RS332: Competing with Stripe and Hubspot (ft. Geoff Roberts)

RS332: Competing with Stripe and Hubspot (ft. Geoff Roberts)

Author: RogueStartups December 25, 2024 Duration: 39:14
Hey everyone! Just had an awesome chat with Geoff Roberts from Outseta (outseta.com). They're doing something pretty wild - basically smashing together Stripe and HubSpot into one platform for subscription businesses. How cool is that? Quick Hits:- Outseta is an all-in-one platform handling payments, auth, CRM, email, and help desk- They've got this unique setup where everyone makes $210k/year (pro-rated) and can work 1-5 days a week- Took them 4 years to really nail the product (hey, good things take time!) Best Parts of the Convo:- Jeff got real about marketing struggles (who hasn't been there?)- Turns out ChatGPT is actually sending them customers now - wild!- We had a great debate about whether SaaS is still the golden ticket (spoiler: it's way more competitive now)- Talked about why sometimes it's better to stick with a "pretty good" business than chase the next unicorn Where They're Headed:- Aiming for $10M in revenue with a lean team of about 20 people- Shifting from being super product-focused to really pushing growth- Geoff's been at it for 8 years and plans to keep going for 7 more Real talk: This episode is perfect if you're building a SaaS company or thinking about bundling multiple tools together. Geoff drops some serious knowledge about what it's actually like in the trenches. Check them out at outseta.com if you want to see what they're building! #SaaS #Startups #Entrepreneurship

Behind every new company is a story, and Rogue Startups digs into the real ones-the messy, uncertain, and exhilarating paths founders actually walk. This isn't about polished success tales; it's a candid look at the day-to-day grind of building a business from the ground up. You'll hear directly from entrepreneurs in the thick of it, along with seasoned experts who specialize in the crucial engines of growth: sales, marketing, and product development. Conversations focus on practical tactics, particularly around scaling productized services and SaaS offerings, exploring the real "how" behind their growth hacking strategies. The value of this podcast lies in that shared experience-hearing how others navigate the very obstacles you might be staring down, and learning what moves actually led to a win. It’s for anyone who prefers the unvarnished truth of entrepreneurship over theory, offering a sense of camaraderie and a toolbox of ideas drawn from the front lines. Tune in for authentic dialogue that skips the fluff and gets straight to the challenges and victories of building something new.
Author: Language: en-us Episodes: 50

Rogue Startups
Podcast Episodes
RS348: Not Exactly White Hat AI-SEO with Lars Lofgren [not-audio_url] [/not-audio_url]

Duration: 53:05
In today’s episode, Craig sits down with AI-SEO expert Lars Lofgren to unpack the future of AI-SEO in a world dominated by artificial intelligence. They explore how to attract and retain traffic through both on-site and…
RS347: How to Rank Any Brand In AI Results [not-audio_url] [/not-audio_url]

Duration: 47:34
This week on Rogue Startups, Craig chats with Mike Buckbee from Knowatoa about how AI is changing the game for brands. With tools like ChatGPT taking over the way we search and discover businesses, Mike breaks down what…
RS346: What 11 Years in SaaS Really Looks Like [not-audio_url] [/not-audio_url]

Duration: 48:49
In this episode of the podcast, Craig sits down with longtime entrepreneur Colin Bartlett, cofounder of StatusGator, to explore what it really takes to build, and sustain, a SaaS business over the long haul. With more th…
RS345: The State Of Search 2025 [not-audio_url] [/not-audio_url]

Duration: 18:27
- LLMs.txt article: https://www.quoleady.com/llm-txt-files/ - Craig's YouTube channel: https://youtube.com/@thecraighewitt
RS344: 12 Years to Overnight Success with Amar Ghose [not-audio_url] [/not-audio_url]

Duration: 47:27
What does it really take to lead a company for over a decade—and still be growing? In this episode, Craig chats with Amar Ghose, founder and longtime CEO of ZenMaid, about the challenges, lessons, and evolution that come…
A Caffeine Infused Diatribe [not-audio_url] [/not-audio_url]

Duration: 46:59
Hello, remember me? Sorry that it's been 6 weeks, but I'm back. In this episode I talk through what I've been up to recently, what's going on with Castos, with myself personally, and things I'm learning growing the busin…
RS342: SaaS Survival Mode - AI, Niches & Navigating Chaos [not-audio_url] [/not-audio_url]

Duration: 45:12
In this episode of Rogue Startups, Craig chats with Jesse Hanley, marketer, self-taught developer, and founder of Bento, a powerful email marketing platform for modern teams. With today’s economy in flux and global event…
RS341: Microconf 2025 Recap [not-audio_url] [/not-audio_url]

Duration: 17:48
Craig recaps his biggest takeaways from MicroConf 2025, reflecting on lessons in positioning, lead generation, conference ROI, and the power of going all in on what’s working. From tactical marketing insights to personal…
RS340: Is AI Killing SaaS w/ Tim Schumacher [not-audio_url] [/not-audio_url]

Duration: 43:00
In this episode of Rogue Startups, Craig sits down with founder and entrepreneur Tim Schumacher to discuss his insights on AI, the future of SaaS, and what makes a company successful. In 2001, Tim co-founded Sedo.com, th…
RS339: AI Skeptic, or Believer [not-audio_url] [/not-audio_url]

Duration: 47:49
In today’s episode, Craig chats with Anthony Eden from DNSimple about how they use AI in their businesses and their personal lives. As early skeptics of AI, they do a deep dive into what made them change their minds, wha…