Software Sales Tips by Matt Wolach

Mastering SaaS

Adapting Sales Strategies for Different SaaS Models: B2B, B2C, and Enterprise

In the rapidly evolving landscape of Software as a Service (SaaS), understanding the nuances of sales strategies tailored to different models is paramount for success. Whether you are targeting businesses (B2B), individual consumers (B2C), or large enterprises, each SaaS model requires a unique approach to drive conversions and maximize revenue.  In this blog post, we […]

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Scale Your SaaS

Mastering Software Sales as a Bootstrapped Founder – with Matt Wolach

EPISODE SUMMARY As a bootstrapped software founder, navigating the SaaS sales landscape can be daunting. The journey from idea to revenue often involves overcoming numerous challenges without the cushion of substantial external funding. However, by focusing on practical sales strategies and honing your software sales process, you can build a sustainable and profitable business. In […]

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Sales Tips

Why Selling on Value, Not Cost, Is the Key to Success in Software Sales

In the competitive world of software sales, I’ve noticed a common strategy: emphasizing low prices. But this approach is fundamentally flawed. Contrary to popular belief, customers do not necessarily want the cheapest product. Instead, they seek value. Let’s explore why selling on value rather than cost is crucial and how to implement this sales strategy […]

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Scale Your SaaS

Your Guide To LinkedIn Do’s and Don’ts – with Donald Kelly

In the fast-paced world of software sales, finding innovative ways to connect and engage with potential clients is paramount. Recently, I had the pleasure of featuring Donald Kelly, Founder and Chief Sales Evangelist at The Sales Evangelist on the show. Donald’s journey, insights, and strategies offer a masterclass in sales evangelism, emphasizing the importance of […]

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Sales Tips

The Power of Stories in Software Sales: A Lesson from Capri

The Power of Stories in Software Sales: A Lesson from Capri I’m currently on the beautiful island of Capri in Italy, and I have a fascinating story that perfectly illustrates the importance of storytelling in software sales. You won’t believe how an Italian heritage tale connects to our industry, but trust me, it’s worth hearing. […]

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Scale Your SaaS

Is a Fractional Sales Leader Right for Me? – with Mike Malloy

EPISODE SUMMARY Software companies are increasingly looking for innovative ways to scale their operations while maintaining flexibility and cost-efficiency. Enter Mike Malloy, founder of Malloy Industries Consulting Group. With over 15 years of corporate experience and a stellar track record, including helping entrepreneurs secure deals on the popular show Shark Tank, Mike is at the […]

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Scale Your SaaS

Growing Like a VC-Backed Company: Lead Generation Insights from Matt Wolach

https://ryanstaley.io/blog/4-step-closing-framework-for-exponential-results/ https://ryanstaley.io/blog/the-3-most-common-lead-gen-mistakes-made-and-how-to-fix-them/ EPISODE SUMMARY Recently, I had the honor of joining the podcast as a guest. I delved into my expertise in lead generation, pinpointed common mistakes, and highlighted opportunities that many businesses overlook.  Growing a software company without the backing of investors can seem daunting, but I provide you with a clear path to […]

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Sales Tips

The Three T’s of Cold Email Outbound Success: A Guide to Boost Your Campaigns

The Three T’s of Cold Email Outbound Success: A Guide to Boost Your Campaigns Today we’re diving into the essentials for cold email outbound success in the software world. These key elements all start with the letter “T,” and mastering them can transform your email campaigns from mediocre to fantastic. If you miss out on […]

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Scale Your SaaS

How to Grow Revenues with Great Account Management – with Alex Raymond

In 2024, the software industry is experiencing what I like to call “The Big Squeeze.” Sales leaders and Chief Revenue Officers (CROs) are being asked to achieve more with fewer resources. Goals and quotas remain unchanged, but teams are shrinking, leads are drying up, and customers are less responsive. This pressure cooker environment is causing […]

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Sales Tips

How to Handle a Group Software Demo

How to Handle a Group Software Demo Handling a group demo with several decision-makers can be daunting, but you can turn this challenge into a substantial opportunity with the right approach. Here’s how to excel when you find yourself presenting to a group, ensuring that every participant is engaged and convinced by your demo. 1. […]

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Scale Your SaaS

Navigating Startup Mistakes, Successes, and $82M in Funding – Ozan Unlu

EPISODE SUMMARY In this week’s episode of Scale Your SaaS, Ozan Unlu, founder and CEO of Edge Delta, shared insights into his journey and the innovations driving his company with host and B2B SaaS Sales Coach Matt Wolach.    With a background that spans leadership roles at tech and aerospace giants like Microsoft, Boeing, and […]

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Sales Tips

3 Reasons Why Your Software Demo Didn’t Close

3 Reasons Why Your Software Demo Didn’t Close I’m coming to you from sunny Arizona to discuss something crucial for all you software sales professionals: why your demos aren’t closing deals. I often hear folks saying, “I did a great demo. The prospects seemed to like it, but they never signed up. Why?” Let’s dive […]

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Scale Your SaaS

Go from Startup to Unicorn – with Jason Radisson

EPISODE SUMMARY In the dynamic world of business, where innovation is the lifeblood of success, it takes a special kind of vision and determination to carve out a niche that truly makes a difference. In this episode of Scale Your SaaS, Jason Radisson, CEO and founder of Movo, shared insights into his entrepreneurial journey with […]

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Sales Tips

The Worst Software Demo I’ve Ever Seen

The Worst Software Demo I’ve Ever Seen Have you ever watched a software demo that made you cringe? Maybe you’ve even been the unfortunate victim of a genuinely terrible presentation. Strap in because I’ve just witnessed what I can only describe as the epitome of demo disasters. Recently, I had the misfortune of observing the […]

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Scale Your SaaS

Proven Ways to Acquire and Keep Customers for Life – with Richard Weylman

EPISODE SUMMARY In the ever-evolving world of SaaS, where personal touch and customer satisfaction are critical, it’s essential to grasp the nuances of customer experience and relationship management. I was thrilled to chat with Richard Weylman, a distinguished business consultant and Hall of Fame keynote speaker this week. Richard offered invaluable insights from his upcoming […]

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Sales Tips

Unlocking Sales Success: Avoiding the Curse of Product

Unlocking Sales Success: Avoiding the Curse of Product In the world of software sales, a phenomenon often goes unnoticed until it’s too late: the Curse of Product. Let’s discuss its potential to derail even the most promising businesses. I’ve outlined how an exceptional product can inadvertently lead to complacency within software sales teams, resulting in […]

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Scale Your SaaS

How to Get Your Startup Early Traction – with Graham Curry

EPISODE SUMMARY Launching a software startup is like embarking on a journey into the unknown, with twists and turns that can often be as exhilarating as they are daunting. Graham Curry, founder of Handicaddie, shares his insights from the rollercoaster ride of startup life, offering valuable lessons for fellow founders and aspiring entrepreneurs with host […]

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Mastering SaaS

Time Management Strategies for SaaS Sales Professionals: Training Tips

Time Management Strategies for SaaS Sales Professionals: Training Tips In the fast-paced world of Software as a Service (SaaS) sales, mastering the art of time management is essential for success. As a SaaS sales professional, your ability to efficiently allocate your time can significantly impact your productivity and, ultimately, your bottom line. In this blog […]

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Sales Tips

How Click Contracts increased their closed deals per month by 400%

How Click Contracts increased their closed deals per month by 400% When my client Kerby came to me, he was looking for coaching to sell his software.\ The story of what I showed him and how he QUADRUPLED subscriptions is wild. Kerby, a top realtor in Minnesota, knew the pain of dealing with time-consuming real […]

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Mastering SaaS

Understanding Buying Signals: Closing Techniques in SaaS Sales Training

Understanding Buying Signals: Closing Techniques in SaaS Sales Training In the fast-paced world of SaaS sales, mastering the art of recognizing buying signals and employing effective closing techniques is paramount to success. Understanding when a prospect is ready to purchase and knowing how to seal the deal can make all the difference in achieving sales […]

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Sales Tips

Mastering the Art of Timing in Sales: A Subtle Approach to Accelerating Deals

Mastering the Art of Timing in Sales: A Subtle Approach to Accelerating Deals One of the key pieces we need to learn from a prospect during a great software sales process is ‘timing.’ As a software sales trainer, I’m constantly asked by my clients how to best learn about the prospect’s timing for purchasing. Follow […]

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