4 Tips for Negotiating at Month-End

Share this post

“When is your year-end?”

This was the question a customer asked me on the last selling day of the month, in the late stages of a price negotiation. It was forecasted to be one of the largest deals in my territory and we really needed it.  “January 31st”, I responded. “Ok then!”, quipped the customer with an undue sense of satisfaction. “I think I’ll just give you a call back then and see if we can do better on the price!”.  How did I respond? Read until the end to find out!

As a seller, perhaps you’re familiar with the anxiousness associated with the crucible of month-end, especially when you’re slightly (or perhaps not to slightly) behind your quota. You’re trying to make your number and nail your forecast, all while your ego, reputation, career, and personal sanity hang in the balance. The good news is you’re [hopefully] working with customers who have quantifiable business challenges that your solution addresses. The bad news is these customers rarely have the same time pressures as you (damn it!).

So what happens? More often than you care to admit, you cave in the name of quota pressure and table a discount in consideration of signing by your deadline. In the process, you give away needless revenue. While the short-term boost in sales attainment may seem positive, the behavior validates both an inconsistent negotiating practice and negative precedent for future periods.

Don’t worry. We’ve all been there! But if you’re looking to maximize your revenue, sanity, and integrity during these critical quota crushing periods, here are four tips to help you on your way.


1. Don’t throw your sales playbook out the window!

Imagine you’ve been on a healthy foods diet. Your energy is up. You’ve lost weight. You feel more vital than ever before. At your next appointment, your doctor walks into the room and says “Great job! Amazing discipline! Give yourself a little treat tonight.” After taking the time to build up all these positive eating habits, would you spend the next few days eating every meal at the all-you-can-eat deep-fried buffet? Of course not! Then why, just because it’s the end of your sales period, does it mean that every deal has to be a discount free-for-all?

Your price is fair and your awesome solution doesn’t become less valuable just because it’s month-end. Don’t act like it does. For example, a customer might say, “I believe your solution is the best option for my company and I could be persuaded to sign today…but my budget is X“. We tend to fixate on the deadline and the budget instead of the fact that the customer’s belief system (and the powerful concept of confirmation bias) points to our solution being the best option for them (and X probably isn’t their budget anyways!). When you consider the customer’s next best alternative, you’ll often find your solution is extremely well positioned. Don’t be afraid to stand by your playbook. You have more power than you think!


2. Don’t psych yourself out! Ask if it’s a deal breaker.

In an effort to secure revenue before the stroke of midnight, we can sometimes allow customers to inundate us with request after request for concessions (which we sheepishly run back to our managers for approval). Keep in mind that in a negotiation, the terms a customer throws at you (typically in the form of price) is usually their minimum position. If you’ve done a good job of positioning the value of your solution until this point, don’t be afraid to push back.

If you’re concerned about coming off as too defensive, you can respond to a request for a concession with something like:

Oh, I don’t know if I’ll be able to get approval for something like that. Is it a deal breaker?

It’s an easy but highly effective way of knowing if it matters. Often times it won’t and the simple question will save you from granting many unnecessary concessions. Unfortunately, all too often we psych ourselves out and think that everything a customer asks for in the heat of a negotiation is critical. Just ask. Trust me, nothing bad will happen! 

Bonus video: know if it’s a deal breaker!

3. Confirm ability to execute before discussing concessions

The customer finally agreed to get the deal done by your deadline in exchange for the concession you offered. Awesome! You prepare the paperwork and send it over for signature. You’re about to ring the closer bell and high-five the rep next to you when the customer calls to let you know they won’t be able to sign by your deadline after all. Whether the blocker takes a few days or weeks to clear, your concession is now out there and you better believe your customer will expect it whenever they’re ready to sign!

The solution here is simple. Confirm the deal can get done before you discuss (never mind commit) any concessions. Luckily, you don’t need any fancy tactics here. For example, you might say something like:

“I might be able to sweeten the deal if you’re able to sign by the end of the month. The thing is, I know both you and my management team will be upset if we get the terms in place and for some reason the deal doesn’t happen by the deadline. Before we go down that road, can you help me understand the steps on your end to get the deal done this month?”

If your customer hasn’t executed a deal like yours before, this might be a good time to share some of the things you’ve seen hold up other deals. It’s also a good time to ask them about the questions, concerns, or roadblocks their internal approvers are likely to raise as they escalate your deal internally (I call this, preparing for the “Puppy Conversation“).


4. Forget what you know and aim higher

Have you ever tried to negotiate anything with a child? What is it about kids that makes them killer negotiators? It’s simple. They have little to no awareness of what a good deal is and are relentless in pursuing their desired outcome. What does that mean for you when it comes to striking the best deal at the end of your fiscal period? Don’t be encumbered by your previous success or failure in the negotiating arena.

The sales rep who sits beside you may have just given away a 20% discount and you may have done ten deals yesterday with the same terms…but guess what? The customer you’re speaking to this afternoon doesn’t know that! On your next call, see what happens if you wipe the slate clean, forget what you know, and act with conviction as if a 5% discount is an incredible month-end deal. My bet is that you’ll do better than you think!


Negotiating a deal at the end of your quota period can be challenging and stressful. The key is staying focused, selling value, asking the right questions, knowing when to push back, and approaching each situation with a beginner’s mindset.

So how did I respond to the buyer in the first example? I didn’t take the bait and instead appealed to his sense of satisfaction by saying:

Hey, I totally understand where you’re coming from. You want the best price and believe me when I say, the offer on the table is the best we can do. If you want to take it now, awesome! We’d love to do business with you. If you’d rather come back at the end of our fiscal year, that’s fine too. The price will be the same“.

They signed that day.

Subscribe for Cerebral Selling content updates and tips!

We promise never to send you junk or share your email! Just helpful sales insights.

2 replies

Leave a Reply

Want to join the discussion?
Feel free to contribute!

Leave a Reply

Your email address will not be published. Required fields are marked *