Charles Chakkalo
Charles Chakkalo

Entrepreneur · Creator · New York

Charles Chakkalo

Two worlds, one voice.

I run an ecommerce business and break down the news on The Chakkalo Report. Same habit either way: figure out how things actually work.

HI, I'M CHARLES

The subjects are different. The instinct is the same: understand how things work.

Two subjects. Same instinct.

I've been selling online since 2010. I passed on a legal career to build an ecommerce business, and I still spend most of my days inside it: Amazon, Walmart, Shopify, inventory, suppliers, ads, and whatever new tool might save us an hour.

A few mornings a week I switch gears and go live on The Chakkalo Report. I read across the spectrum, pull up the source material, and work through the news out loud.

People ask what Amazon policy has to do with politics. Not much, honestly. But I approach both the same way: follow the incentives, check the claim, then make up my own mind.

Pick your lane.

Two projects, two newsletters, one person behind both. Join either one, or both.

Just A Seller newsletterJust A Seller newsletter
The Chakkalo ReportThe Chakkalo Report

Sales, not case studies. Notes from inside a real ecommerce business, operator to operator.

Nuance is not a dirty word. News, politics, and media, broken down without the narrative.

LATELY

What I'm working on.

The Chakkalo Report · May 21, 2026

Just A Seller · Oct 21, 2026

Speaking

I Confronted a Senator About School Choice
Amazon Gives Sellers 7 Days. How Long Does Amazon Get?
Talks for sellers and operators

Why Mark Kelly is defending a broken monopoly, and what Jeff Bezos just proved about public schools.

Amazon's new seven-day return rule for sellers who ship their own orders, and who holds Amazon to the same standard.

What's actually happening inside an operating ecommerce business: marketplace policy, technology, and the parts that don't make the case study.

Speaking & media

Where I've shown up.

I host The Chakkalo Report and present at conferences like the MDS Summit in Milan, Prosper Show, Q4 Summit Domination, and Sellers United. You may have heard me on The Momentum Podcast or My Wife Quit Her Job, or read me in Smerconish.com, CNBC, the New York Post, and The Times of Israel.

CNBC
CNBC
Business Insider
Business Insider
New York Post
New York Post
The Times of Israel
The Times of Israel
Smerconish.com
Smerconish.com
AM/PM Podcast
AM/PM Podcast
Prosper Show
Prosper Show

I've been selling on Amazon since 2010. My dad came here from Syria without speaking English and opened his own store at 17, and he raised me on one rule: money is freedom, and you earn it.

I was headed to law school when I chose to build instead. In 2016 that became a real business, started with dollar-store light bulbs in a basement. Today it's an eight-figure operation selling across Amazon, Walmart, Shopify, and eBay.

ABOUT

Anti-guru. Pro-seller. New Yorker.

I like technology the way some people like cars. Systems, automation, marketplaces, AI. If there's a process, I want to know how it works and whether it can work better.

The Chakkalo Report comes from the same impulse, pointed at the news. I don't belong to a political team. I compare how outlets frame a story, look at who benefits, and change my mind when the facts do.

Whether it's an Amazon policy update or a political headline, I usually end up asking the same question: what's actually going on here?

Let's talk.

Speaking, podcasts and media, business conversations, or just saying hi. Send a note and I'll get back to you.

Privacy Policy

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