#11: Mike Gillespie: Miserable 9-5 to Living An Epic Life

Full Show Notes Available At: http://www.olivermanalese.com/11
Our guest today is none other than the powerful, Mike Gillespie. Mike is a speaker, author, and success coach who supports people in living their best lives! In our conversation, we go deep into his experiences going from highly paid government 'nine-to-fiver' to entrepreneur living his passions and all the challenges he faced in between. We talk about the role regrets have played in his life, what happened when he found his cup was overflowing, the importance of living the life you've always wanted now, and not waiting! Tune in for so many insights he's gained along the way for more energy, presence, awareness, joy, and fulfillment in life.
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Meet Mike Gillespie:

Mike Gillespie is a speaker, an author and a Success coach who is driven to help others live their best lives. He does this by INSPIRING & MOTIVATING & KICKING BUTTS into to action to help people reach their goals sooner. He has had the privilege of coaching numerous individuals to create successful lives and careers. Through his coaching, online blog, and weekly ‘Start Me Up’ newsletters, he inspires and motivates people to live more balanced and fulfilling lives overflowing with energy, happiness, and purpose.  He uses clear language and tools to empower clients to break free of their complacency and limiting beliefs, helping them clarify their goals to achieve maximum results.  Mike draws from his experiences over the years to bring more Fun, Freedom & Fulfillment to everyone he meets.

What You'll Learn:

  • Why he regrets going from one thing to the next without taking any breaks
  • The value of focusing on fewer and fewer things
  • The spillover effect of  being unhappy 8 hours a day
  • The value of doing the Life Balance Wheel exercise every three months
  • What he discovered about himself and his purpose on a strategic leave of absence
  • The effects of returning to work after a two-year leave of absence
  • The importance of asking yourself “what does freedom mean to you?"
  • Going from focused on money and the future to living in the now and focused on experiences
  • What he’s learned being in transition mode
  • The flawed thinking of work for a long time, then retire and have fun
  • The powerful reminder that we're not guaranteed a tomorrow
  • The highs and lows of entrepreneurship
  • Importance of checking in with how you’re feeling throughout day
  • Realizing the importance of self-awareness
  • The overflowing cup as a metaphor for life


“The higher I got promoted the less and less I enjoyed myself and the less fulfillment I got out of my day."

"I was at my job the majority of my awake time being unhappy, lacking confidence, and here I was trying to build businesses, trying to raise joint venture capital outside of work in my extra time and wondering what the heck, why doesn’t anyone want to invest with me?"

“A lot of people don’t take the time to figure shit out."

Tim Ferriss “what’s the worst that can happen?"

“Usually we exaggerate how bad it could be."

"If there’s things that are important to you. You gotta figure out a way to make it happen. If you don’t do it a part of you dies."

"Real estate’s a good investment but I want what real estate can give me and I want it now. I want to enjoy it now!"

“To do new stuff, you need to let go of some old stuff."

“If you’re feeling awesome. Think about why you’re feeling awesome and then do more of that. Conversely, think about why you’re feeling like shit, you’re sad, have poor energy, whatever it is. Make note of it."

“When your cup is full, stop pouring.” - Lao Tzu

“The cup is your life. The amount of water that’s in it is the shit you’re dealing with. Me? My faucet was still running and it was overflowing."

"Step one. Become aware if the cup is overflowing, filled to the rim, or is there some space? The next step. Turn off the faucet. Next step. Figure out the shit that’s in your cup. Create a list of all the stuff you have on the go. Then you go through your list: postpone, eliminate, or delegate. And don’t be so quick to fill the cup back up. Enjoy the space for a bit and see what comes of it."

“If you’re two years into your program and you don’t like it, you don’t have to finish."

“Success without fulfillment is the ultimate failure.” - Tony Robbins

“Do more of what you love and less of what you don’t."

“Slow the fuck down and figure shit out."

“Why have kids if you’re not around to enjoy them?"

“We get so busy trying to create the things to get us what we want. When what we’re actually doing and trying to create and the time allocated towards something is actually taking us away from the things we’re actually looking to get."

“People think they need more money than they actually do."

“You might be surprised that you don’t need as much as you think you need."

“I believe that education is the best way that we can positively impact the world."

“I’ve shifted from making money to making an impact."


Mike Gillepsie's Website:

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