
Hey there,
Welcome back for another bite to chew on.
We hope youβre crushing your to-do list and having an amazing week!
In the last newsletter, we talked about one of our big wins.
In this newsletter, we want to talk about one of our big losses (at least thus far)Β
We feel itβs important for the community to talk about both the good sides and the bad sides of building and running businesses.
We want to normalize the idea of doing something that seems risky, failing, and then learning from it.Β
At the same time, we also want to change the narrative of how entrepreneurship is portrayed as a game of just winning all day on social media.Β
We know that we have a voice and a platform, so we want to be the change that weβd love to see.Β
So - letβs talk about losses!Β
What went wrong
Last year, we acquired this brand called Coffee Over Cardio.Β
Truthfully, it was our first acquisition ever - soβ¦ although we thought we knew what we were doing, we had no idea about what we didnβt know
On paper - it looked like a great business.
Healthy margins. Profitable. Cash flow positive. And lastly⦠a great deal!
In our heads - we were likeβ¦Β
Weβll rebrand it and make it look more premiumΒ
Weβll start selling it on Amazon.Β
Weβll create and run better ads to better landing pagesΒ
β¦ and lastly; weβll get it into retail ASAP!Β
Weβve successfully done all of this with Obvi. We have the resources. And we have a team.
What could go wrong???
Answer: A lot
Before we explain what went wrong, and what we shouldβve thought more about, we want to show you this matrix of knowns and unknowns.
This is something we started thinking about post-acquisition, and we believe it will serve you to think about it in any big decision you take.Β
When making any decision, you have 4 quadrants that you need to consider;
Your Known Unknowns; The stuff that you know you donβt know anything about and therefore you ask questions. This could be in relation to the financials, team, market, etc.Β
Your Known Knowns; The stuff that you know you know something about. For example, how to create better ads, landing pages, re-branding, etc.Β
Your Unknown Knowns; The stuff that you donβt know that you know, but you actually do know. These are often subtle things youβve learned through experience and repetition, but you donβt know how much you know about it.
Some people are natural leaders or naturally good at delegating tasks, but they donβt know they have those skill sets
Your Unknown Unknowns; This is where we fucked up. We didnβt know what we didnβt know.Β

And when you donβt know what you donβt know - you get blindsided. You donβt know what question to ask, becauseβ¦ you donβt know what you donβt know.Β
Now letβs dive into what this actually meant in relation to our Coffee Over Cardio Acquisition.Β
1) We didnβt do enough market research before acquiring.
The coffee market is very unique.
Price points and consumerβs willingness to pay range from $1 at Folgers to $9 at Blue Bottle Coffee.Β
In our heads - we thoughtβ¦Β
Weβll take this product
Weβll rebrand it and make it look and feel more premiumΒ
The blend is already premiumΒ
Weβll make some premium collabs with Post Cereal and Entenmann's
β¦ and then weβll sell it at premium prices in retail and on Amazon
The only thing we missed here was the fact that, although the blend IS premium - the coffee has no real functional utility.
Itβs slightly better than other coffee products, if you just look at the coffee alone - but itβs not much better.Β
And therefore - retail buyers simply couldnβt justify paying a premium price when the product itself isnβt premium (even though everything around it is).
β¦This leads us to the second point
2) We didnβt study the margin profile as much as we should have
When you make a forecast and you study a margin profile of a brand - you thinkβ¦
Okay weβll buy it at this COGS, sell it at this price, make this margin, spend X amount on OPEX / Fixed costs - right?
Butβ¦
What if you canβt sell it at the price point you initially predicted?
What happens to your margin profile then?
Answer: It tanks.Β
What we learned from it
So the learning for us here is three-fold.
A) We shouldnβt have been overly confident in our ability to sell the product into retail at any cost.
We bought the company and then went to talk to retail buyers to try to sell it to them.Β
We shouldβve talked to retail buyers before even buying the company.Β
B) We should not have made overly optimistic sales and pricing assumptions when building out our initial financial models.
Instead - we shouldβve looked at a more pessimistic scenario and what we would do in the worst case - not the best case.Β
And C) We shouldβve just talked to more people to understand our own blind spots and what we donβt know about the coffee market.
What weβre going to do about it
Although we definitely took an L for the first few months - we havenβt failed.
β¦ because we havenβt given up.
And as long as we continue to try, weβre confident that we can make this brand work too.
Hereβs what we plan to do:
Product
Itβs obvious that weβll try to improve the product and make it better than the other options on the market by itself.
We plan to do this byΒ
Improving the product quality and taste through better coffee sourcingΒ
Improving the functional utility of the product (collagen coffee? Protein coffee? Vitamin coffee? Nootropics coffee?)Β
Branding
While working on the product, weβre also working on trying to improve the brandβs look and feel, to try and justify the higher price point.
Yes - this may sound weird given that weβve tried to do this already, but we believe thereβs still room for improvement and opportunity if we make the brand perception really damn premium
Distribution
Weβre still going to bet on retail and Amazon eventually - but weβre also shifting more focus towards alternative distribution channels such as influencers and TikTok shop which weβve seen good traction with.Β
Tool of The Week
When starting or buying a new eCommerce business, your cash flow will inevitably be tight.
Itβs just how the game works.Β
Weβd argue that figuring out how to leverage and use cash is actually one of theΒ hardest parts of the game.Β
But - although itβs hard, you donβt have to make it harder than it needs to be.
Since starting our eCommerce ventures 4 years ago, weβve always been huge advocates of using credit cards & short term financing to get longer payment terms and βengineerβ our way to more cash flow.
The way this works is simple.Β
You give up 2-3% in margin to get 60-90 days longer to pay your invoicesΒ
This enables you to sell your products before having to pay for them
Andβ¦ At the same time, it enables you to be more aggressive on growth and marketing spend - because you have more cash available to do so.Β
If you play the game right, and you know how to acquire customers efficiently - that incremental amount of cash that you can now invest in marketing, will easily offset the 2-3% you gave up in margin.
So Net Net, youβll make more money and have more cash in hand (and therefore more peace of mind)Β
Plastiq is our preferred partner for everything in relation to credit cards and cash conversion optimization.
Weβve been long advocates of their product and strongly recommend you to check them out.
They have been nothing short of monumental for our brands
Click here to check them out
#ProudPartner
Thanks for Reading Along
Well, thereβs our L. Soft subject to talk about, but thatβs how we grow!
Weβre excited to keep you posted on our progress with Coffee Over Cardio.
We appreciate you and look forward to serving you again next week.
All the best,
Ron & Asht