If you can do it, then I vote you do so. We all have to learn, and the best way is just doing it. My logging company is small, but we mostly do small jobs. As someone who is 99.9% self taught, I just went at it, made some mistakes, but learned. As the owner, I have to do it all, and love it. Then again, I am an oddball in almost everything to do with logging. Why be normal, is probably what I should have named the company. My truck isn't a conventional logging truck, no it has a 5th wheel, and 5th wheel hay rack, so I can haul longs or shorts. More importantly it can also pull my lowbed, and pull my fuel trailer. I don't rely on others to move machines, or haul my fuel. When I need an extra truck, or piece of equipment, I hire someone, but it became a gong show to get my equipment moved in a timely manner, or reliable fuel delivery. My 5 employees are all female, which sure gets some odd looks, but they can do anything guys do. We just finished a job, and are taking a week off, before beginning the next one. We genuinely like each other, and on jobs where we all stay in the 5th wheel travel trailer together, we get along great. The job we just completed, was a powerline right of way, which meant constantly moving. Once a week someone came out, and inspected our work. Many times he would comment about how nice of a job we did compared to others they've hired. Feels good to hear that, and inspired my team to work even harder. We have now done 9 different contracts for powerlines, and have another to do summer 2026.
Once you get started, I bet you love it. No need to go to the gym in the evenings like city boys, you sleep well at night, and seeing your progress every day is extremely satisfying.