GUIDE III OF III · THE CONVERSATIONAL SELLING PLAYBOOK
How an AI salesperson sells to every shopper 1:1 over iMessage, day and night, in one chat for life, and what stores make with it.


Hiring a sales team takes months. This one starts the day you connect your store, never sleeps, and talks to every shopper 1:1.
Picture a salesperson who knows every product in your store, every policy and every shopper's cart. They answer at 11pm on a Sunday, follow up the next day, and come back to the same chat months later with the next thing that shopper will love.
Now picture one for every shopper who texts your store. That's Caesar. This guide shows how it works and what stores make with it.
Caesar started inside a jewelry brand. Its pieces cost hundreds of dollars, so shoppers had questions before they bought, and the brand hired salespeople to text them back.
It worked. Sales went up. But a person can only handle so many chats. Nights and weekends went unanswered, every new rep needed weeks of training, and the good ones left for better offers.
So we built an AI salesperson to do the same job, trained it on the brand's real sales chats, and let it take over. Today it handles thousands of conversations a month for that brand, and it replaced the human sales team.


The agent is trained on more than 15 million conversations. Before it texts a single shopper, it learns your store: every product, size, price, shipping time and return rule.
Most AI chatbots answer questions and stop there. Some make things up. This one sticks to your store's own products, prices and policies, so it won't invent a discount or promise a delivery date you can't hit. And it sells. It asks what the shopper needs, handles the doubt that's stopping them, and asks for the order.
It works in any niche, from jewelry and streetwear to beauty and supplements, and it handles the hard questions too.


One agent covers every moment where a sale can be made or lost.


Every job above happens in the same thread. The shopper who asked about sizing in March gets the matching earrings in June and a birthday offer in November, all in one chat.
The whole history is right there. The agent remembers her size, her last order and that she buys gifts for her sister. To the shopper, it feels like having their own rep at the store. When the time is right, same chat. It sells again.



Lukas Lainsalu
Co-founder of Caesar
Caesar is an AI sales agent that texts every shopper 1:1 over iMessage and sells to them 24/7. Book a call and see it on your store.
A good rep gets better with practice, then leaves the day someone offers them more. The agent gets better faster, and it never goes anywhere.
It runs its own A/B tests: two first messages, two follow-up times, two ways to answer the same doubt. It sees which one leads to more orders and keeps the winner. Nobody has to set up a test or read a report.


A jewelry brand, the one Caesar started in. About $200,000 a month in sales now comes from Caesar conversations: around $70,000 from recovered checkouts, $80,000 from popup sign-ups and $50,000 from upsells. The agent handles thousands of conversations a month, and support tickets dropped by half.


A streetwear brand with more than 100,000 customers. It never had salespeople, only email and SMS flows. With Caesar it makes $70,000+ a month in extra revenue, and sales are up 37% among shoppers the agent talks to. The agent talks to each shopper in their own language and currency, and suggests the pieces that complete the outfit.




Every store gets custom pricing, and there's no subscription. On the call we'll work out what it would look like for yours.
Online stores in any niche. If your shoppers leave carts behind, sign up to your popup or buy more than once, there's money sitting in their chats.
It talks like a real person and feels personal. In states like California the law requires us to say it's AI, and we do. The rules differ from place to place, and we follow them wherever we sell.

Lukas Lainsalu
Co-founder of Caesar
Book a call and we'll show you what it would make your store.

Lukas Lainsalu
Co-founder of Caesar