Scale Your SaaS

50 episodes listed below

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Field notes for growing software companies.

The gist

Scale Your SaaS is a business interview show built around the practical pressure points of growing a software company. Episodes pair Matt Wallach with SaaS leaders who explain decisions around capital, metrics, marketing process, sales performance, community, and differentiation.

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About Scale Your SaaS

Scale Your SaaS is an interview-driven business show about the working parts of software growth. Matt Wallach hosts conversations with SaaS founders, CEOs, operators, and company builders, usually starting from a problem that many software leaders already recognize. Capital is one recurring theme. Episodes examine when a company should seek financing, why debt can matter alongside equity, and what lenders may look for in a B2B software business. Metrics are another major lane. Randy Wootton’s episode turns messy reporting, board pressure, renewals, churn, expansion, and billing complexity into a practical discussion about knowing what is actually happening inside a growing company. Marketing is treated as a process problem, not just a creative one. Andy Culligan’s conversation centers on the lost opportunities and disjointed execution that can come from weak planning. Sales conversations often come back to buyer understanding. Amarpreet Kalkat’s episode frames differentiation in a crowded AI market around knowing the buyer, while Stacie Chan connects sales performance with the discipline of showing up with energy even after repeated demos. Founder stories add a broader arc. Steven Webster talks through becoming an accidental entrepreneur, building toward industry leadership, and thinking about the next company. Will Robinson’s appearance brings in the isolated, uneven side of leading a successful SaaS business. Alex Duma’s episode highlights peer community as a practical resource for leaders who lack a circle for candid advice. The show’s pace is brisk. The language is direct. It is more interested in repeatable moves than inspirational mythmaking. Episodes tend to promise a clear business takeaway and then push guests toward the lived details behind it. For PlayNext users, the show fits best as a founder’s field guide: financing, positioning, metrics, selling, marketing, community, and resilience, all filtered through people currently operating in the SaaS world.

Made for: Built for SaaS founders, CEOs, revenue leaders, and operators trying to move from scattered growth activity to clearer execution. It also suits aspiring software founders who want candid examples from people already inside the startup and scale-up cycle.

What sets it apart: The show keeps its attention on practical company-building moments: when to raise capital, what to measure, how to position, and how leaders handle pressure. Its guest mix gives listeners a cross-section of financing, sales, marketing, metrics, community, and founder experience without drifting far from SaaS operations.

In their own words

Each week we talk with those who have succeeded and inspired in the world of software. How they did it, what advice they have, and what's coming in the future with new innovation. All aimed at helping you generate more leads, close more new customers, and Scale Your SaaS.

As heard by us

Based on 5 episodes we listened to · September 2026

Scale Your SaaS connects founder interviews to concrete decisions about selling, measurement, financing and company growth.

Scale Your SaaS turns the recurring problems of software growth into focused interviews with people who have faced them firsthand. Matt Wallach asks direct, operational questions about marketing process, company metrics, sales differentiation, financing and the path from…

Read our full review in PlayNext →

Why you'd press play

Matt Wallach keeps SaaS ambition pinned to decisions you can actually argue about on Monday.

Press play if you want

  • a cleaner way to choose metrics without letting one spreadsheet become company folklore
  • founders pressed for specifics on differentiation, buyer discovery, and building toward an exit
Read the full recommendation in PlayNext →
SaaS financing choicesdebt versus equitystartup metricssales discoverybuyer understandingmarketing processcompetitive differentiationfounder leadership

Talks about

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Episodes

  1. 1

    330: What is the Best SaaS Metric to Track - with Randy Wootton

    Randy Wootton says early SaaS teams should track bookings growth, gross retention, net retention, and recurring margin instead of staring at cash in Excel.

    Aug 27, 2024·29m·1 clip
  2. 2

    331: Is Debt or Equity Financing Better? - with Brian Parks

    Hidden gem

    Brian Parks of Bigfoot Capital says SaaS founders should treat debt and equity as tools, and he argues debt can fund growth without giving up ownership.

    Aug 27, 2024·23m·1 clip
  3. 3

    329 - The Best Marketing Process - with Andy Culligan

    Hidden gem

    Andy Culligan explains how tiered account plans and personalized direct mail helped close a major UK retailer.

    Aug 13, 2024·29m·1 clip
  4. 4

    328: He Became #1 in His Industry, Then Exited - with Steven Webster

    Hidden gem

    Stephen Webster, CEO and founder of Asensei, describes how his company adds movement recognition and coaching intelligence to digital health, fitness, and sport products.

    Aug 6, 2024·25m·1 clip
  5. 5

    327: How to Separate From the Competition - with Amarpreet Kalkat

    Hidden gem

    Humantic AI scores buyer personality at 80-85% accuracy from a LinkedIn profile or writing sample.

    Jul 30, 2024·27m·1 clip
  6. 6

    326: How to Grow to IPO with a Small Problem Solving Team - with Chris Hicken

    Jul 23, 2024·26m
  7. 7

    325: How to Build the Best Sales Team - with Ken Lazar

    Jul 16, 2024·24m
  8. 8

    324: Why Your SEO Isn’t Working - with Sam Dunning

    Jul 9, 2024·25m
  9. 9

    323: How to be the #1 Choice in Your Industry - with Frank Husmann

    Jul 2, 2024·26m
  10. 10

    322: The Seller’s Journey - with Richard Harris

    Jun 25, 2024·34m
  11. 11

    321: How to Quickly Spin Up a Quality Engineering Team - with Matt Watson

    Jun 18, 2024·27m
  12. 12

    320: LinkedIn Do’s and Don’ts - with Donald Kelly

    Jun 11, 2024·29m
  13. 13

    319: Is a Fractional Sales Leader Right for Me? - with Mike Malloy

    Jun 4, 2024·28m
  14. 14

    318: How to Grow Revenues with Great Account Management - with Alex Raymond

    May 28, 2024·29m
  15. 15

    317: On Startup Mistakes, Successes, and $82M in Funding - with Ozan Unlu

    May 21, 2024·27m
  16. 16

    316: Go from Startup to Unicorn - with Jason Radisson

    May 14, 2024·27m
  17. 17

    315: Proven Ways to Acquire and Keep Customers for Life - with Richard Weylman

    May 7, 2024·28m
  18. 18

    314: How to Get Your Startup Early Traction - with Graham Curry

    Apr 30, 2024·28m
  19. 19

    313: Is Your Pricing Wrong? - with Dan Balcauski

    Apr 23, 2024·26m
  20. 20

    312: How to Win with Twitter Ads - with Chris Orzechowski

    Apr 16, 2024·26m
  21. 21

    311: How to Avoid Wasteful Marketing Spend - with Eric Dodds

    Apr 9, 2024·28m
  22. 22

    310: Set Great Goals, Execute Correctly, And Win - with Patrick Thean

    Apr 2, 2024·28m
  23. 23

    309: Unlock Your Sales Genius Within - with Joe Ingram

    Mar 26, 2024·28m
  24. 24

    308: Ways to Overcome Startup Challenges - with Luca Zambello

    Mar 19, 2024·25m
  25. 25

    307: Why Your Marketing and PR Campaigns Aren’t Working - with Joe Zappa

    Mar 12, 2024·24m
  26. 26

    306: Can AI Boost Sales? - with Ryan Staley

    Mar 5, 2024·27m
  27. 27

    305: How To Become a Unicorn Company - with Roland Siebelink

    Feb 27, 2024·26m
  28. 28

    304: Pricing Mistakes that Cost You Lost Revenue - with Mark Stiving

    Feb 20, 2024·28m
  29. 29

    303: Massive Lead Gen with an Effective SDR Team - with Gabe Lullo

    Feb 13, 2024·25m
  30. 30

    302: How to Use Smart Marketing to Win New Business - with Leanne Dow-Weimer

    Feb 6, 2024·26m
  31. 31

    301: The Best Way to Hire Top Talent - with Beth Nevins

    Jan 30, 2024·30m
  32. 32

    300: How to Start Your Affiliate Marketing Program - with Joran Hofman

    Jan 23, 2024·25m
  33. 33

    299: How AI Can Automate Your Content Creation - with Cody Schneider

    Jan 16, 2024·29m
  34. 34

    298: How to Keep SaaS Customers Longer - with Luke Diaz

    Jan 9, 2024·21m
  35. 35

    297: How to Reduce Churn and Get More Lost Customers Back - with Baird Hall

    Jan 2, 2024·24m
  36. 36

    296: My Best Tips - Matt Wolach Solo Podcast Episode

    Dec 26, 2023·21m
  37. 37

    295: Win More Deals by Knowing What Your Customer Needs - with Brady Jensen

    Dec 19, 2023·27m
  38. 38

    294: How to Win Large Enterprise Deals as a Startup - with Ron Gidron

    Dec 12, 2023·25m
  39. 39

    293: How to Make Investors Love You - with Joe Dormani

    Dec 5, 2023·26m
  40. 40

    292: How to Find the Best Tech Talent - with John Light

    Nov 28, 2023·27m
  41. 41

    291: Get Terrific Leads Through Networking - with Philip Pelto

    Nov 21, 2023·25m
  42. 42

    290: How Amazing Customer Support Leads to Great Growth - with Greg Rich

    Nov 14, 2023·25m
  43. 43

    289: Which Metrics to Track as a SaaS Business - with Jason Kruger

    Nov 7, 2023·28m
  44. 44

    288: Ways to Overcome the Ups and Downs of the Software World - with Will Robinson

    Host Matt Wallach interviews CEO Will Robinson about overcoming challenges and scaling a SaaS business.

    Oct 31, 2023·28m
  45. 45

    287: All Things Marketing Automation - with Shay Howe

    Oct 24, 2023·29m
  46. 46

    286: How Sales is Like Acting - with Stacie Chan

    Host Matt Wallach interviews Stacey Chan about blending sales science and art, and using AI for content creation to scale a SaaS business.

    Oct 17, 2023·27m
  47. 47

    285: How to Mitigate Mistakes Through Smart Decision Making - with James Weir

    Oct 10, 2023·26m
  48. 48

    284: The Power of a Global Community of SaaS Leaders - with Alex Theuma

    Host Matt Wallach interviews Alex Duma about building a community for software leaders to share struggles and advice, aimed at helping listeners scale their SaaS businesses.

    Oct 3, 2023·29m
  49. 49

    283: From Unknown to Unforgettable - Content That Converts - with Jake Hurwitz

    An interview with Jake Hurwitz of Thursday Labs about creating content that builds a brand and generates quick results for SaaS companies.

    Sep 26, 2023·27m
  50. 50

    282: From $0 to Exit - How Staying Focused Allowed Them to Win - with Sanjay Ghare

    Sep 19, 2023·23m