Software Sales Tips by Matt Wolach

Sales Tips

Never Train in Your Demos

  Here’s a fun fact: the vast majority of software demos fail to emotionally motivate a prospect to take action. This is due to a number of mistakes that are made in the demo process.  One of the biggest mistakes that I see a lot of which hurts your chances of closing deals is when […]

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Sales Tips

The Most Powerful Stories That Close Deals

Today, we will set the record straight on the most effective way to deliver a sales pitch. It’s through storytelling.  Storytelling builds an invaluable human connection between sales teams and prospects. So, to close more deals, you need to tell stories. However, not everyone knows how to execute this well. You may know in your […]

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Sales Tips

How Wine Is Like Sales

Winemaking has been around for thousands of years.  In its basic form, wine production is a natural process that requires very little human intervention. Mother Nature provides everything that is needed to make wine—it is up to humans to embellish, improve, or totally obliterate what nature has provided, to which anyone with extensive wine tasting […]

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Sales Tips

Flip the Risk

When selling software, your solution is among your prospects’ many options.  Knowing the risks of purchasing a tool, it is normal to seek several choices—at the end of the day, all they want is to solve their pains. But you are not going to be chosen by staying this way. Instead, what you need to […]

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Sales Tips

How Software Founders Can Scale and Travel the World

Some of the top reasons for wanting to start a software company are to achieve financial freedom and to travel the world.  To be able to take a week or a whole month off and splurge in a foreign place is the ultimate goal. But no matter how short or long the actual vacation is, […]

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Sales Tips

How Much Product Do Sales Reps Need to Know

When you are a growing SaaS company, you may want to make sure that you are building a team that knows the intricacies of your product so that they can sell it well. Gaining mastery of its purpose and its ups and downs feels like it allows them to highlight the product’s best features and […]

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Sales Tips

Stop Having Prospects Ghost You

The term ghosting comes from the dating scenes, but salespeople struggle with the same phenomena in business. I believe every SaaS founder and sales professional can resonate with the following story of their sales career. You had a great conversation going with one of your promising prospects. Exchanged emails, delivered your sales pitch, nailed your […]

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Sales Tips

How Sales Is Like Comedy

Recently, I was listening to a comedian talk about how they do what they do. And something amusing is that they said comedy is 10% what you say and 90% how you say it. It’s crazy because it’s the exact same thing in sales.  Yes, you want to say the right thing, but how you […]

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Sales Tips

How to Sell SaaS Without Selling

Sales, specifically selling your SaaS product, is essential in ensuring that your business will thrive.  Sell, or your company will fail, and you will go bankrupt.  We’ve all heard that sales and deal-making are the lifelines of any company. Without them, there is no exchange of money, and without money, you will not last long. […]

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Sales Tips

Turning Software as a Service Into Success

You may have heard about the term or read about it elsewhere, and many people have been asking what it is all about. SaaS may be a foreign term to many of us, but it has been essential to our everyday lives. Take Gmail as an example. You can just access it via your web […]

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Sales Tips

Good Is the Enemy of Great

I recently had a client who told me that their sales process and the demo were good. They were happy in the situation that they were in. However, being good is not entirely “good.” This suddenly reminded me of the book “Good to Great” by author Jim Collins. It is an excellent book about the […]

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Sales Tips

Great Marketing, Terrible Sales

Gone are the days when marketing and sales did not get along and it was fine. Understanding how one department can help the other allows them to work together efficiently. When done right, they can continuously attract and secure customers for the business. However, some SaaS companies fail to create balance among these areas–prioritizing one […]

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Sales Tips

Why Product Led Growth Doesn’t Work

In today’s business landscape, it sounds like an easy job to develop a product to the best it can be and let it do all the “selling.” This way, you are relying on the product’s performance and features rather than boosting your sales process.  It is a business strategy called Product-Led Growth, which puts the […]

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Sales Tips

Lessons Learned From a 1000-Piece Puzzle

Putting a 1000-piece puzzle together is a real challenge. There are no fixed steps to assemble it, and you can only progress and figure it all out as you go along.  My daughter and I spent a couple of weeks (almost) completing one. There were inevitable hurdles in this little journey, but it was fun, […]

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Sales Tips

How To Be a Closer

A lot of people have asked me how to be a closer. Many people have a vision of that magical, outstanding, smooth-talking salesperson that just says cool words, and people buy. I’m here to tell you that’s not the right image. That is not how it works in the real world.  But there’s a sales […]

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Sales Tips

A Quick Guide to Not Selling Vaporware

You can’t give what you don’t have.  Unless you have already kept your end of the bargain, you should not keep people’s hopes up. The same situation applies to SaaS, where one of our prospects would ask about a not available software feature. It may sound promising and could be something they need, but if […]

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Sales Tips

Start Your Phenomenal Change in SaaS Sales Like Celine

As a SaaS coach, one of the most fulfilling moments is when my clients (software founders) succeed.  In my Mastermind Group for software founders, we always exchange experiences, share ideas and challenges, and work on them together. It is a group that encourages collaboration. And one of the best things we do is share and […]

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Sales Tips

How to Instantly Connect with Your Buyer

When your prospect signed up for a demo call, you’re either one step closer to closing the deal or drawing near to never hearing from them again. It’s a make-or-break moment that you should prepare for. The entire sales process should be worth it, and you should be able to close that deal.  You may […]

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Sales Tips

How To Take Control In Your Demos

Recently, I spoke to a client who’s really struggling with her demos.  She asked me: “How do I take control of the demo? Sometimes they want to skip discovery and go straight to seeing the product.” When prospects start to dominate the conversation and make sure that it goes their way, fire alarms should go […]

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Sales Tips

How Much Product Does a Sales Rep Need to Know?

Is product knowledge really important in sales?  Most modern buyers come into any sales conversation having done their research. Your prospects have likely scoped out all the information about your product available on your company’s website.  They may have even looked at what other people say about your product— glowing reviews and significant complaints. So […]

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Sales Tips

3 Reasons Why Prospects Don’t Close

Sales can be tricky. You cannot be solely pushing the product– it takes building up a connection to your prospects, techniques to persuade them, and the proper process to make them close. You need to employ the right actions across the cycle every time. The SaaS sales cycle has one goal– to close deals. Every […]

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