for it but I'm having a hard time making a decision here. Any questions comments, pros, cons would be greatly appreciated.

 

No not buying his truck, just driving it. I tried to do it last year but the only thing that held me up was the accident in 2014. That's over 3 yrs now so it shouldn't be a problem. Brent Ive been in the paving side since October of 96. Got my cdls in 2000 to help out. I'm a good driver but a better operator. I to have operated just about everything that can be operated but I've also hauled it to. I'm currently bouncing between 2 different cat 12m graders on about 3 different 15,000 plus ton jobs. I've always liked running equipment but it's just not as fulfilling as it used to be. After spending a year on the road here recently the road buf has bit me. Thought I wanted to be back in construction but now that I'm running these jobs and working 50 to 60 hrs a week for a 40 hr salary with no insurance or a co truck I'm really having second thoughts.

 

See that's where the problem lies. I don't drive at all where I'm at now. Except a one ton to the job. Keep telling them I need some 18 wheel driving to get my fix. Honestly I'll probably just stay where I'm at for now, at least thru the first of the year.

 

This is actually a company I helped start in 2011/2012. This is the 4th or 5th time I've worked for them but since a bigger company bought controlling interest leaving and coming back later wouldn't be an option. Where I live I'm well known for my talents so finding another operating job wouldn't be a problem. But I'm gonna give them the end of the year and see if all I was promised at initial hiring come thru.