When I grow up

What I want to be when I grow up

I may be 30 years old, a husband, a father and I may have been working full time for over 12 years, but who says I have to be grown up? The way I see it, it's never too late to grow into whatever you want to be. One of the main reasons we took this "year off" in Israel was to give us a chance to figure out what we want to do with our lives for the foreseeable future. I've been thinking for a while about my career options and not so shockingly there are a wide range of careers I'm interested in. So, I figured I'd make a list and post it here and y'all can tell me what I should do.  Warning: Not everything I write should be taken seriously.

1. Airline Pilot:
Pros: This is my dream job and has been for many years. The pay and benefits are decent after a few years and once you have seniority, you can make your own schedule. There's going to be a huge shortage of airline pilots in around 5 years, due to mandatory retirements, which means newer pilots will advance their careers much faster than in the past.
Cons: I would have to redo quite a bit of my flight training, since I haven't been flying in so long. All major  airlines require a 4 year degree (which I don't have). For the first 4 years or so, I'd be making less than $30k, some years significantly less. It may be impossible to get an airline job without working on Shabbos. I posted a question on the largest facebook group for pilots asking if there was a way to get around working on Shabbos, the overwhelming response was "you're Jewish, go to Israel", very friendly and accepting group </sarcasm>

2. Doctor
Pros: $$$$ and helping people
Cons: School and school.

3. Lawyer
Pros: $$$
Cons: School, school and lawyer jokes

4. Network Engineer
Pros: Already have over 10 years of relevant job experience, training and knowledge. I do enjoy most aspects of this job and the pay can be decent. In high demand for the foreseeable future.
Cons: Can be kinda dull and the cool companies want someone with a 4 year degree.

5. Network Security Engineer/Cybersecurity
Pros: Somewhat related to my job experience. Decent pay. Depending on the specific job can be a lot more interesting and fun than the Network Engineer option. This position is fairly new (in a sense) and still evolving, there's a huge shortage of qualified professionals and most companies haven't even realized they need specific security engineers instead of just tasking Network Engineers with security (which they're not adequately trained in). Salaries are going up.
Cons: I'd have to do a good amount of additional training. The really cool jobs want 4 year degrees. It may be a while before companies start budgeting properly for security, which could mean fighting a losing battle.

6. Toll Collector
Pros: Whenever I go through a toll booth that doesn't take EzPass, I think that I can do the job significantly more efficiently than the current toll collector. Suprisingly, even after being forced to take huge pay cuts, toll collectors make more than pilots do for the first 5 years of their careers.
Cons: I'd have to learn how to not be nice to people, that's not allowed in this position. No matter how efficiently I did my job, I'd always know EzPass can do it better. After the first hour, I'm pretty sure the novelty would wear off.

7. Truck Driver
Pros: I enjoy driving and traveling. Kosher hard boiled eggs at most truck stops. Pay is not horrible.
Cons: Kosher hard boiled eggs at most truck stops. Traffic. Road rage.

8. Real Estate Renovating and Flipping
Pros: I really enjoy this kind of work, it's hard, fun and can be lucrative.
Cons: High risk, unpredictable. 

9. Police Officer
Pros: Power trip. Meow game. Traffic stops. Pay and Benefits can be decent.
Cons: Racism. Vigilantes. ACLU. People trying to kill you. Domestic disturbance calls.

10. Restaurateur
Pros: I enjoy food; eating it, cooking it, serving it to other people, etc. It's always exciting.
Cons: Everyone knows how to run a restaurant better than those who run them. Restaurant employees are notoriously unreliable. A handful of d-bag customers take all the fun out of it. People think it's ok to steal from restaurants, b/c "one time, they forgot to put ketchup on my hot dog and they charged me full price" (what do you expect from someone who puts ketchup on a hot dog?). Yoshon people.

So, what do you think? Should I get a college degree, do some more technical training? Run for public office?