
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

Jun 5, 2024 • 47min
RS315: $8 LinkedIn Ad Leads
Optimize your company’s retention, and supercharge growth with Churnkey.
In this episode Craig sits down with Matt Hayman from Linklo to talk through how we as SaaS founders can set up cost effective LinkedIn ads.
Matt has strong experience in building B2B lead flows for a variety of companies, and out of that experience saw the pain for a more customizable LinkedIn ads experience.
In the episode Matt breaks down his formula for a 3-step ad sequence that consistently gets him and his clients leads from LinkedIn for less than $8.
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 Matt Hayman’s conversation:
Ways that you can think of LinkedIn from a high-level conceptual standpoint
Maximizing lead generation with cost-effective LinkedIn Ads
Enhancing Brand Identity and Effectiveness Strategies
The importance of clarity on ICP (ideal customer profile)
Building emotional connections with prospects is the key to succession engagement
The goldmine of opportunity from the prospects that come from early calls
How Linklo can help you and your company
What you bring to the table and how your personality manifests in your demos
A Little About Matt:
Matt knows LinkedIn Ads. Founder of Linklo.io. He’s passionate about changing the way agencies and advertisers manage LinkedIn Ads at scale.
Links & Mentions from This Episode:
Matt Hayman on LinkedIn
LinkLo
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

May 29, 2024 • 21min
RS314: The 8 Attributes Of A Perfect SaaS Business
Optimize your company’s retention, and supercharge growth with Churnkey.
Are you looking to build the perfect SaaS business? Discover the key elements for crafting a thriving SaaS venture in the latest Rogue Startups episode. Craig delves into the success story of Castos, dissecting eight crucial attributes essential for any SaaS business to flourish. Some of these are things Castos has nailed, and others are not. Craig candidly shares insights from personal and professional growth and extensive research.
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 this episode:
Optimal pricing strategies for maximum profitability
Enhance retention by ensuring that your product or service is exceptionally sticky
Incorporate payment solutions seamlessly into your business to enhance user experience
Become a valuable asset for your clients by contributing to their revenue streams
Implement strategies to heighten switching costs, fostering customer loyalty.
Customers should be getting value even when they’re not actively using your product
Stand out from competitors by highlighting unique features and advantages
Confirm market demand by researching your niche
Links & Mentions from This Episode:
Designing The Ideal Bootstrapped Business – Microconf talk
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

May 22, 2024 • 60min
RS313: Unfair Advantages with Jason Cohen
This episode is sponsored by ChurnKey: Optimize your company’s retention and supercharge growth with Churnkey.
Are you looking to fuel your startup’s revenue growth? Jason Cohen, founder of WP Engine, joins Craig behind the mic on this episode of Rogue Startups. Join Jason and Craig as they delve into strategies for sustained revenue growth, even when certain metrics plateau. Discover the power of pricing strategies and delivering enhanced value propositions to justify premium prices. Learn how diversifying variables beyond product features can make your business highly desirable to your market.
Moreover, Jason emphasizes the pivotal role of the community in authentic company development. Uncover the importance of leveraging existing assets and explore his innovative “adjacency matrix” method for strategic expansion.
Got any thoughts on our content or ideas for upcoming episodes? Reach out to Craig via email at podcast@roguestartups.com. If you’ve found our podcast valuable, don’t hesitate to share it with others. If you could spare a moment, leave us a review on iTunes. We appreciate your support and look forward to connecting again next week!
Highlights from Craig and Jason’s conversation:
Determining success or failure as a founder and business owner
Strategies for becoming the market leader in your industry
Importance of building a community to enhance customer value
Distinguishing between brand, company culture, values, and mission
Identifying when branding becomes crucial for a startup’s success
Deciding between staying focused on your core business or expanding into new ventures
Embracing a culture of innovation despite the risk of failure
Achieving a balance between personal fulfillment, skill development, and company needs
Practical applications of AI for internal operations and enhancing customer experience
A Little About Jason:
With over 27 years of experience in business and software development, Jason Cohen is the founder of WP Engine where he has served in several roles including CEO, Head of Engineering, Head of Product, and CTO. Jason Cohen is the Chief Innovation Officer at WP Engine, with a focus on the intersection of corporate and technology strategies as well as continue as the company’s executive sponsor for the headless platform, Atlas. Jason is a serial entrepreneur, having built four technology startups to more than $1 million in annual revenue. He is a founding member and mentor at Capital Factory, and was previously a founder of Smart Bear and IT WatchDogs. Jason received the EY Entrepreneur Of The Year 2017 Central Texas Award for Technology.
Links & Mentions from This Episode:
WP Engine
Jason on Twitter/X
Jason’s Blog
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

May 15, 2024 • 38min
RS312: Hacking LinkedIn
In today’s episode, Craig is joined by Adam Shaw from Marketing for Founders to talk about precise and overarching marketing strategies. Adam’s expertise lies in navigating Reddit and LinkedIn, two social media platforms that B2B SaaS entrepreneurs often neglect. Together, they explore Adam’s techniques for Reddit, LinkedIn, and broader marketing principles. Should you focus on active marketing or passive marketing? How do you know how much time to put into marketing? What are good marketing strategies for new business owners? Check out this episode for the answers to these questions and more.
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:
Utilizing your Reddit page as a landing page for your business
Optimizing LinkedIn as a platform to maximize its potential
Identifying which companies are suited for each social media platform
The Marketing for Founders service and model
Recognizing the flexibility inherent in marketing strategies; it’s not one size fits all
Consistency is the key to seeing results from marketing
When to engage in active marketing versus passive marketing
How much time should you spend on marketing?
When you should do your marketing on your own versus when to hire a marketer
Find where your customers are hanging out
Identifying the two biggest obstacles that might be impeding your scalability efforts
A Little About Adam:
Adam’s goal and vision for Marketing for Founders is to help B2B SaaS founders do their own marketing.
Links & Mentions from This Episode:
Marketing for Founders
Adam Shaw’s LinkedIn
The Marketing Memo
LinkedIn Sales Navigator
Gummy Search
Hive Index
Sparktoro
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

May 8, 2024 • 46min
RS311: Does Your Business Pass The Test?
Join Craig as he chats with Dan Andrews, renowned cohost of the Tropical MBA, a weekly podcast dedicated to bootstrapping businesses and entrepreneurship. Dan is also the founder and brains behind Dynamite Circle and Remote First Recruiting.
Today, they’re dishing out some expert advice about podcasting, content creation, and strategies for acquiring customers. Tune in to explore Dan’s opinions on the rapid evolution of AI and his tips on building thriving ventures.
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 Dan’s conversation:
Dan’s podcasting inspirations and his journey into the industry
Why Dan chose podcasting over any other platform
Is YouTube worth the effort?
Finding the overlap between creativity and growth
The importance of Investing in your team and treating your business like an investment
Getting over imposter syndrome and what your job is as an entrepreneur
Creating successful businesses versus businesses that are “just okay”
The difficulty of getting to $1 mil for a SaaS company
The lifecycle of the entrepreneur ecosystem
Predictions for bootstrapping and podcasting trends in the next 5 years
A Little About Dan and TropicalMBA:
Tropical MBA started in 2009 when hosts Dan and Ian wanted to meet other entrepreneurs for some celebration and commiseration. Most of their first episodes were just them, sharing what they learned about bootstrapping their own business until they concluded that journey with a multi-seven-figure exit. Both Dan and Ian have moved on to their next projects but continue to talk with entrepreneurs on their show.
Links & Mentions from This Episode:
Tropical MBA
Connect with Dan on Twitter/X
Lifestyle Business Podcast
Internet Business Mastery
Smart Passive Income Podcast
Startups for the Rest of Us
“Profit First: Transform Your Business from a Cash-Eating Monster to a Money-Making Machine” by Mike Michalowicz
Check out Matt Paulson’s Twitter/X
“Exploitative Play in Live Poker: How to Manipulate your Opponents into Making Mistakes” by Alexander Fitzgerald
Rogue Startups Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

May 1, 2024 • 13min
RS310: Stealing Customers
In this solo episode Craig talks through a few updates from Castos, how he’s thinking about growth, and where he’s focusing his attention and energy in the business.
Craig also gives an update on his personal content: this podcast, his Founder Insights newsletter (check it out at craighewitt.me/join ) and his new 1-on-1 coaching business.
Craig’s started coaching founders, 1-on-1, to help them grow, stay sane, and thrive in their business.
If you’re a SaaS founder and are looking for a sounding board, someone who’s seen a lot in business, and has your back (through thick and thin) head over to craighewitt.me/coaching to learn more and schedule a free 30-minute session. The coaching has been really rewarding, and is a great way to give back to the founder community that has given him so much.
If you’re interested in sponsoring Rogue Startups, hit me up on Twitter/X at twitter.com/thecraighewitt

Apr 24, 2024 • 42min
RS309: Growth Fundamentals Most Founders Get Wrong
Alison French joins Craig behind the mic today to talk about ICP and go-to-market strategy, as well as the challenges that bootstrap founders have. We can all overcome these struggles with the right tools, systems, outlook, and determination. She commiserates with Craig about what bootstrappers have to go through and also gives some great advice for new startups and entrepreneurs.
Alison runs a boutique sales and marketing consultancy all around B2B SaaS startups. She is the Marketing Gal who got bit by the revenue bug and became passionate about helping companies scale their revenue by focusing on the intersection of sales and marketing. With over 20 years of experience in the field, she specializes in assisting B2B founders and leaders who venture into new markets. Her ultimate goal is to help you build a robust sales and marketing infrastructure that not only streamlines lead generation but also maximizes your ability to close deals. And the best part? She does all this while keeping your expenses to a minimum.
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:
Why everyone sucks at execution.
Ideas are cheap. Execution is the hard thing.
Recognize how to get out of your own way and when to delegate
How can you delegate cheaply
Free up your time so you can do the higher-leverage tasks
Getting good content writers and/or a copy editor
The entire team needs to know the values and priorities of the company
People discount the importance of brand research and focus
ICP: marketing, content,
When you’re taking a dollar of profit and reinvesting in growth, where do you focus?
Build a prospect list and then proactively nurture that small segment
Versium: matched audience media
The importance of retargeting
Your Dream 100
Cold E-mail: a balance of who you can go after, the right time, and the right place
Starting your bootstrapped B2B business today: where do you focus?
Look at your prospects, laser focus on your ICP
Apollo.io for data hacking
Recognizing you can’t do it all
Look at your tech-stack
Know, instantly, who you can delegate to
Throw tasks out into the world and see what happens
As a founder, you’re never going to find someone who can sell as much as you
Resources:
Alison French, LinkedIn
LTO.com
Follow Craig on Twitter/X
Castos
Founder Insights

Apr 17, 2024 • 38min
RS308: Programmatic SEO with Stuart Brameld
Creating content that will engage readers and appease the algorithm gods is a difficult task. That’s where Stuart Brameld comes in. He is here today to share his insights on growth, marketing, programmatic SEO, and content creation with Craig and the Rogue Startup listeners. He also talks about how Growth Method can help your company grow and gives tips on how to effectively use AI to help you create perfectly worded web content.
What is Growth Method? When should you use AI when creating content? What is programmable SEO?
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!
When should you use AI when creating content? What is Growth Method? What is programmable SEO?
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:
What Stuart and Growth Method does for their clients
Adopting a growth and experimentation approach to marketing
Stuart’s definition of experimentation in terms of company tasks
What you can do if you don’t have enough data for meaningful testing
Decisions made without supporting data
Don’t post content and forget about it
Moving through stages in the design and planning phases
Programmatic SEO powered with AI
Case study: review site
Going from a spreadsheet to WordPress
Zapier and Make.com
WordPress formatting
Making mistakes when posting content
Posting a lot of content at once
Improving the design and aesthetic of content after the baseline is in place
Tips for using AI for content creation
Using custom instructions
Finding an AI coach (if you’re interested, send Craig a message)
AI versus hiring writers
Top-of-funnel content
What to be aware of when you’re working with programmatic SEO
How Link Whisper can help with internal links
Resources:
Growth Method
Reach out to Stuart on Twitter/X
Stuart on LinkedIn
Follow Craig on Twitter/X
Castos
Founder Insights

Apr 10, 2024 • 19min
RS307: Doing Less and Doing It Better
Learning valuable lessons on your journey to success can take a while. Today, Craig shares his insights on this topic as it correlates to Castos and to his goal of creating 200 episodes in 2024. (Spoiler alert: things are going well for him.)
Sometimes the hardest thing to do is to say no to something. As entrepreneurs and bootstrappers, we have ambitions and goals, but it’s not always feasible to say yes to everything you want to do. Those of us working in a micro-SaaS business can find more success by niching down and focusing all our efforts on making one great product or service. So…
Are you niched down as much as possible?
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:
Updates on Craig’s goal of 200 episodes goal
Gear fatigue and indecision
Finding a recording setup and format that works for you
Interviews versus solo episodes
The difficulties of video over audio content
Founder Minimalism
Doing well with one thing
Diversifying your products or services
Fighting the urge to do everything
Utilizing and building a personal brand
Indirect impact on you and your business
Making what you want to do a little easier
The steps to build and bolster your personal brand
Resources:
Follow Craig on Twitter/X
Castos
Founder Insights

Apr 3, 2024 • 43min
RS306: YouTube Growth Secrets w/ Aaron Francis
Making it big on any social media platform can be an arduous journey. You have to worry about your equipment. What looks good? What content is interesting right now? How do I get people to find me? YouTube has its own brand of problems too. How long do you make videos? What should the thumbnail look like? To script or not to script; that is one of many questions.
On today’s show, Craig welcomes Aaron Francis, software developer, content creator, and YouTube genius. Craig picks Aaron’s brain about his best practices when it comes to making videos and other content. They talk about what makes YouTube so special in the social media world. Not to mention, Aaron voices his opinion on personal brands. Loyal listeners already know Craig’s opinion. #TeamPersonalBrand
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:
Why choose to put your efforts into YouTube rather than other mediums
Different formats of video which will make you stand out
How podcasting works within a marketing plan
Overcomplicating your tech when you should focus on your content
Best practices and focuses that have worked well for Aaron
Understanding the pattern of content that works for YouTube
Adapting to the platform is important
Take a piece of content and wrap it in something more interesting and clickable
Have an angle, not necessarily a unique angle
With every video, make it feel like it’s your first video and no one knows you
The difference between content on YouTube versus other platforms
What Aaron has been up to lately
The power of a personal brand
A personal brand is valuable in general
Resources:
Try Hard Studios
Connect with Aaron on Twitter/X
Castos
Founder Insights