How Do I Increase My Prices (Without Making MY Clients Angry?)

So, I got this question couple of days back

“In 2023, I proposed a client with a $500/mo plan. Had an objection. They were like “we don't know you, but we still wanna work with you, so let's do it for $200”, I was like “yeah ok makes sense” back then. 

It's 2025, and I feel it's obvious to increase the price, having said that they are satisfied with my work, but I feel I need a little more money to offer extra services and increase the scope of work.”

Alright. This is a VERY COMMON business scenario. We call it “expansion / upselling / cross-selling”

The moment you sign a client / get a job, you have to do 2 things. 

#1 - Do EVERYTHING you promised them 

#2-  Find out MORE things you can do for them and upsell stuff. 

Alright, upselling is THE SAME thing as closing a new sale, except things are TOO EASY, because they already know you and are comfortable paying and would hop on a call anytime you ask.

Every time you get on a call (usually weekly), you tell how awesome things are, and how you did <thing> for another client and how it turned out to be awesome, or maybe some opportunity you’ve found that’s helpful for your client.

The goal here is simple - EVERY call or interaction, you INDOCTRINATE your clients and  show that you always do MORE and MORE and MORE

Also, a newsletter is one of the BEST ways to get that done. You can literally BLAST how awesome things are and what more awesome things are coming up. 

So, if you do all this, you no longer have to make a “big” deal for upselling. The sale will happen on its own.

But, let’s say you’re yet to start all this, but you’ve found an opportunity. 

Well, getting them to buy RIGHT AWAY might be a little difficult, but yeah, not impossible.

I would say something like this 

“Hey you know, been awesome for the last 2 years, got <thing> <thing> done, look at all the <awesome results>, been GREAT working you…

Anyway, I came across this <new thing> and can tell this is gonna be AWESOME for you if we can make it work, I’ve already did this for <another client> and they had <good reviews> and yeah it’s a big thing, and it’s gonna get you <result>.

If you’re in for this AWESOME <result>, I’ll be happy to walk you over that, see if we can make it work.” 

And you simply get them on a call and try to understand if they’re a good fit for the new thing. 

Frame control also plays a big role here. You should deliver the pitch like you’re an expert and you KNOW what has to be done. No asking / negotiating / desperation here. 

If they say YES, you have more revenue coming in.If they say no, you still keep them as a client.  

Anyway, it’s really simple if there’s only one decision maker, but if there are many / gatekeepers, you may have to add a couple more steps, but it’s THE SAME thing as any other sale.

Another thing that can make it EVEN EASIER is building rapport with decision makers and gatekeepers. 

A LOT OF TIME, businesses or account managers (people responsible for keeping clients happy and upsell things) tend to become BORING MIDDLE MANAGERS… 

I’ve seen it happen COUNTLESS TIMES, as a buyer dealing with vendors. Don’t know why they just love their corporate-speak. It’s repelling. Gives me a headache.

I have a story from a millionaire friend of mine who runs a marketing company in the Netherlands.

Guy got on a sales call, opened it with “Alright ladies, let’s get to work” and was real nice and interesting, showing them how EVERYTHING IS AWESOME…

And the proposal was a 2 line WhatsApp message. Paperwork signed with 3 hours. 

This would’ve not happened had he sold like some sad middle manager reading off a script written by some MBA guy who’s never done a single minute of selling in life.  

So yeah, if you wanna make sure you keep expanding your revenue from each client, 

• Make it known that you are ALWAYS someone who does MORE and MORE and MORE, 

• Indoctrinate them on sync up calls, and via a newsletter on ALLLL the awesome stuff

• Build IMMEASURABLE amounts of rapport with.

• Find them a good opportunity, walk them through, qualify them and yeah sign them. Same as any other sale. 

EVERYTHING IS AWESOME 

MONDAYS ARE AWESOME. Don’t let anyone tell you otherwise.

Talk soon 

Mahesh

Revenueholic