We are all visual people and you need to post your chart pref from astro.com with progressions and transits, in Extended chart selection.
Career options are assessed by MC any planets conjunct, where the ruler of MC is placed, it’s aspects, then 2nd house ‘how you earn your money’ and planets there, ruler of cusp and where it’s placed, then 6th house of ‘type of work you do’ any planets there and how they are aspected.
Researching rulers of houses will help you understand more where I joining the dots so to speak
http://www.cafeastrology.com/natal/rulersofhousesinhouses.html
http://www.trans4mind.com/personal_development/astrology/LearningAstrology/housesDerived.htm
http://www.astrotheme.com/files/money_and_you.php
career significators
http://www.librarising.com/astrology/misc/significators.html