A Total Career Change at 50 with Jennifer Dillan

Leap Like Me

Making a major career change is never easy, but that’s especially true for someone who's worked their way up to a well-paid position in their current industry. But as you’ll hear from Jennifer, sometimes your mental and emotional wellbeing is more important than a fancy title or huge paycheck. In this episode, I’m chatting with creative director turned real estate developer Jennifer Dillan on her decision to make a career change at 50. She’s sharing how she decided to change industries and how she transferred her skills into her new position. Plus, we’re talking about making a career change for your mental and emotional wellbeing, even when your pay and title seem too good to give up.

In this episode, you’ll learn...

• Where Jennifer is on her journey and how she got here [2:03]
• How Jennifer shifted her skills as a creative director into her current role in real estate investing [4:52]
• Finding the courage to make your leap when you’re burnt out from your current position [7:34]
• How Jennifer found a community of women in real estate who want to see her succeed [14:09]
• How to start networking before your leap, even if you’ve never done it before [14:57]
• Finding your confidence and direction as you transition into a new position or industry [18:42]
• How Jennifer’s stage in life influenced her decision to make a career change [21:04]
• How Jennifer developed her exit strategy and finally quit her job [25:50]
• Finding yourself in a new career when your identity feels connected to your work [28:00]
• How networking helped Jennifer land her first position after her big leap [32:18]
• Deciding between a minor industry shift and a total career change [36:01]
• Why your wellbeing should come before your pay and benefits [38:19]
• Jennifer’s advice for anyone who wants to make a late-stage career change [45:52]

If you’re considering your own courageous career change, be sure to tune into this episode.

Get full show notes and the episode transcript: https://www.lisahoashi.com/leaplikeme/episode19

Links mentioned in this episode…

Apply for the Catalyst Coaching Program: https://www.lisahoashi.com/catalyst-coaching