
Rogue Startups
On Rogue Startups we share the journey of startup founders as they're growing their businesses. We feature experts in the fields of sales, marketing, and product development to hear how they're growth hacking their productized services and SaaS products. If you're on the journey of an entrepreneur then tune and hear how we're tackling some of the same obstacles you may be facing, and how we're winning in the game of business. Listeners of Startups for the Rest of Us, My First Million, Mixergy, and Bootstrapped Web will love checking out our show.
Latest episodes

Aug 30, 2024 • 10min
RS325: Stuck? Ask Yourself These 3 Questions
Are you a SaaS founder feeling stuck, unmotivated, or unsure about your next move? In this video, I dive into three powerful questions that can help you break through mental barriers and gain clarity on your business’s direction.
These thought-provoking questions will challenge you to confront hard truths, think like an outsider, and tap into your own wisdom. Whether you’re just starting out or scaling up, these insights will help you refocus and reinvigorate your entrepreneurial journey. Don’t miss this opportunity to gain a fresh perspective on your SaaS business!

Aug 21, 2024 • 42min
RS324: $100 Million Bootstrapped SaaS with Adam Robinson
In this episode of the Rogue Startups podcast, Craig sits down with Adam Robinson to explore key topics such as founder psychology, overcoming self-limiting beliefs, and avoiding self-sabotage. They delve into how to identify and break free from the plateau and gradual decline that can occur when you believe you have achieved product-market fit but haven’t. Adam, who has built multiple successful businesses, shares his valuable insights and practical tips with Craig. Don’t miss out—tune in to gain actionable advice from an experienced entrepreneur!
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Adam’s conversation:
The success story behind Adam’s unicorn B2B SaaS business
An in-depth exploration of achieving product-market fit
The importance of establishing effective business processes
How to avoid the entrepreneurial trap: recognizing when to transition to a new venture
The story behind “2,300 sign-ups and 13 paying customers, 6 weeks after launch”
How Adam deals with bad press when he pushes the envelope
The future of data privacy and cookies
Creating value for customers and learning from mentors and successful entrepreneurs
A Little About Adam:
Adam is the CEO of Retention.com. Retention.com is the industry-leading Shopify e-commerce solution for increasing revenue. They enable email-based retargeting so brands can re-engage lapped audiences and grow their email lists for the future. On the outside, Retention.com is a magic wand that makes money fall from the sky. He also runs RB2B, a website that helps identify your anonymous website visitors.
Links & Mentions from This Episode:
Adam Robinson, LinkedIn
Retention.com
RB2B.com
Rogue Startups Resources:
Follow Craig on Twitter/X
Craig on LinkedIn
Castos
Founder Insights

Aug 14, 2024 • 52min
RS323: Breaking Through Plateaus with Josh Ho
Today on the Rogue Startups Podcast, Craig chats with Josh Ho from Referral Rock about the peaks and valleys of being a founder. When is the right time to sell? Is there ever a right time? How do you break through a plateau in your business growth? How do you switch from wearing your visionary hat to your marketing and sales hat? They also do a deep dive into when and how you should go about delegating tasks so you can focus on more important things.
Josh built Referral Rock from the ground up. Referral Rock helps customers run end-to-end referral programs with frictionless sharing, nudge reminders, and rewards customers actually care about. They help bring in more referrals from happy customers — through a remarkable referral experience — without the pain of building & tracking it all yourself.
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Josh’s conversation:
Switching from visionary mode to marketing mode
Reflecting on decisions made as a founder
Letting go of your inner Superman: letting your team handle sales
Knowing what you need and being strong enough to look for help
Strong operations is speed
The importance and effectiveness of SEO today
Valuating your business and progress
Growing, selling, and the future of your business
“Good enough” versus “Being done”
Links & Mentions from This Episode:
Referral Rock
Josh Ho on Twitter/X
Josh Ho on LinkedIn
Rogue Startups Resources:
Follow Craig on Twitter/X
Craig on LinkedIn
Castos
Founder Insights

Aug 7, 2024 • 16min
RS322: Marketing, in 2 hours a week
In this episode Craig descirbes his current SaaS marketing approach. Balancing Active and Passive marketing, he’s got his marketing time down to just a few hours a week. Using a video-first, AI-assisted workflow he’s reaching his target market, educating his prospective customers, and building goodwill in the community.

Jul 31, 2024 • 48min
RS321: B2B Lead Gen on LinkedIn
If there’s one thing Craig loves more than podcasting, it’s sales.
In this episode, he shares his enthusiasm with tech sales coach Peter Ahn. They discuss everything from bridging the gap between creating content and driving leads to the importance of being genuine and authentic.
Peter drops plenty of knowledge bombs, so grab a chair, take out a notebook, and jot down some great tips from this episode of the Rogue Startups podcast.
Highlights from Craig and Peter’s conversation:
Why are technical founders so scared of tech sales
The trigger that helps tech founders understand sales
Earning the trust of your customers and helping them gain confidence
Staying up-to-date with authentic sales strategies
Dealing with imposter’s syndrome
Which businesses benefit most from LinkedIn for lead generation
Make your world ubiquitous for potential customers
Creating content creation that will generate leads
A Little About Peter:
Peter is a Korean-American tech sales coach and former VP with experience at Twingate, Front, Slack, Dropbox, and Google, he is passionate about sharing his authentic experience as an Asian-American while helping others find their own unique sales voice.
Peter knows that sales is becoming increasingly difficult, so developing an “edge” or advantage requires combining effective skills and confidence in one’s identity. He coaches on both of those topics.
Links & Mentions from This Episode:
Peter on LinkedIn
Peter Ahn website
Rogue Startups Resources:
Follow Craig on Twitter/X
Craig on LinkedIn
Castos
Founder Insights

Jul 24, 2024 • 43min
RS320: The Psychology of Sales
Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service. Tell him that Rogue Startups sent you.
What gets someone to buy our products or services? How do you make LinkedIn a meaningful sales channel? In today’s discussion, Craig speaks with LinkedIn expert Ryan Musselman on optimizing your LinkedIn presence. Ryan highlights the importance of focusing on and mastering a single platform for maximum impact. Understanding effective methods to connect with a broad audience is crucial for achieving your strategic goals. LinkedIn offers excellent opportunities to engage with your target demographic.
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Ryan’s conversation:
What influences customers to buy services and products
What if customers don’t know what they want?
The answer to what they need is inside of them, so ask good questions
Selling the path to the outcome and the transformation
Focus on helping potential and current customers overcome their obstacles
Have a natural way to sell without “selling”
Speak to the problem or the want instead of using the phrase “demo”
Maximizing the time you spend on LinkedIn
The more rapport you build with a potential customer, the more they will trust you
Engaging with their content in order to create deeper connection rates
LinkedIn as a platform is embracing video more and more
LinkedIn as an amplification system
The power of video for building connections
Be intentional with LinkedIn for 6 months: engage with content, make connections, and build relationships.
A Little About Ryan:
Ryan Musselman is the founder of Coaches who Close. CwC equip coaches to close, scale, and enterprise with new clients, content engines, and constant lead flow.
Links & Mentions from This Episode:
Ryan on LinkedIn
Rogue Startups Resources:
Follow Craig on Twitter/X
Craig on LinkedIn
Castos
Founder Insights

Jul 17, 2024 • 50min
RS319: Mastering LinkedIn Video Content
Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service. Tell him that Rogue Startups sent you.
Danny DelVecchio joins Craig today to discuss creating, posting, and uploading video content on LinkedIn. In today’s conversation, you’ll discover how to overcome challenges in creating compelling video content, even if you lack confidence on camera. Uncover the essentials of selecting the right gear to kickstart your video journey and crafting timeless content across various platforms. Gain insights into balancing visual appeal with clear messaging and discover influential LinkedIn users worth following.
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Danny’s conversation:
Tips for creating videos when your on-camera presence is lacking
Why people don’t create video content on LinkedIn
Essential gear and tools for getting started with video
Creating evergreen content across multiple platforms
Choosing assistants and social media managers
What happens when you overemphasize graphics over your message
Top LinkedIn users to learn from
Batching recording sessions each week/month
Maximizing engagement with LinkedIn connections
Look for things that people are excited about and start conversations about it
Three styles of video everyone should be creating: educational content, content that builds trust, and sales content
A Little About Danny:
Danny elevated founders with social video. He is also a father, husband, business owner, and coach.
Links & Mentions from This Episode:
Danny DelVecchio on LinkedIn
Danny DelVecchio on YouTube
Alex B Sheridan on LinkedIn
Chris James on LinkedIn
Laura Acosta on LinkedIn
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

Jul 3, 2024 • 44min
RS318: LinkedIn Content That Converts
Clearly Design works in every aspect from branding to marketing, from product to promotion. Go to Clearly.Design for a discount on his monthly design subscription service.
Today Craig is chatting with Nemanja Zivkovic about conversion on LinkedIn. This is the crux of LinkedIn for a lot of us, as B2B SaaS founders, especially indie or bootstrapped businesses. So how do you find opportunities on LinkedIn for you? How do you use LinkedIn to drive more engagement, resulting in deals and dollars?
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Nemanja’s conversation:
Common objections to being more active on LinkedIn
The narrative, structure, and intention behind LinkedIn engagement and posts
Differentiating yourself with unique points of view and varied content on LinkedIn
B2B: Solving problems instead of selling
Building trust on LinkedIn through diverse post types
How engagement fosters relationships and leads to conversions
Using feedback forms to understand customer origins
Fast-tracking responses with templates (no automation)
Maximizing company synergy in LinkedIn posts
Ensuring visibility by reaching out to expand your network’s reach
A Little About Nemanja:
Nemanja started as a strategist and began with a startup where he served as CMO, repeating this role across various sectors. His experience spans from COO roles with heightened responsibilities to founding his company in 2020. This diverse exposure has shaped his unique perspective on B2B growth, blending B2C insights to fill industry gaps.
Links & Mentions from This Episode:
Nemanja on LinkedIn
Funky Marketing Podcast
Lead Delta
Authored Up
Expandi
Dripify
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

Jun 19, 2024 • 19min
RS317: Steal My LinkedIn Growth Strategy
This episode is sponsored by Clearly Design. Francois and his team at Clearly Design are absolute geniuses of UI, UX, and design. If you’re looking to level up your design, UI, and UX give Clearly Design a try
If you’re running a B2B business today, chances are that LinkedIn is a fantastic growth opportunity for you, and your business.
But if you’re looking at the vastness of how to grow your audience (and business) on LinkedIn, and feel overwhelmed, you’re in luck.
In this solo episode I’m breaking down my entire LinkedIn content and growth strategy.
You can take and implement this strategy to grow your personal brand, get more exposure of your message to your Ideal Customer Persona, and get highly qualified leads for your business as a result.

Jun 12, 2024 • 43min
RS316: Getting 100k LinkedIn Followers
Optimize your company’s retention, and supercharge growth with Churnkey.
In today’s episode, Craig welcomes Sam Browne. They take a deep dive into the ever-evolving landscape of LinkedIn, the premier platform for professionals seeking to expand their network and amplify their influence.
With Sam’s expert advice and practical tips, they guide listeners through proven strategies for personal branding, lead generation, and relationship building. Tune in as they tackle pressing questions like content recycling, imposter syndrome, and the future of video on LinkedIn. Whether you’re a seasoned LinkedIn aficionado or a newcomer eager to make your mark, this episode promises invaluable insights to propel your career forward.
Do you have any comments, questions, or topic ideas for future episodes? Send Craig an email at podcast@roguestartups.com. If you feel like our podcast has benefited you and it might benefit someone else, please share it with them. If you have a chance, give Rogue Startups a review on iTunes. We’ll see you next week!
Highlights from Craig and Sam’s conversation:
LinkedIn is where the money is when it comes to social media.
Regarding topics to post on LinkedIn: choose a primary niche but don’t shy away from others you are interested in because that contributes to your personal brand.
Because social media is so transient, should you recycle content every 90 days?
Treat LinkedIn as more than just lead generation and make CTAs low-friction.
How to overcome imposter syndrome: you’re not alone.
Observe and analyze the feedback and comments you receive.
Commenting versus posting: where should your focus go?
The different personas we adopt on various social media platforms.
The best way to build relationships on LinkedIn.
Craig’s 30-Day LinkedIn Gameplan.
Steps to best optimize your LinkedIn profile.
Video is the future on LinkedIn and other forms of social media.
A Little About Sam:
Sam has over 100,000 followers on LinkedIn. He’s a lifestyle entrepreneur and a growth and income LinkedIn expert. He loves to help entrepreneurs grow their audience and generate income on LinkedIn. He works with clients about anything and everything regarding LinkedIn, from optimizing profiles to creating great content ideas to forming a brand that stands out.
Links & Mentions from This Episode:
Sam on LinkedIn
Sam Browne
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights