• Using wedding savings instead of throwing an actual wedding to start Arrae with his wife and co-founder, Siff, right as the world shut down for Covid 
• Why Nish and Siff called their breakout product "Bloat" instead of overthinking a clever name 
• How Arrae brute-forced its way into the top of the TikTok Shop category before anyone had figured out a playbook 
• Why Target and four other major retailers all came to Arrae first 
• Going from fully DTC to five of North America's biggest retailers in five months 
• Nish's biggest regret 
• Running a company that's roughly 90% women as one of only two men on the team, and how staying data-driven instead of personal made product decisions easier 
• The "find your lanes" rule that keeps Nish and Siff from stepping on each other as co-founders, and why he says arguing hard, and often, is the key to a healthy partnership 
• Why the entire team still works out of Nish and Siff's house, closets and all, and the second home they just bought to make a little more room for it 
• What Nish learned about speed working across the US, India, and Japan earlier in his career, and how that shaped the culture he built at Arrae 

• Stephanie's "hungry, not just smart" hiring filter, and the interview questions she uses to find out if a candidate wants the job to be their whole hustle, not just a paycheck
• The blunt piece of advice a former founder-boss gave her about disagreeing openly but committing fully once a decision is made, and why she still thinks about it today
• Her "don't touch anything for the first 30-60 days" rule for any new senior hire, and whether she actually followed her own advice when she joined PetLab
• The year a manufacturing plant got struck by lightning in the middle of Covid, and how she triaged a business that was drowning in supply chain chaos all at once
• Why PetLab pulled out of Germany after a nine-month launch, and the cultural blind spot that trips up so many DTC brands going international
• How a co-founder's "I just want to do creative marketing, can you run the rest of the business" conversation turned Stephanie from COO into co-CEO
• Her honest take on when a founder-led company should hand the reins to a professional CEO, and how PetLab is thinking about that gap today
• Why PetLab put itself through two rebrands to build a more "scientific," trust-first brand, and the hidden cost that came with heavier bottles and higher shipping fees
• What the 12-month process of getting acquired actually looked like, and the part of it that surprised her most

• Starting with $800 to his name and living on a friend's couch, and the moment a billionaire's friend told him his underwear idea had a "0.1% chance" of ever making a dollar 
• Why Greg flew to China's Canton Fair with no brand, no samples, and no name, and got laughed out of factory after factory before one agreed to work with him 
• The "cup sizes for men" idea that seemed absurd to manufacturers but became the breakthrough behind Step One's anti-chafe design 
• How Greg ran quality control on shipping containers from Australia during Covid, without ever setting foot in the factory, by weighing boxes over video call 
• Why the "pair for a pair" referral campaign spiraled out of control, with customers destroying their old underwear on camera in increasingly unhinged ways 
• What it actually felt like to ring the bell at the Australian Stock Exchange as the sole shareholder, with no outside funding, no co-founders, and no debt, and why the real moment happened a week earlier 
• Why Greg compares being a public company to everyone being able to see exactly how much money is in your bank account 
• The out-of-the-blue LinkedIn message from John Lewis that turned Step One into a UK retail brand almost overnight 
• Why Greg says the single hire that most changed the business wasn't in marketing or ecommerce, but a chief legal officer 
• How fatherhood forced Greg to put rigid boundaries around his time, and the "be the dumbest person at the table" philosophy behind how he hires 
• Why Greg believes AI is about to drive the biggest shift business has seen in a hundred years 

New episodes of Unpacked with Casey Armstrong drop weekly. Subscribe wherever you listen to podcasts.

• Why Harley says entrepreneurship is "the greatest equalizer," and how watching his refugee father and his grandfather's egg stall shaped how he thinks about starting a business
• The research Shopify did into why the average tenure of an S&P 500 company has dropped from 30 years to under 20, and what that taught Harley about building a "100-year company"
• Why Shopify deliberately ships features before they're fully baked, and which parts of the platform, like checkout and payments, are never allowed to break
• What happened when Harley typed the same request into ChatGPT and Google looking for a screen-free phone for his daughter, and why one sent him to Best Buy and the other sent him to a small independent brand
• The eye-opening stat Harley shared on Shopify's earnings call: over 70% of orders coming from AI agents are for products outside Shopify's top 100 categories, and what that means for small merchants versus big box retailers
• Why Harley believes agentic commerce is the first truly "merit based" discovery tool, and what separates lasting celebrity brands like Emma Chamberlain's coffee company from one-hit-wonder influencer launches
• The story behind Fire Belly, the seven-figure tea company Harley started during the pandemic with his best friend, and why running his own Shopify store makes him a better product leader
• Why Harley calls himself and Shopify "spiky, not well-rounded," and how knowing exactly what you're good at shapes how he spends his time as president
• The "cha-ching" sound that Harley calls the secret handshake of the Shopify merchant community, and the story of hearing it in a random airport

• Why landing a plane on Catalina Island can feel like flying off a cliff, thanks to a runway optical illusion most pilots never see coming
• Ben's 3-part hiring filter (wisdom, intelligence, attitude) and the interview questions he uses to find out if someone actually has grit
• Why 2025 was the hardest year of Ben's career...and the most rewarding one
• What a Foreign Trade Zone is and how it nearly fixed True Classic's cash flow problem overnight
• Why True Classic built its customer relationship online first, years before it ever touched retail or wholesale
• How Ben splits inventory across the website, Amazon, Costco, and True Classic's own stores without one channel cannibalizing another
• The customer story Ben tells at every single All Hands, and what a father-son trip to Costco taught him about the limits of digital ads
• Why Ben calls "work-life balance" a myth and time-boxes his day instead, from 5am starts to protected hours with his daughters
• Why Ben says AI already makes him a 1,000x CEO, COO, and CMO, and why he thinks even that's underhyped
• Why Ben doesn't care about the CEO title, and the Elon Musk comparison behind what he's actually chasing

Unpacked with Casey Armstrong is coming soon. New episodes drop weekly. Subscribe so you don't miss Episode 1.