

Rogue Startups
RogueStartups
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.
Episodes
Mentioned books

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

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