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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Scale Your SaaS

All Things Marketing Automation – with Shay Howe

In today’s fast-paced digital landscape, marketing automation has become a powerful tool for businesses of all sizes. To dive into the world of marketing automation and its potential, I sat down with Shay Howe, the Chief Marketing Officer at ActiveCampaign. ActiveCampaign is a product known for its versatility, offering hundreds of pre-built automation that span […]

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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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Scale Your SaaS

How Sales is Like Acting – with Stacie Chan

EPISODE SUMMARY In the most recent episode of Scale Your SaaS, Stacie Chan, Co-Founder and Chief Business Officer of 1Bstories, shares valuable insights into the world of generative AI, content creation, and lead generation in the software startup landscape with host and B2B SaaS Sales Coach Matt Wolach.  Stacie’s journey from a diverse career background, […]

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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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Scale Your SaaS

How To Mitigate Business Mistakes – with James Weir

EPISODE SUMMARY Starting a software business can be intimidating, especially for those who have not envisioned themselves as entrepreneurs. However, sometimes, the most successful ventures emerge from unlikely beginnings.  This week’s episode of Scale Your SaaS delves into the journey of ndaOK with CEO and founder James Weir. This company began with a reluctant founder […]

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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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Scale Your SaaS

The Power of a Global Community of SaaS Leaders – with Alex Theuma

EPISODE SUMMARY Alex Theuma, the founder of SaaStock, discusses the power of communities for SaaS founders with host and B2B SaaS Sales Coach Matt Wolach. So many founders have experienced a feeling of isolation at some point in their start-up journey.  But finding an outlet for knowledge exchange and networking in Software as a Service […]

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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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Scale Your SaaS

From Unknown to Unforgettable – Content That Converts – with Jake Hurwitz

  EPISODE SUMMARY In a world where technology evolves at breakneck speed, and software businesses are constantly adapting to changing landscapes, the importance of content marketing for B2B SaaS (Software as a Service) companies cannot be overstated.  In this week’s episode of Scale Your SaaS, we explore the journey of Jake Hurwitz, Founder, and Chief […]

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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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Scale Your SaaS

From $0 to Exit – How Staying Focused Allowed Them to Win – with Sanjay Ghare

EPISODE SUMMARY Building a new software company from the ground up is a thrilling yet challenging endeavor. One of the biggest obstacles SaaS startup founders face is the temptation to stray from their initial vision and get sidetracked by shiny new opportunities.  In this episode of Scale Your SaaS, we’ll explore the importance of staying […]

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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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Scale Your SaaS

Differentiate From Your Competition in Unique Ways – with Arian Radmand

EPISODE SUMMARY In the fast-paced world of Software as a Service (SaaS), closing deals and retaining customers can be challenging. Many businesses fall into the trap of relying solely on email communication, bombarding prospects and clients with messages that eventually get ignored or deleted. This approach leads to missed opportunities and unsuccessful deal closures. But […]

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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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Scale Your SaaS

From Kuwait Refugee to Multi-Millionaire – How Lloyed Lobo Used Community-Led Growth to Succeed

EPISODE SUMMARY How did one man go from a war refugee to a successful multi-millionaire? Check this out: Lloyed Lobo had a tough childhood, living in Kuwait right when Saddam Hussain invaded. His story about how his family got out, and then how he learned how to thrive is amazing. He earned much of his […]

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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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Scale Your SaaS

Niche Down, But When to Niche Up? – with Ryan Janssen and Drew Goulart

EPISODE SUMMARY Starting a business is like embarking on an exhilarating journey full of challenges, triumphs, and learning experiences. This is especially true for software startups, where the landscape is constantly evolving, and innovation is the name of the game.  In this week’s episode of Scale Your SaaS, we’ll dive into the insights shared by […]

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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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Scale Your SaaS

Your New Growth Mantra: Follow the Customer – with Jon Darbyshire

EPISODE SUMMARY In the software world, we often find ourselves grappling with a multitude of decisions. Should we take this path or that one? But what if there was a way to consistently make the right decisions? Enter Jon Darbyshire, Co-Founder, and CEO of SmartSuite. SmartSuite is a platform that streamlines business processes and workflow […]

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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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