Software Sales Tips by Matt Wolach

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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.

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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

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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

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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

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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

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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

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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

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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

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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

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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

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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.

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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

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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

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Scale Your SaaS

Understanding the Power of AI – with Jon Ricketts

EPISODE SUMMARY In the rapidly evolving landscape of technology, the power of AI is undeniable. One company that has harnessed the potential of

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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

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Scale Your SaaS

What Your SaaS Marketing is Missing – with Nathan Yeung

EPISODE SUMMARY Marketing is often associated with creative visuals and compelling messages, but there’s a hidden side to it that’s just as crucial

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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

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Scale Your SaaS

The Best Ways to Get an Accurate Financial Picture of Your Business – with Jesse Rubenfeld

EPISODE SUMMARY When it comes to accounting, how much time is spent creating entries and spreadsheets? While this is not a big deal,

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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

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Scale Your SaaS

How to Hyper-Personalize Your Email Marketing – with Abby Hehemann

EPISODE SUMMARY Email marketing has become a lot harder nowadays. SaaS companies have a higher chance of landing in spam after spending hundreds

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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

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