Software Sales Tips by Matt Wolach

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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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Mastering SaaS

Continuous Improvement: Feedback and Coaching in SaaS Sales Training

Continuous Improvement: Feedback and Coaching in SaaS Sales Training In the dynamic and competitive world of Software as a Service (SaaS) sales, continuous improvement is not just a goal but a necessity for success. Sales teams in the SaaS industry must constantly evolve and adapt to meet the changing needs of customers and the market.  […]

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Mastering SaaS

SaaS Sales Training for Different Industries: Tailoring Your Approach

SaaS Sales Training for Different Industries: Tailoring Your Approach In the rapidly evolving Software as a Service (SaaS) landscape, sales training plays a pivotal role in achieving success. However, a one-size-fits-all approach sometimes cuts it for different industries. Understanding the unique needs and nuances of various sectors is essential for effectively tailoring your SaaS sales […]

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Scale Your SaaS

Is Your Pricing Wrong? – with Dan Balcauski

EPISODE SUMMARY In the bustling world of SaaS startups, where innovation is critical, and competition fierce, pricing strategies often hold the key to success or failure. It’s a topic that can make or break a company, yet it’s usually approached with more art than science. This week Dan Balcauski, founder of Product Tranquility, dove deep […]

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Mastering SaaS

Staying Agile: Adapting SaaS Sales Training to Market Changes

Staying Agile: Adapting SaaS Sales Training to Market Changes Staying ahead of market changes is crucial for sales teams to remain competitive and succeed. With evolving customer needs, technological advancements, and competitive landscapes, it’s essential for SaaS sales training to be agile and adaptable.  Let’s explore the importance of agility in SaaS sales training, how […]

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Mastering SaaS

Personal Branding for SaaS Sales Professionals: Training for Success

Personal Branding for SaaS Sales Professionals: Training for Success In the competitive landscape of SaaS sales, standing out from the crowd is essential for success. Personal branding has become a powerful tool for sales professionals to differentiate themselves, build credibility, and drive sales. Let’s explore the significance of personal branding in the world of SaaS […]

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Sales Tips

Avoid These 4 Mistakes When Transitioning Sales from Founder to Team

Avoid These 4 Mistakes When Transitioning Sales from Founder to Team Are you a founder who’s struggled to hand off sales responsibilities to your team successfully? You’re not alone. Many software founders hit a brick wall when transitioning from being the primary salesperson to empowering their team to sell effectively. Let’s discuss four critical mistakes […]

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Mastering SaaS

Addressing Common Sales Objections: Training for SaaS Solutions

Addressing Common Sales Objections: Training for SaaS Solutions Sales objections can often be a significant roadblock to closing deals. Addressing these objections effectively is crucial for sales success in the SaaS industry.  This blog post will delve into the common sales objections that arise when selling SaaS solutions and provide insights into how training your […]

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Mastering SaaS

Effective Team Collaboration: Training Strategies for SaaS Sales Team

Effective Team Collaboration: Training Strategies for SaaS Sales Team In the fast-paced world of software as a service (SaaS) sales, effective team collaboration is not just a nice-to-have but a critical component of success. Sales teams that work together seamlessly are better equipped to navigate the complexities of the SaaS industry, adapt to evolving market […]

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Scale Your SaaS

How to Win with Twitter Ads – with Chris Orzechowski

EPISODE SUMMARY In a world dominated by social media giants like Meta’s Facebook and Instagram, a new player has emerged on the advertising scene, promising untapped potential and unprecedented opportunities for software business growth. Enter Xvertising – the launch of Twitter ads, a platform often overlooked yet brimming with potential for those willing to seize […]

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Mastering SaaS

The Role of Product Knowledge in Effective SaaS Sales Training

The Role of Product Knowledge in Effective SaaS Sales Training In the dynamic world of Software as a Service (SaaS) sales, product knowledge plays a pivotal role in sales professionals’ success. Understanding the intricacies of the SaaS products they sell empowers sales teams to communicate their value proposition effectively, address customer pain points, and drive […]

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Mastering SaaS

SaaS Sales Training for Account Management and Customer Success

SaaS Sales Training for Account Management and Customer Success In the fast-paced world of Software as a Service (SaaS), practical sales training is crucial for driving success in both account management and customer success. As the technology landscape evolves, companies recognize the importance of equipping their teams with the necessary skills to navigate the complex […]

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