I am surprised how many CEOs can't answer this question-and-a-half well, or even at all:
"Why do you really win deals? Why did your top 5 customers pick you?"
But, all the great CEOs can.
— Jason ✨BeKind✨ Lemkin ⚫️ (@jasonlk) September 14, 2020
A ways back on SaaStr, we wrote a classic post, Beware of the Confidence of High Win Rates. It’s something I see again and again, especially below $2m in ARR or so. A start-up says they have a lot of problems, but winning deals isn’t one of them. That they win every deal they are in. Well, of course these early stage start-ups win all these deals. Because they are only invited to just a very small percentage of the dances.
So ultimately, it’s healthy and positive to see win rates decline after $1m-$2m. That means your mini-brand is coming into its own, prospects are starting to hear about you, and that marketing, one way or another, is starting to work. You are getting into more deals that you aren’t ready for. That’s OK. You’ll learn from the ones you lose, and that gives you a roadmap to grow and improve.
If you don’t track your loss rate, even as your win rate goes down, you can lull yourself into a sort of false sense of “we’re doing great. we’re doing as well as we can”. Imagine you are at $3m ARR, growing 100%, burning little, with a 60 NPS. You can kind of get … slightly complacent. Things are going well. But imagine your loss rate is 60% (you’re in a competitive space). What would happen if you closed just a handful more deals, and drove the loss rate down? You’d go from amazing growth, to outlier growth. But if you don’t measure it, you can’t improve it.
Tracking your Loss Rate, somewhat counterintuitively, is NOT the same as the converse of your Win Rate, at least usually not initially. Why not? It’s too easy to make up numbers in a less than rigorous Win Rate analysis. Tracking Loss Rate first and foremost forces the AEs and others to close out every Opportunity after a certain time, and be clear if it was Lost — and importantly, to Whom. This generally will uncover a Loss Rate that is higher than what a roughly tracked Win Rate would suggest.
And that will give you a roadmap to winning more deals, building better software — and pushing yourself harder to do even better. Even, and especially, when things are already pretty good.
So two suggestions:
- Start this week with a Win-Loss Meeting with the sales team every week (or at least, every 2 weeks). Everyone talk about one deal they won, and importantly, one they lost and why. Sharing this information is a critical part of training and information exchange, and is also a great bonding experience. It will also introduce Loss Rate DNA into the team organically.
- Once you have the Win-Loss cadence going, force a rule in Salesforce to calculate Win-Loss-True Hold from every Opportunity. And then track it monthly and quarterly. And set a goal to drive down the Loss Rate quarterly. Yes, this goal will inherently be subordinate to your overall ARR and bookings goal. But it will also serve as a key cross-functional KPI for marketing, sales, and product, all together.
- Discuss why you lost every bigger deal, even every deal if you can. Also maybe even at every all-hands meeting, too. This will be eye-opening to many folks, not just in sales and support, but engineering and across the whole company. It is too easy just to move on past lost deals and forget about them, especially when overall growth is decent.
Take both of these seemingly simple steps, and in the end, you’ll close more deals. You’ll be living more in the real world, and you’ll push yourselves to do better than if you simply celebrate your new revenue and wins for the month. Of course, do that too.
(note: an updated version of a SaaStr classic post)