When reading the threads for Space Badger's Reavers Deep, I saw the CT chargen houserules he created for that game, including a completely-from-scratch Free Trader career. That rule-set doesn't seem to have been used much yet, so I've given it a go to see what the results would be like. And here are my results! 
Aaron Maxwell Gaziindir-Viden
Starting UPP: 575A78
Term 1 (18-22 years old)
Enlist: Free Traders: Success.
Basic Training
Roll 1: Crew: Hovercraft-1 (Vehicle-1)
Roll 2: Crew: Computer-1
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Trader 2: Gambling-1
Commission: Success: 4th Officer.
Skills Gained: Admin-1, Trader-1
Promotion: Success: 3rd Officer.
Skills Gained: Astrogator-1
Bonus Skill: Success: Smuggling: Streetwise-1
Reenlistment: Success.
Term 2 (22-26 years old)
Survival: Success.
Roll for Cash Bonus: Success: 10’000/2 = 5000 credits
Skill Roll: Deck 1: Admin-2 (+1)
Promotion: Success: 2nd Officer.
Skills Gained: Pilot-1
Bonus Skill: Failure.
Reenlistment: Success.
Term 3 (26-30 years old)
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Smuggling: Bribery-1
Promotion: Success: 1st Officer.
Full Qualification Roll: Deck 1: Handgun-1 (Gun Combat-1)
Bonus Skill: Success: Deck 2: Trader-2 (+1)
Reenlistment: Success.
Term 4 (30-34 years old)
Survival: Success.
Roll for Cash Bonus: Success: 50’000/2 = 25’000 credits
Skill Roll: Trader 1: Carousing-1
Promotion: Failure.
Bonus Skill: Success: Smuggling: Forgery-1
Aging: None.
Reenlistment: Success.
Term 5 (34-38 years old)
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Smuggling: Ship Tactics-1
Promotion: Success: Captain.
Skills Gained: Space Law-1
Bonus Skill: Success: Trader 2: Recruiting-1
Aging: -1 Dex
Reenlistment: Declined.
Mustering Out
Term 1 Roll: Cash: 10’000 credits
Term 2 Roll: Personal Development: +1 Dex
Term 3 Roll: Materials: Middle Passage
Term 4 Roll: Cash: 50’000 credits
Term 5 Roll: Materials: Ship (Type A Free Trader)
Officer Extra Roll: Materials: Handgun
Officer Extra Roll: Materials: Travellers’ Aid Society
Final Profile
Aaron Maxwell Gaziindir-Viden, Human Male, age 38 (5 terms).
Free Trader, Captain.
UPP: 575A78
Credits: 90’000
Materials: Handgun, Middle Passage, Ship (Type A Free Trader), Travellers’ Aid Society
Skills:
Admin-2, Trader-2
Astrogator-1, Bribery-1, Carousing-1, Computer-1, Forgery-1, Gambling-1, Handgun-1, Hovercraft-1, Pilot-1, Recruiting-1, Ship Tactics-1, Space Law-1, Streetwise-1
Broker-0, Cargo Handling-0, Holdout/Search-0, Liaison-0, Vacc Suit-0

Aaron Maxwell Gaziindir-Viden
Starting UPP: 575A78
Term 1 (18-22 years old)
Enlist: Free Traders: Success.
Basic Training
Roll 1: Crew: Hovercraft-1 (Vehicle-1)
Roll 2: Crew: Computer-1
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Trader 2: Gambling-1
Commission: Success: 4th Officer.
Skills Gained: Admin-1, Trader-1
Promotion: Success: 3rd Officer.
Skills Gained: Astrogator-1
Bonus Skill: Success: Smuggling: Streetwise-1
Reenlistment: Success.
Term 2 (22-26 years old)
Survival: Success.
Roll for Cash Bonus: Success: 10’000/2 = 5000 credits
Skill Roll: Deck 1: Admin-2 (+1)
Promotion: Success: 2nd Officer.
Skills Gained: Pilot-1
Bonus Skill: Failure.
Reenlistment: Success.
Term 3 (26-30 years old)
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Smuggling: Bribery-1
Promotion: Success: 1st Officer.
Full Qualification Roll: Deck 1: Handgun-1 (Gun Combat-1)
Bonus Skill: Success: Deck 2: Trader-2 (+1)
Reenlistment: Success.
Term 4 (30-34 years old)
Survival: Success.
Roll for Cash Bonus: Success: 50’000/2 = 25’000 credits
Skill Roll: Trader 1: Carousing-1
Promotion: Failure.
Bonus Skill: Success: Smuggling: Forgery-1
Aging: None.
Reenlistment: Success.
Term 5 (34-38 years old)
Survival: Success.
Roll for Cash Bonus: Failure.
Skill Roll: Smuggling: Ship Tactics-1
Promotion: Success: Captain.
Skills Gained: Space Law-1
Bonus Skill: Success: Trader 2: Recruiting-1
Aging: -1 Dex
Reenlistment: Declined.
Mustering Out
Term 1 Roll: Cash: 10’000 credits
Term 2 Roll: Personal Development: +1 Dex
Term 3 Roll: Materials: Middle Passage
Term 4 Roll: Cash: 50’000 credits
Term 5 Roll: Materials: Ship (Type A Free Trader)
Officer Extra Roll: Materials: Handgun
Officer Extra Roll: Materials: Travellers’ Aid Society
Final Profile
Aaron Maxwell Gaziindir-Viden, Human Male, age 38 (5 terms).
Free Trader, Captain.
UPP: 575A78
Credits: 90’000
Materials: Handgun, Middle Passage, Ship (Type A Free Trader), Travellers’ Aid Society
Skills:
Admin-2, Trader-2
Astrogator-1, Bribery-1, Carousing-1, Computer-1, Forgery-1, Gambling-1, Handgun-1, Hovercraft-1, Pilot-1, Recruiting-1, Ship Tactics-1, Space Law-1, Streetwise-1
Broker-0, Cargo Handling-0, Holdout/Search-0, Liaison-0, Vacc Suit-0