
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…
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
Talks about
Podcasts like Scale Your SaaS
Startups For the Rest of UsRob WallingRob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.
Work From AnywhereAbbey AshleyAbbey Ashley's playbook for turning your job skills into a virtual assistant business.

The SaaS Revolution ShowThe SaaS Revolution Show, Alex TheumaSaaS operators on scaling, pricing and AI, metrics included.

Without FailGimletAlex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
Episodes
- 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
331: Is Debt or Equity Financing Better? - with Brian Parks
Hidden gemBrian 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
329 - The Best Marketing Process - with Andy Culligan
Hidden gemAndy Culligan explains how tiered account plans and personalized direct mail helped close a major UK retailer.
Aug 13, 2024·29m·1 clip - 4
328: He Became #1 in His Industry, Then Exited - with Steven Webster
Hidden gemStephen 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
327: How to Separate From the Competition - with Amarpreet Kalkat
Hidden gemHumantic AI scores buyer personality at 80-85% accuracy from a LinkedIn profile or writing sample.
Jul 30, 2024·27m·1 clip - 6
326: How to Grow to IPO with a Small Problem Solving Team - with Chris Hicken
Jul 23, 2024·26m - 7
325: How to Build the Best Sales Team - with Ken Lazar
Jul 16, 2024·24m - 8
324: Why Your SEO Isn’t Working - with Sam Dunning
Jul 9, 2024·25m - 9
323: How to be the #1 Choice in Your Industry - with Frank Husmann
Jul 2, 2024·26m - 10
322: The Seller’s Journey - with Richard Harris
Jun 25, 2024·34m - 11
321: How to Quickly Spin Up a Quality Engineering Team - with Matt Watson
Jun 18, 2024·27m - 12
320: LinkedIn Do’s and Don’ts - with Donald Kelly
Jun 11, 2024·29m - 13
319: Is a Fractional Sales Leader Right for Me? - with Mike Malloy
Jun 4, 2024·28m - 14
318: How to Grow Revenues with Great Account Management - with Alex Raymond
May 28, 2024·29m - 15
317: On Startup Mistakes, Successes, and $82M in Funding - with Ozan Unlu
May 21, 2024·27m - 16
316: Go from Startup to Unicorn - with Jason Radisson
May 14, 2024·27m - 17
315: Proven Ways to Acquire and Keep Customers for Life - with Richard Weylman
May 7, 2024·28m - 18
314: How to Get Your Startup Early Traction - with Graham Curry
Apr 30, 2024·28m - 19
313: Is Your Pricing Wrong? - with Dan Balcauski
Apr 23, 2024·26m - 20
312: How to Win with Twitter Ads - with Chris Orzechowski
Apr 16, 2024·26m - 21
311: How to Avoid Wasteful Marketing Spend - with Eric Dodds
Apr 9, 2024·28m - 22
310: Set Great Goals, Execute Correctly, And Win - with Patrick Thean
Apr 2, 2024·28m - 23
309: Unlock Your Sales Genius Within - with Joe Ingram
Mar 26, 2024·28m - 24
308: Ways to Overcome Startup Challenges - with Luca Zambello
Mar 19, 2024·25m - 25
307: Why Your Marketing and PR Campaigns Aren’t Working - with Joe Zappa
Mar 12, 2024·24m - 26
306: Can AI Boost Sales? - with Ryan Staley
Mar 5, 2024·27m - 27
305: How To Become a Unicorn Company - with Roland Siebelink
Feb 27, 2024·26m - 28
304: Pricing Mistakes that Cost You Lost Revenue - with Mark Stiving
Feb 20, 2024·28m - 29
303: Massive Lead Gen with an Effective SDR Team - with Gabe Lullo
Feb 13, 2024·25m - 30
302: How to Use Smart Marketing to Win New Business - with Leanne Dow-Weimer
Feb 6, 2024·26m - 31
301: The Best Way to Hire Top Talent - with Beth Nevins
Jan 30, 2024·30m - 32
300: How to Start Your Affiliate Marketing Program - with Joran Hofman
Jan 23, 2024·25m - 33
299: How AI Can Automate Your Content Creation - with Cody Schneider
Jan 16, 2024·29m - 34
298: How to Keep SaaS Customers Longer - with Luke Diaz
Jan 9, 2024·21m - 35
297: How to Reduce Churn and Get More Lost Customers Back - with Baird Hall
Jan 2, 2024·24m - 36
296: My Best Tips - Matt Wolach Solo Podcast Episode
Dec 26, 2023·21m - 37
295: Win More Deals by Knowing What Your Customer Needs - with Brady Jensen
Dec 19, 2023·27m - 38
294: How to Win Large Enterprise Deals as a Startup - with Ron Gidron
Dec 12, 2023·25m - 39
293: How to Make Investors Love You - with Joe Dormani
Dec 5, 2023·26m - 40
292: How to Find the Best Tech Talent - with John Light
Nov 28, 2023·27m - 41
291: Get Terrific Leads Through Networking - with Philip Pelto
Nov 21, 2023·25m - 42
290: How Amazing Customer Support Leads to Great Growth - with Greg Rich
Nov 14, 2023·25m - 43
289: Which Metrics to Track as a SaaS Business - with Jason Kruger
Nov 7, 2023·28m - 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
287: All Things Marketing Automation - with Shay Howe
Oct 24, 2023·29m - 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
285: How to Mitigate Mistakes Through Smart Decision Making - with James Weir
Oct 10, 2023·26m - 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
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
282: From $0 to Exit - How Staying Focused Allowed Them to Win - with Sanjay Ghare
Sep 19, 2023·23m