I'm really in the early stages of thinking about it, and have no commitments so far. Still weighing the pros and cons of stepping out on my own. I don't think I will ever want to run a big company, nor will I want to stray too far from production until I need to/can't physically do the work anymore.Hmmm, what business model are you thinking? What gear? A major regret was dumping stupid money into trucks/chipper that I could buy cash sale vs financing new. Over a 5yr period the math was apparent as was the downtime and constant headache. Tell us what you are thinking as far as scope and initial investments.
GoldSurround yourself with good people, learn to delegate - because your employees will think for themselves if you can give them confidence!!
Learn to turn off - the phone, the desk time, and even think about something else. I still need to do better at that.
Hire a secretary sooner than later...it is well worth it. Spend the money on good client management software, and learn how to use it. Past data on repeat jobs is invaluable.
Buy new equipment if at all possible - if you have breakdowns it costs 3 times - the parts, the time to fix it, and the time you could have been making money or doing something else you enjoy.
Try to do all of your desk work and bidding during business hours - this comes after you have guys that can handle the work.
Don't be afraid of CDL requirements - if you try to stay under CDL it limits growth and equipment. You will be able to afford the CDL guys if you have good equipment and price your jobs accordingly.
Just some thots from my years in the business.