

The Retail Pilot
Ken Pilot
The Retail Pilot is a series of interviews conducted by Ken Pilot with “Leaders and Legends” of the Retail industry. Ken will focus the conversation on his guests’ career journeys and their greatest career accomplishments and disappointments; gather insight into their leadership styles; learn who inspired them as they progressed through their careers; identify brands they admire; discover challenges they have faced; and talk about where they think Retail is headed and how they are leveraging technology to get there.
Hosted on Ausha. See ausha.co/privacy-policy for more information.
Hosted on Ausha. See ausha.co/privacy-policy for more information.
Episodes
Mentioned books

Sep 15, 2026 • 1h 2min
Nitin Mangtani, EVP & GM of Salesforce Commerce Cloud: Inside the Future of Unified Commerce
Nitin Mangtani has pivoted a company more than once. He built PredictSpring in a garage in 2013 as a white label mobile app platform, watched it work with brands like Ralph Lauren and Calvin Klein, then made the hardest call of his career: kill the model that was working and rebuild the company as a point of sale platform. That second act took PredictSpring to Crate and Barrel, Under Armour, Steve Madden, and eventually a September 2024 acquisition by Salesforce. Fourteen months later, Mangtani is running commerce for all of Salesforce. "You have to be prepared to pivot every five years even after you have reached scale," he tells Ken. He knows because he's lived it.In this episode of The Retail Pilot, Ken sits down with Nitin Mangtani, EVP and GM of Salesforce Commerce Cloud and Retail Cloud, to unpack how retail commerce is being rebuilt for the agentic AI era. They explore his journey from Google to PredictSpring to Salesforce, the pivot from white label apps to POS that saved the business, the three pillars of true unified commerce, why the checkout cart will eventually disappear, how agents are live on brand sites like Shark Ninja, Williams Sonoma, and Pandora, and the Zoomin acquisition powering conversational commerce.In this episode you'll learn:The 30-year arc of digital commerce and why the industry pivots every 5 yearsWhy Nitin pivoted PredictSpring from white label apps to POS, and the metrics that forced the decisionWhy PredictSpring won by being mobile first, omnichannel first, and customer 360 first from day zeroWhat actually happens in the 90 days after a startup gets acquired by SalesforceThe three pillars of true unified commerce: e-commerce, POS, and Order Management (OMS)Why most competitors have only two of the three, and what that means for total cost of ownershipWhere agentic commerce is live today: Shark Ninja, Williams Sonoma, Pandora, and moreWhy Nitin believes the checkout cart will eventually disappear from the shopping journeyThe Zoomin acquisition and why conversational search is the new default for websitesWorking with Marc Benioff: leadership lessons from a hands on founder CEOThe advice Nitin gives retail executives on how to actually work with technology startupsThis episode is for you if: you're a retail CIO or CTO evaluating commerce platforms, a founder in retail tech, a merchant curious how agentic AI is changing product discovery, a brand leader mapping your unified commerce roadmap, or anyone tracking how the biggest platforms are rebuilding for the AI era.Don’t forget to subscribe to The Retail Pilot podcast for more conversations with retail industry leaders and visionaries shaping the future of commerce.If you missed our last episode, where Shea Jensen, President of Urban Outfitters North America, unpacks the strategy behind the brand's comeback, be sure to tune in.Connect with Ken:-Follow Ken Pilot Ventures on LinkedIn, Instagram, and YouTube. Hosted on Ausha. See ausha.co/privacy-policy for more information.

Aug 18, 2026 • 50min
Shea Jensen, President of Urban Outfitters North America: Inside the Brand's Comeback
Shea Jensen, longtime Nordstrom executive now leading Urban Outfitters North America, rebuilt the brand with customer-first merchandising and omni-channel moves. She talks BDG denim’s premium-value positioning, growing Out From Under into lounge and athleisure, right-sizing stores into four types, and meeting Gen Z on Reddit, Pinterest, TikTok and DoorDash.

Aug 4, 2026 • 1h 4min
Neil Saunders, Managing Director of GlobalData: Inside Retail's Winners, Losers & the Back Half of 2026
There's a common assumption in retail right now that the top of the market is the only thing growing. Neil Saunders, Managing Director of GlobalData Retail and one of the industry's most-followed analysts, doesn't buy it. "Every broad income group has contributed to the increase in retail sales," Saunders tells Ken. The K-shaped economy is real, he argues, but it's hiding in the volume numbers, not the dollars. It's one of many contrarian reads he brings to this wide-ranging conversation on the state of retail in 2026, from tariffs and consumer resilience, to why Lululemon's stores now feel "sterile," and which retail names he'd put his own money behind today.In this episode of The Retail Pilot, Ken sits down with Neil Saunders, Managing Director and Retail Analyst at GlobalData, to unpack the biggest stories shaping retail in the back half of 2026: the tariff pass-through math (roughly 40–45% to consumers), the K-shaped consumer decoded, the denim wars between Levi's, Gap, and Abercrombie, the athleisure shift away from Lululemon toward Vuori and Alo, the department store resurgence under merchant-led leaders at Macy's and Saks, Walmart's move on the $100K+ household, and where AI is actually delivering results.In this episode you'll learn:The tariff pass-through math: ~40–45% of costs pushed to consumers, the rest absorbed through sourcing shifts and marginThe K-shaped consumer, decoded: why the real divergence is hiding in volume, not valueWhy the first half of 2026 was propped up by tax refunds and what that means for the back halfHow Gap's "cultural currency" strategy under Richard Dickson is pulling younger customers backThe athleisure shift: why Lululemon is losing ground to Vuori, Alo, and Abercrombie's YPBWhy department stores aren't going extinct and why Tony Spring at Macy's is Neil's pick for best retail CEOWalmart's move on the $100K+ household and why they still behave like a small entrepreneurial retailerThe global fast fashion breakdown: why Uniqlo is winning, Zara is mature, and H&M feels like "yesterday's retailer"This episode is for you if: you're a retail operator trying to read the macro signal from the noise, a brand leader benchmarking your category's competitive landscape, an investor tracking public retail names into the back half of 2026, a marketer thinking about cultural currency and celebrity partnerships, or anyone who wants a candid analyst read on who's actually winning in retail right now.Don’t forget to subscribe to The Retail Pilot podcast for more conversations with retail industry leaders and visionaries shaping the future of commerce.If you missed our last episode, where CEO of Vuori, Joe Kudla unpacks how a former CPA and fashion model turned a men's yoga apparel gap into one of the most admired brands in performance wear, be sure to tune in.Connect with Ken:-Follow Ken Pilot Ventures on LinkedIn, Instagram, and YouTube. Hosted on Ausha. See ausha.co/privacy-policy for more information.

Jul 21, 2026 • 58min
Vuori Founder Joe Kudla: From Garage Startup to $5Billion+ Activewear Brand
Joe Kudla, founder and CEO of Vuori, built a $5B+ activewear brand from a Southern California garage. He talks about spotting the underserved men's yoga and live-in activewear gap. He explains the fabric-first obsession, the garage popup that became a community hub, the REI wholesale break, and tactics that protected quality while scaling fast.

Jul 7, 2026 • 56min
James Reinhart, Co-Founder & CEO of Thredup: Building the Future of Resale
James Reinhart, co-founder and CEO of ThredUp and former teacher who turned consignment rejection into a resale powerhouse. He talks about scaling complex logistics and custom distribution, the metrics that steer growth, Resale-as-a-Service partnerships with major brands, AI for search and curation, creator-led marketing and pop-ups, and making the four-day workweek permanent.

Jun 23, 2026 • 47min
Denise Incandela, EVP of Walmart Fashion: How Walmart Became a True Fashion Destination
Denise Incandela, EVP of Fashion at Walmart U.S. and former luxury retail leader, led a massive fashion makeover. She discusses transforming assortment with elevated private brands and national names. She recounts viral Soho pop-ups, AI shrinking design-to-shelf timelines, virtual try-on tech, and the strategy that won higher‑income shoppers.

Jun 2, 2026 • 55min
Tanya Golesic, CEO of Mackage: From Canadian down to a Global Luxury Brand
Tanya Golesic, CEO of Mackage and former executive at Ralph Lauren, Marc Jacobs, Canada Goose, and Jimmy Choo. She tells how she transformed a Canadian outerwear maker into a global luxury lifestyle brand. Topics include expanding beyond down into year‑round collections. pricing up to $3,500, logo and segmentation strategy, global wholesale vs in‑house growth, and bold marketing bets like athlete partnerships and World Cup moves.

May 19, 2026 • 46min
Pete Nordstrom: From public to private, Nordstrom’s gains momentum.
In this episode of The Retail Pilot, Ken sits down with Pete Nordstrom – Co-CEO of the 125-year-old fashion retailer – to unpack the eight-year journey to go private, the strategic partnership with Liverpool that made it possible, and what's actually changed since May 2025. They explore why the Saks-Neiman Marcus merger created an opening Nordstrom is now seizing, how the Rack is scaling toward 25+ new stores a year, and where AI is genuinely moving the needle. Pete is candid about the failed 2017 take-private attempt, the Canada expansion that became his generation's "biggest black eye," and why no department store has ever successfully exported its model abroad. This is a conversation about staying relevant across generations, competing with Amazon and Walmart, and the unglamorous discipline of just trying to be the best Nordstrom you can be.In this episode you'll learn:Why Nordstrom went private in May 2025, and why the 2017 attempt failedHow the Liverpool partnership came together: 51% Nordstrom family, 49% Liverpool, zero pressure to merge or exitThe real downsides of being a public company: morale, distraction, governance overhead, and a stock price tied to a struggling sector narrativeWhat's actually changed day-to-day since going private and the one thing Pete misses about public-company rigorWhy Pete sees the Saks-Neiman's merger as a once-in-a-generation opportunity for Nordstrom to capture market shareHow Nordstrom is winning brand partnerships, top talent (like Yumi Shin from Bergdorf Goodman), and customers from struggling competitorsThe Rack expansion strategy: 25 stores this year, with capacity to potentially open 50 annuallyWhy Nordstrom Rack competes more with Macy's than with TJ Maxx—and what that means for store growthThe competitive reality of Amazon and Walmart in beauty, marketplace, and replenishment, and why Nordstrom can't get left behindWhy Nordstrom's marketplace (launched 18 months ago) is one of the company's biggest untapped growth leversThe Canada lesson: Why no department store has ever succeeded outside its home country – and what Pete learned from tryingWhat Pete hopes will be true at Nordstrom's 150th anniversary – and why agility matters more than any specific planDon’t forget to subscribe to The Retail Pilot podcast for more conversations with retail industry leaders and visionaries shaping the future of commerce.If you missed our last episode, where Mickey Drexler tells all on how he operates with startup intimacy and five decades of wisdom, be sure to tune in.Connect with Ken:-Follow Ken Pilot Ventures on LinkedIn, Instagram, and YouTube. Hosted on Ausha. See ausha.co/privacy-policy for more information.

May 6, 2026 • 1h 10min
Retail Legend Mickey Drexler: From Building Gap & Old Navy to Running Alex Mill Like a Startup
Mickey Drexler, legendary retailer who built Gap, founded Old Navy, and now leads Alex Mill with a startup mindset. He talks about running a tiny, high-impact team, finding white space in retail, his hands-on weekend ritual of clipping and photographing inspiration, ruthless curation and editing, why smallness beats bureaucracy, and why some tech can never replace human taste.

Apr 14, 2026 • 58min
Rhone CEO Nate Checketts on Mind & Body Wellness: How Mental Fitness Built a $100M Performance Brand
Nate Checketts, CEO and co-founder of Rhone and entrepreneur known for building a performance lifestyle brand. He explains how mental fitness became the company’s foundation. He recounts embracing wholesale, the rapid rise of the women’s line, the 12 Pursuits mental fitness framework, product wins like commuter apparel, resale and tariff strategies, and practical AI adoption across the business.


