The Case for a 9-5, and Why You Shouldn’t Go Straight to Entrepreneurship
Should you work in corporate before starting a business?
After a whirlwind few weeks, a sold-out gala, raising over $500,000 for the Looking Glass Foundation, and barely making this episode’s deadline, I hit record with something that’s been on my mind lately: career paths.
In this solo episode, I break down a perspective that might surprise you.
Despite being a founder and entrepreneur for the past 8 years, I don’t think you should start with being self employed.
Before building two companies, I spent 12 years working inside corporations. From global aviation, to advertising, to marketing in healthcare. I credit that time as the foundation for everything I’ve built since.
This episode is a strategic, behind-the-scenes look at what “working for someone else” actually teaches you. Not tactically, but at a level most founders skip.
In this Branded Assets episode, I share the three biggest lessons I use every day:
How to influence (in rooms that actually make decisions)
How to build a team culture people want to be part of
How to develop strategy that scales beyond guesswork
PLUS:
Why corporate experience might be the fastest way to learn how businesses actually work
The financial advantages most people overlook (RRSPs, education, benefits)
Why this isn’t a binary choice. and never has to be
Plus, a I share thoughts on a community question about how small business owners should think about retirement. Sharing my honest approach to money, financial planning, and building long-term freedom (without the traditional “retire at 65” mindset).
This episode is for you if you’re:
Early in your career and feeling the pull toward entrepreneurship
Thinking about leaving corporate, or going back to it
Trying to build a career that actually supports your life, not the other way around
Because the goal isn’t just financial success. It’s the freedom to make choices!
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