I've seen this situation plenty of times.
"Ehy Matte, we are not closing enough."
"Ehy Matte, we are stuck at demos and clients are not moving forward."
"Ehy Matte, we can't get leads in outbound, nobody replies to our outreaches."
"Ehy Matte, even when we do discovery calls, we can't move them into demos."
I've been there too.
I still get these messages in Slack from founders I work with now and even from those I worked with years ago.
Strangely, most of the time, the reasons are the same.
When you're stuck, it almost always comes down to one of four things:
Let's break down each area so you can focus where it matters most.
If I could solve this for good, I'd already be a millionaire.
But I'm still working on it.
There are many reasons you are not closing.
But they usually fall into two main categories:
If the product is weak, sales can't save it.
You can try harder, hire better people, and run more calls, but you might still lose.
I've helped build strong sales teams on "not-so-great" products.
We did our job.
The market still said no.
Let's focus on what you can actually control.
If you're not closing enough, it's usually because of one or both of these reasons:
It's simple math.
If your win rate is about 30%, you need a pipeline that's roughly three times your target.
No pipeline means no closes.
Even if you are good.
Here's the unsexy work that fixes it:
Did we find at least 1 or 2 real pains?
Did we speak with 2 or 3 people?
Did we agree on the next steps on every call?
If the answer is "yes" to all three…
Go back and listen again.
If you don't have inbound, welcome to outbound.
If you are not booking meetings, it's usually one of these:
Choose one to fix first, then move on to the next.
Most founders try to fix all three at once and end up changing nothing.
Out of 10 discovery calls, you should move 7 to 8 into a demo.
If you are not, look here:
Discovery isn't just a friendly conversation.
It's about diagnosing the real issues.
If you are stuck in a demo, I'd look at:
I've seen this cycle wear down good sales reps.
Because early-stage sales are messy.
You fix one part, and then something else breaks.
That's normal.
Sales is the only job where losing is the default.
You hear "no" more than "yes".
So if you feel down, stuck, or frustrated,
You are not broken.
You are learning.
Go back to the four areas above.
Pick the one that hurts the most.
Unpack it.
Work on it calmly and consistently.
One day, you'll notice something:
You didn't just close more deals.
You built a system that moves things forward.
Thanks for reading this far, see you all next week!