Season 01 · Now Recording

Retail's
rule-breakers,
on the record.

A podcast for mid-market retail leaders rewriting the playbook — hosted by Rajiv Upadhyay, the technologist behind AJIO/Reliance Retail's 700,000-orders-a-day platform.

On Air
Rajiv Upadhyay
Rajiv Upadhyay
Host · Founder, Clover Bay

The Show

Candid conversations with the operators out-innovating retailers ten times their size.

No vendor theater. No buzzword bingo. Just the leaders, CTOs, and founders figuring out how a $50M–$500M retailer competes, modernizes, and breaks free from systems that were never built for them — talking honestly about what actually works.

What we get into

Conversations
worth your 30 minutes.

Differentiation

Competing with Amazon without becoming Amazon

Carving out an edge when the giants always win on price and speed.

Unified commerce

The omnichannel gap

Why most retailers still aren't ready — and what the ready ones did differently.

AI

The AI reality check

What's actually moving the needle versus what's vendor theater.

Inventory

Optimizing in an unpredictable world

Cutting stockouts without drowning in markdowns when demand won't sit still.

Channels

DTC goes physical, stores go digital

Who's actually winning the fight for the modern customer journey.

Operations

Peak-season survival stories

Black Friday war stories — the crashes, the saves, the lessons learned.

Talent

Building a tech team without FAANG money

Recruiting and keeping engineers when you can't outbid big tech.

Modernization

The escape from legacy lock-in

Moving off bloated enterprise platforms without a two-year shutdown.

Got a topic of your own?

The best episodes start with what's keeping you up at night.

Pitch it on a call →
Your Host
Rajiv Upadhyay
Rajiv Upadhyay
Host · Founder & CEO, Clover Bay

A peer who's lived it — at scale

Meet your host.

Rajiv has spent two decades inside retail technology, from the warehouse floor to the boardroom. He doesn't interview from the sidelines — he's built the systems your guests are wrestling with, at a scale most never touch.

01Built and scaled the order-management platform behind AJIO/Reliance Retail — 200K to 700K orders a day.
02Cut his teeth in supply-chain technology at Target.
03Deep Sterling Commerce and enterprise OMS expertise — he knows exactly where the bodies are buried.
04Now Founder & CEO of Clover Bay Technologies.

Why leaders say yes

A founding seat at the table.

Thirty minutes, recorded remotely, no prep. We do the work — you get the spotlight and the assets. Here's what's in it for you.

Build your brand

Thought leadership that travels — and quietly protects your career.

No prep, no risk

A relaxed conversation, recorded remotely. We edit and polish everything.

Get the assets

Ready-to-post clips for your LinkedIn, plus promotion across our network.

Join your peers

A founding-season cohort of leaders doing work worth talking about.

01

Book a slot

Grab a time that works. One click, no back-and-forth.

02

Record, no prep

A 30-minute remote conversation. Come as you are.

03

We produce, you promote

We handle editing and production; you share the clips.

And if after a quick chat it's not the right fit — no pressure at all.

Two decades inside retail's biggest names

Target Tesco AJIO Reliance Falabella

Season 01 · Limited founding seats

Be one of the founding voices.