Software Sales Tips by Matt Wolach

Sales Tips

Do You Need More Features to Sell More?

Today, I want to address a common question I get from clients and fellow software founders: Do we need to create new product features to increase sales?   It’s a valid question and one that I’ve pondered myself. Let’s explore this question and discover that the answer may not be what you expect. The Total Addressable […]

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Sales Tips

The Interview Question You MUST Ask Sales Rep Candidates

Are you a software founder who is currently looking to hire a new sales rep? If you are, you need to know the right questions to ask. This week, I discuss an essential question you need to ask to determine whether the candidate is the right fit for your sales team.  The question I’m talking […]

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Sales Tips

Ways To Improve Your Sales Skills

Ways to Improve Your Sales Skills Are you looking to enhance your software sales skills and close more deals? Sales is not an innate talent but a learned skill that you can develop and master over time.  Let’s discuss five effective strategies to help you improve your sales skills and become a more successful salesperson. […]

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Sales Tips

How To Run a Discovery Call

In the world of software sales, a crucial step often gets overlooked but can make all the difference between closing a deal and losing a potential customer: the discovery call. But how do you run an effective discovery call that actually gets results? Today, we’re diving into the secrets of running a fantastic discovery call […]

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Sales Tips

Why My Startup Failed – 6 Big Mistakes I Made

In the world of software startups, success stories often overshadow the painful failures that pave the way. I understand this all too well. My first startup was a complete failure, but I gained a ton of valuable lessons from that experience. Let’s dive into the story of my first startup, a disaster. Sharing these experiences […]

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Sales Tips

Winning in Business: Lessons from a College Football Game

Winning in Business: Lessons from a College Football Game In the fast-paced business world, we often face challenges and setbacks that make us question our strategies and goals. We strive to generate leads, close deals, and ultimately achieve growth, but sometimes, things must go the right way.  At a recent college football game I attended […]

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Sales Tips

Avoid These 3 Common Prospecting Mistakes for Successful Outreach

Avoid These 3 Common Prospecting Mistakes for Successful Outreach In today’s digital age, effective prospecting is crucial for any software business aiming to expand its reach and generate new leads. However, there’s nothing more frustrating than receiving a poorly crafted cold email that’s riddled with mistakes. Let’s delve into these mistakes and learn how to […]

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Sales Tips

Close More Software Demos by Following the Airline Model

Selling Software: What Airlines Can Teach Us In software sales, we can learn a valuable lesson from airlines. It may seem odd but it’s a lesson that transcends industries and can help software companies like yours grow, close more deals, and ultimately reach your goals. So, what’s this secret that airline companies have mastered, and […]

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Sales Tips

How Long Should My Demo Be?

  In the world of software sales, the art of delivering an effective demo is crucial. Potential clients want to see your software’s value to their business, and a well-executed demo can make all the difference. A common question arises: “How long should a software demo be?” In this new sales tip, we’ll dive into […]

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Sales Tips

I Got Sold Hard – and It Felt Great

Sales is an art form that transcends industries, and the ability to master it can make a significant difference in achieving business success. While many might associate sales primarily with software or technology, the truth is that valuable lessons can be drawn from diverse domains. In this video, I delve into a fascinating anecdote highlighting […]

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Sales Tips

The Five Biggest Mistakes When Giving Pricing

  We’ve all been there – a promising sales call with a great product demo, only for everything to turn chilly when it’s time to discuss pricing. It’s a situation that leaves both salespeople and potential clients frustrated, and more often than not, deals fall through. But fear not, because we’re diving into the top […]

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Sales Tips

Mastering the Art of Discovery: 3 Powerful Questions to Boost Your Sales Close Rates

Are you tired of struggling to close deals quickly? Do you wonder if there’s a secret sauce that could transform your software sales process into a deal-closing machine? Well, you’re in luck because, in this post, we’re diving deep into the world of effective discovery questions that can double your demo close rates. Unveiling the […]

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Sales Tips

How To Succeed In A Competitive Market

Anyone with a software company will attest to how competitive the industry is becoming. Long before the recent AI disruption, low-code tools already exist that allow SaaS founders with beginner-level coding skills to create software. Entering the market is one thing. At this point, anyone can do it if they put their mind to it. […]

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Sales Tips

Boost Your Sales Confidence with These 4 Proven Techniques

Do you need help closing deals and gaining more confidence to excel in software sales? Fear not, because today, I have some tips that will help you become a more confident and booming seller. In this week’s sales tip, I’ll guide you through 4 great ways of accelerating sales for software leaders, so let’s dive […]

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Sales Tips

The 3 Most Important Skills in Sales

What do people think of when they imagine a software salesperson? Usually, they see the image of a talkative individual who keeps going on and on about all the features of whatever SaaS product they sell, regardless of whether the other party’s eyes are already glazed over. Two words. Bad sales. Sadly, many people still […]

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Sales Tips

The Most Insane Quick Sales Tip to Close More Deals

Many software leaders ask me: “What’s one closing line I can say that will get the deal done?” Actually, the thinking is off. There isn’t one perfect line that closes deals. If you haven’t done everything right leading up to the end of the call, there’s nothing you can say that will close a deal. […]

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Sales Tips

4 Reasons Why You Would Not Want a Sales Coach

Tapping a software sales coach is one of the surefire ways to scale your business rapidly. After all, there is no need to go through the difficult and expensive process of trial and error. You just sit back, follow their guide, and watch it work its magic on your demo conversion rates as your software […]

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Sales Tips

Is Your Demo Good?

Good demos aren’t good. In the competitive world of software sales, having more than a good demo is needed. Inspired by Jim Collins’ book, “Good to Great,” I emphasize the importance of striving for greatness in every aspect of your software company. According to Collins, “Good is the enemy of great.” While being good may […]

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Sales Tips

Why Selling Your SaaS Doesn’t Work

Generating loads of value is ingrained in us as SaaS founders. We naturally want to create amazing software solutions that help our target customers and truly make a difference in society. To achieve this, we need to spread the word about our SaaS. But this is easier said than done. And you can do this […]

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Sales Tips

How to Prevent Long Sales Cycles

Whether your SaaS is an enterprise or a startup, your primary concern in software sales will always revolve around prospecting and conversion. But the longer you stay in the game, the more you realize that the speed of your sales cycle is also a significant factor in your company’s success. Software sales leaders and business […]

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Sales Tips

A New SaaS Metric That Will Help You Manage Your Business

Growing your software business requires a deep understanding of essential numbers or ‘metrics’ that help run your business. One such crucial metric is the Revenue per Demo, which can help you handle significant changes like adjusting prices. As a SaaS Sales Coach, I get questions from my clients about pricing all the time. Revenue per […]

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