well being a second year now, the technique has undergone huge amount of refinement with zero fissure chest tubes now.
Used to start out with a bigger incision so that I could guide the tube with my finger. Always gives good results. Nowadays though, I use a smaller incision, and dont use my finger at all while inserting. The trick (taught by our thoracic surgeon) is to use a long curved hemostat and squeeze the end of the chest tube with it. Then while inserting the curved tip of the hemostat should be pointing inwards while inserting. As soon as you cross the ribs, turn the hemostat by 180 degrees such that the curved tip now points towards the axilla/chest wall and slide it in as much as possible. Then let the hemostat go and continue sliding the chest tube in. Perfect results using this technique.
Peds surgery gave me another perspective. We used to put all chest tubes using the seldinger technique (even in fat 17 year olds), varying from 12f to 20f, even for hemothoraces. Had good results there as well, so not sure if 36f is requried all the time. Have put pigtails in obese people too, although ultrasound guided, and they give fine results as well.