Seiger.... I was faced with a similiar decision to yours. I was late 20`s and had the opportunity to finally get past having a PPL that I got at 19 yrs old, and pursuing my career i`d always wanted in aviation. I have ALWAYS loved flying, and everything involved with it. I too had a 40K job, mon-fri, and a wife and 3 kids. We had just bought our first house, and lived in a city where all our friends were etc etc. I decided to after much discussion with my wife, and a close friend of mine at the time who was directly involved in aviation (He was a King Air Capt for the Bear and will forever be greatful to him for all his help he gave me getting started.. Thanks M, u know who u r) to start to chase the dream. We sold our house, and after I got my CPL and Multi IFR, north I went with 100 resumes in hand and I actually got my first job on that road trip. I went from 40K a year and a comfortable life, to building docks, cleaning offices, and flyinga C206 for .26 a mile, no base. We moved from all we knew and loved. My kids attended 4 schools, in 4 years, in 4 diffrent places. My wife suffered, I became married to aviation. NOTHING mattered as much as chasing the dream. It became almost obsessive for me. While I was up north, living on a res in N. MB, my family carried on and tried to support me. Its tests the strongest of marriages at the best of times, and the first few years will be the worst and hardest being away so much, from the people you were used to seeing daily at 5:30 pm... I finally got a job out of a city flying a PA31, and finally got to spend a bit of quality time with the people I loved. Its almost 10 years later.... and im finally making a bit more then I was when I was employed as a Parts Manager for a Heavy Truck Sales & Service business (Peterbuilt Trucks). I suffered, my family suffered, but ya know what, I wouldnt change a single thing! Its been a hell of a journey to this point, and im looking forward to the next 10 years in this crazy damn industry. You`ll need a VERY commited and devoted wife, who can "share you" with aviation. Your kids are more resiliant then you`d imagine, and having lived an "army brats" style of childhood myself, I can honestly say that all those scary new days at new schools, made me a better person, (with friends in most provinces that are places I can visit to this day).
Its a long and tedious journey, and if you decide to take your family along for the ride, just make sure they know what their getting into, even when you DONT! and there will be times, you wont have a clue, even when you think you do!
All this said, if aviation is your passion as it obviously is, you`ll be drawn to it one way or the other. I always believed and still do, that its better to look back and know that you took a shot at doing what you truly love to do, then to sit and whine about how your life sucks.. Ive heard many pilots say something that is rare in the business world, and that is, they LOVE to get up early in the morning to go to work. Imagine that! Is it worth it? Only a PILOT knows forsure
Best of luck in whatever you decide. Food for thought.. do you enjoy your cuurent business relationship well enough that you could ask your boss if you could take a 6 month LOA? If the flying didnt work out, maybe the desk would be waiting when you got back? Just a thought.
Fly safe all, Cheers!