Season 2 Now Streaming

Legends of Retail

2 Seasons • 12 Episodes

Leadership and strategy insights from veterans of the retail and ecommerce industry. In each episode, Convictional co-founder Chris Grouchy drills deep into how retail leaders are transforming their businesses with innovations that keep them ahead of the competition, while also keeping their teams motivated and balanced.

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Veteran CFO Bryan Wolff shares his perspective on the financial tools retailers should use to navigate market downturns, capital formation and allocation, the job of a CFO, and more.

Previous Episodes

Episode 7

Growing An 8-Figure ECommerce Sleep Brand From Scratch

Hush Blankets co-founder Aaron Spivak shares how he and his co-founder Lior develop their products by doing things that don’t scale, how they launch their products, and why retail partnerships are important to their success.

Episode 6

The Evolution of DTC and ECommerce

Robbie Deeks has observed the evolution of DTC brands from his time at Shopify Plus and VaynerCommerce. In this conversation, he discusses the new wave of DTC brands, how they can grow sustainably, and how retailers and brands can work together to deliver value for customers.

Episode 5

How to Transform Teams and Organizations

Munawar Quraishi has had a front row seat to the evolution of B2B retail and distribution with leadership stints at enterprise brands like Ingram Micro, Staples, and HD Supply. In this conversation, he chats with Chris about virtual inventory's benefits for retailers, how to get leadership buy-in for strategic initiatives, HD Supply's digital transformation journey after its 2020 acquisition by The Home Depot, and much more.

Episode 4

Creating Competitive Advantages with Culture

Scott Belsky chats with Chris at our live NYC event about how organizations can create competitive advantages with their culture. He talks through how they can merchandise their progress, hack short-term rewards systems, and foster learning in each team.

Episode 3

How Enterprise Retailers Can Leverage TikTok, Omnichannel, and Supplier Enablement

With 25+ years of experience in the industry, Andrea Limbardi is a true legend of retail. In this conversation, she shares her biggest leadership and strategy insights, all of which have brought Indigo back to profitability for the first time in 3 years. This is essential listening for all C-suite retail executives.

Episode 2

Leadership And Retail Strategy Lessons From Running Walmart International

David Cheesewright gives a masterclass in running a Fortune 100 company by discussing how CEOs get things done, setting Walmart International's strategy through M&A, and what work-life balance should look like.

Episode 1

Taking Unconventional Approaches to Solve Legacy Challenges

In this episode, Convictional CEO Roger Kirkness chats with Chris about the pros and cons of EDI in the age of the internet, why you need to reward your hardest workers, and how to build a business culture that prevents employee burnout.

Episode 6

Navigating Market Downturns as a CFO in Retail and SaaS: Bryan Wolff, CFO, AllVoices

Veteran CFO Bryan Wolff shares his perspective on the financial tools retailers should use to navigate market downturns, capital formation and allocation, the job of a CFO, and more.

Episode 5

Transforming a historic menswear brand through COVID-19

Ian Rosen shares how he led the company through their digital transformation in the middle of COVID-19, how they brought their signature customer experience online, and how they’re testing new product categories without inventory risk.

Episode 4

Building Canada’s Leading Specialty Pet Retailer With A Growth Mindset

Ren’s Pets CEO Scott Arsenault shares how the pet retailer has expanded its footprint across Canada and the leadership tools he uses to consistently perform at a high level.

Episode 3

Making SMS the #1 revenue-generating channel for e-commerce merchants

Postscript President Alex Beller shares how the company became the de facto SMS platform for Shopify merchants and how brands should leverage SMS to build deeper relationships with customers.

Episode 2

Defragmenting The Long Tail Of E-Commerce

At DoubleClick and AppNexus, Michael Rubenstein led teams that disrupted the advertising industry. In this episode, he shares how he’s doing the same for ecommerce at OpenStore.

Episode 1

How to Unlock Your Company’s Potential

Over an illustrious 30-year career, Matt Hulett has successfully led teams at companies like Expedia, RealNetworks, and Rosetta Stone. In this episode, he shares his wisdom through the T3PM framework from his book ‘Unlock’ and how he’s leading PetMeds in the current macro climate.

Your Host
Chris Grouchy

Meet Your Host

Chris Grouchy is the co-founder and President of Convictional, a supplier enablement platform for retail and ecommerce companies.

Since he was 18, Chris has been on a mission to learn from his retail icons. Before Convictional, Chris was at Shopify Plus.

He’s a graduate of Queen’s University.

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