All Episodes

April 30, 2025 44 mins

This Week's Episode:

In this episode of Software Sales Simplified, Matt Long and Kevin Donville engage with Derek Francis, a seasoned sales executive with over 25 years of experience. They discuss Derek's journey from engineering to sales, the importance of culture in building effective sales teams, and the challenges of scaling in the creator economy. Derek shares insights on hiring for potential, navigating over-hiring, and applying enterprise sales principles to new industries. The conversation emphasizes the need for adaptability, continuous growth, and leveraging networks in sales.


About Our Guest:

Derek Francis, Global Head of Revenue Growth for Merchfarm, is a seasoned go-to-market executive with over 24 years of experience in enterprise software, including 16 years leading high-performing teams ranging in size from 4 to over 100. He played a pivotal role in scaling a $4M startup into a $300M global business—now valued at over $5B—through strategic expansion and disciplined execution. Derek has consistently outperformed sales targets at top-tier companies such as IBM, MicroStrategy, Infor, and Contentsquare, and began his career selling ERP solutions under the mentorship of a former CFO. His expertise spans GTM strategy, operational excellence, and authentic leadership, with a proven ability to build strong cultures and diverse teams. He has led successful engagements with retail giants like Walmart, Amazon, Verizon, and Sephora, and is recognized for pioneering virtual engagement models and developing future leaders.


How to Find out More About Derek:

You can find Derek's profile on LinkedIn:

https://www.linkedin.com/in/derek-francis-176937/


How to Find MerchFarm:

https://merchfarm.com/


Chapters:

00:00 Introduction to Software Sales Simplified

01:12 Derek Francis: A Journey Through Sales

04:05 Transitioning from Engineering to Sales

09:02 The Impact of Y2K on Careers

13:52 Building a Sales Team at Clicktale

19:07 The Importance of Culture in Sales Teams

21:34 Navigating the Challenges of Scaling Sales Teams

27:21 Transitioning to the Creator Economy

32:24 Applying Enterprise Sales Principles to New Industries

35:50 Building Brands in the Creator Space

43:46 Embracing Change and Continuous Learning

47:44 Like, Follow, Subscribe, and Comment!


About Software Sales Simplified:

Visit us at:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://www.strategicsalesoptimization.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Follow us on Linkedin:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://tinyurl.com/2tcx7mjx⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Send us your questions at ⁠- ⁠⁠Sales@stratsalesllc.com⁠⁠⁠


Get Your Copy of "Winning Faster"!

Order your own copy of, "Winning Faster: The MOVE Framework for Enterprise Software Sales" on our website or on Amazon.

Available Here:

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strategicsalesoptimization.com/move-book⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


Why Listen to Software Sales Simplified?

Make Software Sales Simplified: MOVE to Success, your go-to podcast for mastering enterprise software sales through authentic customer engagement and actionable consulting insights. Join us for each episode as we break down proven strategies and real-world experiences to help you build trust, close deals, and drive long-term success along your Enterprise Software Sales or Consulting journey.


Copyrighted Broadcast:

Thank you for tuning in to Software Sales Simplified: MOVE to Success. This podcast is produced by and is the sole property of Strategic Sales Optimization LLC, copyright 2025. Reproduction or use of this broadcast in whole or in part without express written permission from Strategic Sales Optimization LLC is strictly prohibited. All rights reserved.

Mark as Played

Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Cardiac Cowboys

Cardiac Cowboys

The heart was always off-limits to surgeons. Cutting into it spelled instant death for the patient. That is, until a ragtag group of doctors scattered across the Midwest and Texas decided to throw out the rule book. Working in makeshift laboratories and home garages, using medical devices made from scavenged machine parts and beer tubes, these men and women invented the field of open heart surgery. Odds are, someone you know is alive because of them. So why has history left them behind? Presented by Chris Pine, CARDIAC COWBOYS tells the gripping true story behind the birth of heart surgery, and the young, Greatest Generation doctors who made it happen. For years, they competed and feuded, racing to be the first, the best, and the most prolific. Some appeared on the cover of Time Magazine, operated on kings and advised presidents. Others ended up disgraced, penniless, and convicted of felonies. Together, they ignited a revolution in medicine, and changed the world.

Crime Junkie

Crime Junkie

Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.