“You ask the real, the authentic questions everyday people want answered to. Thank you! I’m blown away to see you interview the Shopify President!” - HSR Angel
Why is Hailey Bieber’s Rhode a $1B empire while other celebrity brands feel like "cash grabs"?
Shopify President, Harley Finkelstein, breaks down the elite playbook behind Rhode, Skims, Kylie Cosmetics, Gymshark, and Chamberlain Coffee. From the “9 Person Rule” (why your friends are keeping you broke) to the “3,872 Books” email hack that caught Gary Vee’s attention, Harley explains how the world's most successful founders actually think!
No more waiting for a sign, a mentor, or 'perfect' timing. The cost of entry is $39 and a 'stupid' idea that you’re finally brave enough to start. The golden age of entrepreneurship is here - don't let it happen without you!
What We Cover:
Entrepreneurship mindset, self-doubt, and why most people never start
Building billion-dollar ideas, discipline over motivation, and finding your life’s work
Networking, getting attention, and whether creators need an audience
Why celebrity and influencer brands succeed (Rhode, Kardashians, etc.)
The future of brands, AI, shopping, and influencers
Personal life, money habits, parenting, books, and industries to avoid
Innovation, brand-building, career strategy, storytelling, and final advice
Will you share, are you a HSR podcat listener?
Top 10 Shopify Products I’d Actually Recommend If You’re Building A Hot, Smart, Rich Life
01. The Phone Upgrade
If you’re on your phone 24/7, this is the one upgrade that makes it feel instantly more chic and intentional. Functional, aesthetic, and worth the hype.
02. The Sculpt Hack
I’m not saying you need this, but I am saying people try it once and suddenly understand the obsession.
03. The Morning Ritual
If your mornings feel chaotic, this small switch makes everything feel more put together before your day even starts.
04. The Gym Bag
The kind of bag that actually makes you want to go to the gym because everything is already packed and ready.
05. The Hair Upgrade
One of those subtle swaps that doesn’t seem like much but completely changes how your hair looks over time.
06. The Forever Studs
If you’re starting a jewelry collection, this is the one piece you’ll wear every single day without thinking.
07. The Everyday Crew
That one piece you throw on constantly and somehow always look put together in.
08. The Bold Chain
The easiest way to elevate any outfit in seconds without overthinking it.
09. The LED Mask
If you’re not ready for weekly facials, this is the at-home option people actually stick with.
10. The Skin Reset
When your skin is acting up, this is the one thing people reach for to calm everything down fast.
Hot, Smart, Rich Tips
Even now, there are still people I want to meet who do not want to meet with me. I spent five years trying to get time with Barry Diller, including going through Diane von Furstenberg, before I finally got the meeting. So no, access is not about title. It is about grit. And when I want someone’s attention, I never start with my own ask. I start with theirs. Years ago, when I was trying to reach Gary Vaynerchuk, I learned his book Crush It was 3,872 copies away from the bestseller list, so I sent an email with the subject line: I want to buy 3,872 books. He answered. That is the whole lesson. Do not lead with what you want. Lead with what matters to them.
Favorite Part of the Conversation
Talking about how much your environment shapes your future. I really believe if you spend time with builders, doers, and people with ambition, you start thinking bigger by default. The opposite is also true. Energy vampires will drain your momentum fast. Building the next billion-dollar brand starts with protecting your attention, your optimism, and the room you choose to be in.
About The Guest
Harley Finkelstein - President of Shopify
Harley Finkelstein is the President of Shopify, one of the world’s leading commerce platforms that powers millions of businesses globally. An entrepreneur, lawyer, and investor, Harley has played a key role in Shopify’s growth from a small startup into a major force in e-commerce. Before joining Shopify, he was a successful attorney and founded several businesses, giving him firsthand experience in entrepreneurship. He is also a co-founder of Firebelly, a modern tea company, and has been recognized as one of the top innovators in retail and technology. Known for his passion for empowering entrepreneurs, Harley is a sought-after speaker and mentor, sharing insights on leadership, innovation, and building impactful companies.