EE 86 - Jamie Heaslip - Investor & High Performance Coach
Former Irish & Leinster captain, Jamie Heaslip lived an action-packed life even before his second career began as a business owner, investor & high-performance coach.
His investment portfolio includes companies such as Kitman Labs & Pointy along with his ownership stakes in bars such as The Bridge.
Now I reveal Jamie's life as an entrepreneur, owner and investor.
Hear how he selects his investments, why he plans in 10-year cycles, and just what a day in the life of Jamie Heaslip looks like.
Show Notes
19 Things Jamie Heaslip shared with me during our chat for episode 86 of The Entrepreneur Experiment podcast.
For the full episode click here to listen.
1) The average career length for a pro rugby player is 7 years. When he heard this he immediately began making plans & investments for life after the game.
2) He approaches business in the same way as rugby. Find the best people for your team & build systems around you to set that team up to win.
3) On seeking connections & taking chances
"You can shove the door open a little bit but then you gotta kick it open"
4) When planning, he establishes 10 yr, 5 yr, and 1 yr plans. He then breaks the year down into quarters.
5) He uses the Olympic rings as a virtual representation of the 5 areas in his life that need to be in balance.
6) A superb quote Jamie used when discussing overnight success.
"Gradually, then suddenly" Ernest Hemingway
7) Every Sunday, he spends 30/60 mins looking at what are the 3 things he needs to work on that week to move him towards the overarching goal. (as laid out in his 10, 5, 1-year plans above)
8) "If it's not in the calendar, it doesn't happen"
Jamie has a rigorous planning/calendar system to keep track of everything he's working on.
He uses a combination of Calendly, Todoist, Evernote & Notely as his productivity tools.
9) Jamie follows the @jockowillink approach "Discipline equals freedom."
10) "Are you a sayer or are you a doer?"
When choosing people to work with, Jamie first evaluates if someone is in business for the glory or if they truly want to be successful.
11) "I have them all written off. They are all zero in my book"
How Jamie avoids overthinking & becoming too emotionally attached to his investment portfolio.
12) Jamie's Perfect Morning Routine
6am - 6.20am - Workout
6.20am - 6.30am - Meditation & Journaling
6.30 am-7 am - Blinkist for book summaries or reads a book.
7 am - 8 am - Time with his daughter. Drinks coffee, amino acids & vitamins
8 am - Cold Shower
8.30 am - Deep Work
13) Jamie has mentors in a number of different industries whom he checks in with once per quarter. Actively pursues mentors to work with.
14) He spotted an opportunity in the pub industry when he realized there was no recognized rugby pub in Dublin. He then created @TheBridge1859 with @NoelAnderson_, @KearneyRob, @kearney_dave & @SeanOBrien1987
15) His investment process is to first create an honest environment when investing so there are no areas of grey. It's clean and transparent.
16) Jamie's investment portfolio includes @KitmanLabs @pointy, @UrbanVolt, @LovinDublin @TheBridge1859, & @LemonAndDuke
17) He loves coaching. He is now involved in coaching high performers & entrepreneurs.
18) 3 Trends are exciting Jamie now.
1. Crypto/Fintech - Bitcoin specifically.
2. Last Mile Mobility/Delivery.
3. Drones. E.g @MannaAero, drone delivery company run by @realBobbyHealy
19) The books he recommends are Beneath the Surface by @MichaelPhelps, Happy Money, and Blockbusters by @anitaelberse
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