Software Sales Tips by Matt Wolach

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

What is CAC Payback and Why Do We Need to Track It?

The software company you run is complex, with numerous metrics to track and understand, not the least of which is your Customer Acquisition Cost (CAC) and the associated payback period. Understanding these crucial aspects of your business is paramount to managing your expenses and driving your company forward. The CAC metric represents the money spent […]

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Scale Your SaaS

How to Win Deals with a Webinar – with Melissa Kwan

EPISODE SUMMARY Webinars play a pivotal role in modern software sales funnels, offering entrepreneurs and SaaS sales professionals a powerful tool for connecting with potential customers. Whether through live or pre-recorded webinars, the key is to provide valuable and engaging content that educates, inspires, and persuades viewers.  That’s why in this week’s episode of Scale […]

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Scale Your SaaS

How to Achieve Your Dream Exit – with Christine McDannell

EPISODE SUMMARY Getting a dream exit is the ultimate end game for many software founders. There are multiple reasons behind each exit, but the goal for all is the same. How do you ensure that you get your money’s worth when you finally put your SaaS, which you worked so hard for, up for sale? […]

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Sales Tips

How To Approach a Potential Partner To Drive Great Leads

Great software businesses are built from the efforts of multiple stakeholders.  The credit does not solely belong to the executives or the employees who are directly working on the product. It also rides on the backs of the clients and your business partners. You might be thinking, as a budding software founder or even a […]

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Scale Your SaaS

Why Your SEO Strategy Isn’t Working – with Alan Silvestri

EPISODE SUMMARY SEO has been one of the cornerstones of content marketing in SaaS. You hear this term a lot among businesspeople and corporations. Many brands use this strategy, often stating that their blog adheres to SEO principles. And yet only a few actually generate traffic, much less close a deal from any of their […]

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Sales Tips

How To Get To The Decision Maker So You Can Close

When you think about it, SaaS sales is another highly competitive sport with way more dollars on the line. It’s simultaneously both challenging and rewarding, making it super fun. But as you level up and become a pro, you may begin to hit certain roadblocks. Imagine that you are playing darts. Most people think the […]

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Scale Your SaaS

How Treasure Data Went From $0 to $100M in Revenue – with Kaz Ohta

EPISODE SUMMARY In today’s fast-paced digital world, software businesses must stay connected with their customers to provide an optimal experience. However, with so much consumer data scattered across various applications and systems, getting a complete view of a customer is challenging. This problem is where a Customer Data Platform (CDP) comes in.  This week’s episode […]

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Sales Tips

The 3 Best Demo Tips – Win More Deals with These

Previously, we discussed how the demo is not just some long and exhaustive exploration of product features that nobody asked about. This tidbit of SaaS sales insight predictably gave many awesome listeners that ‘Aha!’ moment they’ve been looking for. And so we are back with more demo content. A word of caution, however, especially to […]

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Scale Your SaaS

How to Launch and Scale to Success Quickly – with Omar Jordan

EPISODE SUMMARY There are several ways that a software company can apply to catapult itself straight to a big exit. One of the easiest ways to do this is by finding a market gap that everyone overlooks because they deem it too small to matter. Completely fill it in with your SaaS, and you will […]

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Sales Tips

The Demo is More Than the Demo

  A few years ago, a client of mine said it best: “Matt, you’ve taught me that the demo is so much more than the demo.” Sounds weird, but it’ll make sense once you see this video. As a SaaS sales coach, the topic of demos is simply one of those things permanently etched in […]

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Scale Your SaaS

How to Grow Your SaaS by Using the Proper Resources – with Sharekh Shaikh

EPISODE SUMMARY Research is an important aspect of developing your software business. Finding problems to develop a SaaS product for is already research. Surprisingly, this has been made more challenging not by the difficulty of the process but by the risks that come with it. And so, ensuring you do research right is imperative to […]

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Sales Tips

Software Demos are Not Training Sessions

There’s one big mistake that many make when starting to do demos for the first time. It’s thinking that we need to train the prospect on the product. Truth is, the demo is the number one most important part of the sales process, but many software leaders don’t treat it as such, and don’t learn […]

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Scale Your SaaS

Why Nailing Your ICP Is Critical for Growth – with Niclas Lilja

EPISODE SUMMARY Subscription-based billing models have become increasingly popular in the world of business-to-business (B2B) software sales. However, implementing a subscription model is more complex than it may seem. In this podcast, Niclas Lilja, Founder & CEO of Younium discusses the importance of subscription management for SaaS businesses, nailing your ICP, highlighting common issues companies […]

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Sales Tips

Should You Track All Leads or Only Qualified Leads

At some point in your life, you’ve most likely heard the phrase, “the more, the better.” It could have been said by your mother or wife while they were out grocery shopping. Others probably heard it from other business mentors who practice the abundance mindset in a software business. Applying this to SaaS lead generation, […]

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Scale Your SaaS

How to Sell More Through Copywriting – With Aaron Wrixon

EPISODE SUMMARY There are lots of emerging Artificial Intelligence software that could help you boost your content creation. But you’ve got to keep in mind that your content has to get your message across to your buyers. You’ve got to be able to connect with others through your words.  Founder of WRIXON, Aaron Wrixon, explains […]

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Sales Tips

How to Drive a Crazy Amount of Referrals

The word “referral” usually paints the image of shiny redeemable coupon customers get after acting as salespeople on behalf of a brand. Give or take, the reward will be unlocked after 5-10 closed deals. What if I tell you that you can flawlessly execute your software company’s referrals with only a slight tweak to how […]

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Sales Tips

Should You Script Your Sales Calls

Whether you’re on your first software demo or have been through a few sales calls already, you might be conflicted about using a script. This is perfectly understandable, as sales leaders are still debating which is the best approach.  After all, scripted and non-scripted sales calls have pros and cons. Suppose you went scriptless in […]

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Scale Your SaaS

How to Be More Effective in Sales Outreach – with Ekin Ober

  EPISODE SUMMARY What do you think are the makings of a great software sales leader? Is it having years of sales experience under one’s belt? Is it a sales degree from a famous university? Do they know the ins and outs of sales like the back of their hand? While these can certainly help, […]

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Scale Your SaaS

Finish the Year Strong – with Matt Wolach

EPISODE SUMMARY If you’re in the software industry, you’re probably aware that many companies shut down in December. Some of them become a little complacent and think that because it’s the holiday season, they pause their business, thinking it’s a slow time to make a profit. On the contrary, Matt Wolach, host of SaaS-Story in […]

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Sales Tips

3 Ways to Increase Your Average Deal Size

Imagine this… your software company finally took off. You are now closing a steady amount of deals. The first year ends with a bang, and you are eager to make bigger profits over the next quarters. Very soon, you hit a wall in the form of your conversion rate being at a plateau. Sounds familiar, […]

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