Career transition is uncomfortable, no doubt! However, it can be an incredibly valuable time if you are willing to step back, evaluate, and decide what you would like to change and what you would like to keep doing. Are you ready for a big change? Did you like what you were doing and would like to do more of it? Are you ready for a new work paradigm like a job portfolio? This talk contains practical and actionable tips for thriving (not just surviving) your transition.
Transition as a time to evaluate
• I encourage you to think of this as a time
– What did you like?
– What would you change?
– What have you always wanted to try?
– What is on your life list that you have been
meaning to do?
The world of work has changed
• We are all self-employed
• We must take responsibility for
our own training
• We must maintain our network
What is your right next choice?
• What is your overhead like?
• What obligations do you have coming up?
• What is your financial situation?
Has your job paradigm shifted?
• Will corporate rehire for your position?
– Or will it typically be outsourced going forward?
New possibility – job portfolio
• Some of you will look for traditional
• Some people either by choice or necessity
will opt to have a “job portfolio”
– Several part-time jobs
– Primary job and a side project
– Freelance work
– Freelance work and their own business
If you want to freelance
• Do you pitch your own projects?
• Go through another company?
• What have you always wanted to do?
– If you don’t know, check out
Do More Great Work
by Michael Bungay Stanier
• Thinking about starting a business?
– Read The Entrepreneur Equation
By Carol Roth
Tying it all together
• Want to thrive in the new world of work?
– Read Body of Work
By Pamela Slim
Exercise: Likes and Dislikes
What I liked about my prior job(s) What I would change in my next job
Connecting to your values
• Not all of us are money motivated
– But there is nothing wrong if you are
• Did your work leave you feeling hollow?
– I helped Deloitte make a lot of money but…
• Have you been walking around thinking,
“Is this all there is?”
• What do you want your legacy to be?
The benefits of being clear
• There are huge benefits to being clear on
exactly what you are looking for
– You can use it as a lens through which you can
• But leave the door open for something that
might be even better
There are emotional ups and downs
• You will have good days and bad days
– I told one client that I would be more worried if
she wasn’t depressed sometimes
• But you also may feel guilty about enjoying
your time off
Not unlike the Five Stages of Grief
• The Kübler-Ross model, commonly known as
The Five Stages of Grief
How to stay out of the dips
• Do something every day to move your job
– It can be something very small or a few very
– The trick is to feel like you are making progress
Volunteer, shadow, or intern
• To learn new skills
• To have stories to tell in interviews
• To explore different possibilities and
Go on informational interviews
• To find out what doing that job might be like
• To build your network
Start a blog
• To establish yourself as an expert or
• To keep yourself relevant
• To get Google juice and LinkedIn credit
– Google and LinkedIn are the new
• Spending too much time in your own head
is not good
• Work expands to the amount of time allotted
• If you keep things in your schedule you will
get more done (Trust me on this!)
– Remember that old saying, “If you want to get
something done, ask a busy person.”
Consider teaching for free
• Teaching is a great way to:
– Establish yourself as an expert
– Keep your skills sharp
– Build connections
Play catch up
• Catch up on the things you have wanted to do
but didn’t have the time
– Learn a new business skill
– Paint a room
– Organize your garage, basement, office, or closet
– Learn to cook
– Start eating healthily
– Begin (or continue) exercising regularly
Fill the well
• Take an art course
• Learn a language
• Go on a road trip
Small things, big differences
• Sometimes small things can make you happy
and feel abundant
– Julia Cameron and fresh fruit from
The Artist’s Way
BUT keep looking for a job
• Projects can distract
– They make you feel like you are doing something
• Is looking for a job a full-time job?
For an easier time with your search
• Get a buddy
• Join some groups (like this one)
• Hire a coach
Useful tools and techniques
• Ensure your browser has spell check enabled –
this is a must!
• Become a connector
– I keep hearing that 85% of jobs don’t get posted
– But you can’t ignore online postings
• Check out Indeed.com (a consolidator job site)
My best advice for job search
• Don’t do your own resume
– It’s impossible to strike the right tone and balance
• Don’t let your spouse or partner coach you
– Even if they are an expert
• Accountability is king
– Make sure you are accountable to someone
(or preferably several people)
My best advice on how to thrive
• Evaluate all of your options
• Make the most of this time
– Use it to catch up on all the things you have been
meaning to do
• Reconnect with friends and family
• Help someone else
• Be extra kind to yourself
– Transition is stressful and exhausting
Career Transition and Entrepreneur Coach
Point A to Point B Transitions Inc.