DRMG
The SaaS Brand Strategy Show
As marketing team and agency leaders specializing in B2B and B2C category creation, your co-hosts Dustin Robertson, and Mike Geraci talk all things SaaS. We dive deep into in our software experience with brand and business strategy, fundraising with the right story, strategic narratives, the voice of the customer, and anything in service of SaaS business leaders owning the brand that drives demand.
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Episodes
Ep. 57 - From Cannes to Chaos—CMOs, Creators & the AI Tension 22.09.2025 35:49
In this episode of the SaaS Brand Strategy Show , DRMG welcomes Winston Binch, Chief Brand & Experience Officer at Gale, for a frank conversation about the shifting ground under marketers’ feet. We unpack: Why Cannes has shifted from a creative director’s festival to a CMO showcase What 70% of CFOs get wrong about AI’s role in marketing How big agencies are reengineering workflows around AI—fr...
Category Design vs. Positioning: Why Story Beats Spin 29.07.2025 40:08
This episode’s a cross-post from Content Blocks , hosted by Joe—who we first met while he was leading content at Mosaic, one of our early DRMG clients. We worked with their team on the Strategic Finance category strategy, and in this conversation, Joe talks about how that work gave him a real foundation to build content that actually resonated with the market. We also dig into how category strate...
Episode 54 — The “Modern” Trap: Why It's a Lazy Differentiator 27.06.2025 24:11
Too many SaaS companies are leaning on “modern” as their go-to positioning—modern data stack, modern payroll, modern analytics. In this episode, we break down why “modern” isn’t a meaningful differentiator, how it fails to connect with what customers actually care about, and what to use instead to build a defensible, outcome-driven brand narrative.
What SaaS Startups and Home Builders Have in Common 10.06.2025 23:50
Last week, Dustin traveled to Texas for a round-table discussion at a publicly-traded real estate development firm's retreat. The panel's topic was (TBD). What Dustin discovered was that the very same dynamics that push SaaS startups to seek greater clarity and alignment on their positioning exist in a large real estate bureaucracy: How do we establish competitive differentiation in the ma...
Ep. 52 - Building Brands that Stick: Lessons from the Rise and Sale of Backcountry.com 18.09.2024 30:40
This episode of the SaaS Brand Strategy Show goes back in time for timeless truths. A discussion with Backcountry.com's employee #3 and first and former CMO on the rise and sale of outdoor retailer Backcountry.com, a company that deeply immersed itself in its target customer communities to drive growth. Key takeaways include: The importance of maintaining a sharp, differentiated brand identity...
Ep 51 - Category lessons from the Supreme, Luxottica, Meta deals 07.08.2024 20:04
On last week's Meta earnings call, Zuckerberg reported that demand for the Ray-Ban 'Smart Glasses' was “...still outpacing our ability to build them.” Either demand is through the roof (not seeing it), or the capacity to produce them is still developing (likely). Regardless, it appears optical-based assisted intelligence is here to stay in one form or several. On Episode 51 of the SaaS...
Ep. 50 - Why Category Strategy Scares the Sales Team 26.07.2024 24:13
In this episode of The SaaS Brand Strategy Show, hosts Mike Geraci and Dustin Robertson are joined by Adam and Teymour from DashLX to discuss the challenges and successes of introducing a new category into the market, specifically focusing on the concept of "Lived Experience (LX)" data in the sales process. Adam and Teymour share their journey from inception to successful sales, providin...
Apple Delivers A Master Class In Category Design with Apple Intelligence 22.06.2024 22:17
Apple recently made some big waves in the AI space. We'll discuss their strategic positioning with "Apple Intelligence AI" and the introduction of a privacy-focused "Personal Intelligence System." We'll explain what this means for the future of AI and what it might tell us about Apple's vision for personal technology.
Can Ai Be Strategic? Do You Have a Small Language Model? 13.06.2024 21:53
Remember when machine learning was supposed to change how we did business? Machine Learning within an organization never materialized except for the largest enterprises with the largest data sets. Large Language Models (LLM) are delivering what machine learning never could. Build a Small Language Model (SML) and be blown away at what you can do with very little data. Shoutout to Kyle Coleman . As...
Ep. 47 - Hubspot Acquires Clearbit: Will Their Category Change? 13.12.2023 42:34
On this week's episode of the SaaS Brand Strategy Show, Ryan, Mike, and Dustin delve into HubSpot's recent acquisition of Clearbit. A move that is part of what's been a significant shift in HubSpot's strategy over recent years, from a focus on inbound marketing to a broader customer management approach. We explore how Clearbit's data enrichment tools can impact customer's C...
Ep. 46 - Unpacking Humane's "AI Pin" Launch & New Tech Category Lessons 28.11.2023 43:01
On this episode of The SaaS Brand Strategy show, we kick off a critical analysis of the world’s first “AI pin” introduced this month by Humane. Not just the pin itself, but the launch, and the combined praise and ire it’s drawn within the tech community. We’ll be discussing features, design, and the philosophy that drove its creation—but even more so whether or not that philosophy is showing up pr...
Ep. 45 - From B2C Psychology to B2B Category Design (with Eddie Yoon of Category Pirates) 10.11.2023 48:54
In this episode of The SaaS Brand Strategy Show, Eddie Yoon, a renowned author, B2C and B2B marketing consultant, and category design expert, joins us to share his experience in consumer psychology and growth strategies. He highlights the importance of category creation for companies of all sizes, and why knowing your customer (and who your Super Consumers are) is key to selling and telling the ri...
Ep. 44 - Klaviyo's Rise From Shopify App to Juggernaut IPO 14.09.2023 49:09
On this week's episode of The SaaS Brand Strategy show, we dive deep into the captivating story of Klaviyo's decade-long journey to transform the ecommerce landscape—culminating in what's expected to be a massive IPO next week. Today's episode unveils the intertwined relationship between Klaviyo and Shopify, shedding light on why Klaviyo has managed to stand out as the dominant pla...
Ep. 43 - Building Up & Tearing Down Front's $200 Million Category Strategy 02.08.2023 31:08
Strap in, SaaS fans. On this week's episode of The SaaS Brand Strategy show, we're taking a ride into the heart of Front’s category strategy around their Customer Operations Platform. We love finding interesting and well-executed category strategy in the wild, and Front has made waves with their's raising over $200 million in their pursuit of this category, and the narrative surroundin...
Ep. 42 - Democratizing AI? Databricks' Billion-Dollar Bet on MosaicML 19.07.2023 38:22
In this episode, we dive deep into Databricks' recent acquisition of MosaicML, a staggering $1.3 billion transaction that aims to democratize AI and bring its services to, well... everyone? We'll explore their before and after messaging, the key elements of category strategy in play, and the role of AI in shaping today's software messaging landscape. We also delve into the challenges o...
Ep. 41 - "Remote Work" is old and so are you. The implications and expectations inherent to an antiquated category term. 24.05.2023 32:06
When evolution occurs, previously accepted nomenclature can become obsolete. So it is with "Remote Work," that charming idea of a distributed office, freed from the constraints of traditional office bureaucracy and politics. But remote from what? With the majority of business meeting invites including a Zoom, or Hangout, or Teams link isn't everyone 'remote', even those in a...
Ep. 40 - "I Am Not A Fraction" (with Bridgio CEO Paul Jones) 18.05.2023 36:35
This is the first discussion about what we have termed "Headless categories", category names that have just appeared and been adopted without any really heavy strategic thought behind them. On this episode we discuss the "Fractional Leadership" category. Fractional CMOs, Fraction CIOs, etc... Is Fractional the correct category name or is there a more appropriate term to capture...
Ep. 35 - Where Do Community and Category Collide? 25.08.2022 32:50
The word community is thrown around a lot when it comes to SaaS companies. Sometimes it's mentioned as a trendy growth tool. Sometimes it's used synonymously with social media. Sometimes it's used to refer to a group of developers coding in the same language, or against the same software. So with all these different definitions—which one is the right one? Which definition of community can you obse...
Ep. 34 - Your Brand Is Not Your Branding (And Vice Versa) 18.08.2022 26:58
Brand and branding have the same root word, but they're by no means synonyms. And yet the number of times we hear people conflate these two words is sometimes astounding. Today we tackle a pet project and pet peeve of ours, which is the nuanced but crucial difference between these two words. We're so passionate about this topic in fact, that we pressed record in the middle of a debate to capture t...
Ep. 33 - Perfecting Your Pitch in Uncertain Times 11.08.2022 37:38
As recession fears continue to muddy the waters of progress, your story is more important than ever. Your narrative—what you tell and sell in the market—will be responsible for the interest and investment you get in your next round—or unfortunately for some, the interest and investment you don't get... So on this week's episode of The SaaS Brand Strategy Show, we take a page out of Sequoia Capital...
Ep. 32 - The Trap of Domain Expertise (When Your Focus Ruins Your Focus) 05.08.2022 23:58
It's common to want and need domain expertise, when you're problem-solving. We all look for experts who've solved problems like ours before, to help us solve our own problems. But is there a point where your problem is so niche or specific, that the domain expertise simply doesn't exist? Do we sometimes focus so narrowly, that we end up over-indexing on a single aspect of our problems, that ends u...
Ep. 31 - Strahl Lightning Strikes to Prove Their Glassware "Unbreakable" | 2022 B2B Cannes Lions Minisode #4 29.07.2022 23:23
Identify your customer's problem. Create a category that solves it. Assign an enemy to the conversation. Then design a creative lightning strike that proves your category is the solution to your customers problem, and will help them defeat that enemy. Easy to say in a few sentences, but significantly harder to do. But when done well, it's a thing of beauty. That's why this week, we're culminating...
Ep. 30 - Heineken Goes Green(er) with "Unwasted Beer" | 2022 B2B Cannes Lions Minisode #3 21.07.2022 27:28
When the pandemic hit, and the world went into quarantine, bars and restaurants were saddled with product they couldn't sell. Heineken decided that instead of letting their beer go to waste in bars and restaurants all over the UK, they would buy it back from their customers, and try to do something good with it. From this goal, the "Unwasted Beer" campaign was born. Heineken rescued their beer bac...
Ep. 29 - Spotify's ABM Campaign Targets CMOs with Custom Hits | 2022 B2B Cannes Lions Minisode #2 14.07.2022 23:32
How do you tackle account-based marketing (ABM) when you're the largest music streaming platform in the world? If you're Spotify, you make custom music for the CMOs at individual accounts to showcase the power of audio advertising on your platform. And you use it to thank those marketing leaders for their investment. Then, once it's all said and done, you win a 2022 B2B Cannes Lions award in the "...
Ep. 28 - Dole Creates a Category with Piñatex | 2022 B2B Cannes Lions Minisode #1 07.07.2022 23:24
Today, on The SaaS Brand Strategy Show, we kick off a new four-part series on what SaaS companies can learn from this year's first-ever B2B Cannes Lions awards. In partnership with LinkedIn Think Tank, the B2B Institute, this year's Creative Lions celebrate creativity in B2B marketing. With all the lessons to be learned from B2B companies (particularly some with B2C marketing chops), we'll be cove...
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