
Advertise on podcast: Rebel Executives
Rating
5from
This podcast has
31 episodes
Language
EnglishPublisher
Dawn SizerExplicit
No
Date created
2020/11/02
Latest episode
2026/10/13
Average duration
44 min.
Release period
145 days
Description
Everyone has a story about a rebellion. It might be a small risk that ended up shaping the way you do business, or it might be the day you rage quit your job and started an empire. Join Dawn Sizer, an MSP owner and her guests as they tell their story of rebellion, challenges they face in their business and life, and how to overcome them. Each episode is packed with powerful information to help you grow your business, avoid costly mistakes, and learn from other revolutionaries in their fields.
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Three Automations in a Trench Coat: What AI Really Means for Your Business.
2026/10/13
Dawn talks with Roddy Bergeron, Cybersecurity Technical Fellow at Sherweb, about why businesses keep buying cybersecurity and still struggle with it. Roddy lays out his "four P's" of a security program (people, policy, process, and technology, in that order) and explains why a tool-first approach leads to misconfigured, underused security.
They dig into how MSPs talk to clients in "nerd" instead of business outcomes, why clients rarely take risk seriously until something happens, and why security is an ongoing conversation instead of a one-time project.
The second half tackles AI: why every organization is already using it whether they admit it or not, how to start with policy and guardrails, and why most "AI projects" are really just automations.
If your team hasn't started that conversation yet, 3EC's free Executive AI Briefing Series walks you through it in 15 minutes a week: 3EC Executive AI Briefing Series.
Roddy closes with a reminder to stay curious, inspired by Cliff Stoll's DEF CON talk: DEF CON 34: Stalking the Wily Hacker, 40 Years Later.
I'm Too Small to Be a Target (And Other Expensive Myths)
2026/09/29
Dawn sits down with Robert Sharp, President and CEO of HENNGE Inc., the US arm of Japan's leading SMB cloud identity security company. They dig into why identity has become the new front door to every business, how attackers shifted from breaking in to logging in once COVID pushed everyone to the cloud, and why MFA alone isn't the finish line. They also cover the licensing gap that leaves many small businesses without conditional access, the "I'm too small to be a target" myth (illustrated by Robert's daughter's coffee shop), supply chain risk, offboarding blind spots, and where authentication is headed in the next five years.
How Do You Know An MSP Is Mature Enough for Your Business?
2026/08/05
Dawn Sizer interviews Josh Hohbein about what business owners should look for when evaluating a Managed Service Provider (MSP). They discuss the surprisingly low barrier to entry in the MSP industry, the risks of inexperienced providers managing critical business systems, and why operational maturity matters more than company size or years in business.
Ask your MSP two simple questions: How are you keeping my data safe? and What is your incident response plan? The quality of those answers will tell you more than any sales presentation ever will.
AI Is Already in Your Business. Is It Under Control?
2026/07/13
AI is already inside most businesses, whether leadership approved it or not.
In this episode I spoke with Saurabh Sahir of Kipling Secure about the growing problem of ungoverned AI use in small and midsized businesses.
Employees are using AI tools, browser extensions, embedded features, personal accounts and transcription devices to work faster. Most are not trying to create risk. They are trying to do their jobs.
The problem is that confidential documents, customer information, financial data, HR records and other sensitive information may be moving into tools the business has never reviewed.
Episode 26 - Business Growth Blueprint with Strety Co-Founder Larry Garcia
2025/03/21
In this episode of Rebel Executives, we dive into the world of business growth and operational excellence with Larry Garcia from Strety. Discover how implementing a business operating system can revolutionize your company's scalability and efficiency. Dawn and Larry share their expert insights, practical tips, and real-world examples to help you unlock your business's full potential. Whether you're a startup or an established enterprise, this episode is packed with valuable strategies to take your business to the next level. Tune in and learn how to scale your success
Episode 25 - Making Cybersecurity Affordable for SMB's with David Primor
2023/04/28
Cyber Security can be expensive. Hiring a CISO even more so. There are ways of making both affordable. David Primor (who was the Executive Director of the Israel National Cyber Directorate) CEO of Founder of Cynomi joins us to tell us how!
Episode 24 - Thriving in Chaos with Corinne Hancock
2023/04/14
Controlling the Chaos of business and life is impossible. Learning to live and thrive in the chaos is completely do-able. Join Dawn and Corinne as they talk through the process.
Episode 23: Lessons from Afghanistan - Guest Jeff McCausland
2021/12/17
The US leaving Afghanistan was as smooth as a bad teenage break up. West Point grad, Retired Army Col., PhD., Author and CNN Commentator Jeff McCausland is BACK! He fills us in on what could have gone better, why it didn't, and how to apply lessons learned to your business.
Episode 22: You are a Vehicle for Growth - Guest Gary Norris
2021/06/25
Can your business survive a change in market? Gary Norris can help you test your business and make it so it can. Learn about removing obstacles so that you can be your own vehicle for growth no matter what is going on in the world.
Episode 21: Clubhouse and the art of Sales - Guest Kyle Slaymaker
2021/06/04
Kyle Slaymaker joins me to explain how to use Clubhouse to launch your coaching career and understanding the selling process.
Episode 20: Corporate and Private Investigations - Guest Michael Jaczewski
2021/05/21
Ever wonder how patent infringement is investigated or how they brought down Pirate Bay? This episode is all about the (not so) seedy underbelly of corporate and private investigations. Dawn's guest Ski (Mike Jaczewski) tells us what it's like to be a gumshoe detective in 2021!
Episode 19: Patent Strategy and Monetization - Guest Trevor Prentice
2021/05/07
Episode 19 is all about how to patent an idea or thing and make money on it. Trevor Prentice from The IP Link schools us on patents - how to get them, protect them, and ways to monetize them.
Episode 18: Bookkeeping for your Business - Guest Matt Remuzzi
2021/04/30
Does your accounting add up? This episode is all about the little mistakes we all make in our book keeping and how to avoid making them. Listen in as Dawn and Matt go over a few things to avoid as well as how to really make the most out of your accounting.
Episode 17: Estate Planning for Business Owners - Guest Pamela Maass
2021/04/20
If you though Estate Planning was for old people, you are dead wrong! Could you business survive if you were laid up for weeks or months? With the right planning, it can! Listen in as Pam and Dawn go over what you need to get a plan in place.
Episode 16: Why You Need A CFO - Guest Kathy Svetina
2021/04/02
Dawn and her guest Kathy Svetina of NewCastle Finance talk about why you need a fractional CFO. Find out what difference a CFO can make for your business. Learn about the differences between a controller and a CFO. The best part? Kathy's business is just for other women business owners!
Podcast reviews
Read Rebel Executives podcast reviews
Paul Vedder Jr. 2023/05/13
Dawn is the 👑👸👑
Love the value she brings to the industry and community!!
Merit K 2022/01/27
Super interesting
I loved the questions Dawn asked me during our interview. I do a lot of podcasts, but the conversation we had was unique because she is really present...
GreenCannon 2021/04/28
This is a must listen!
There are endless business podcasts, but few are as engaging as Rebel Executives. Dawn interviews in a discussion style so the content is easy to lis...
KittyKat12384 2021/04/02
Super useful!
Dawn is an excellent interviewer and does a great job getting the applicable and useful information out of her guests. I also like how the topics are ...
Brina2456 2021/03/01
Inspirational!
I always feel more motivated after listening to an episode.
sarahdebree 2021/02/07
A Great Find
I found Rebel Executive through an email I almost deleted but am so glad I didn’t! We just bought a machine shop in Harrisburg, PA and after listening...
BriBD6 2021/01/20
Great energy!
A great podcast— engaging and informative! Great work, Dawn!
titaniumhead48 2020/11/07
Open and Honest Sharing
This was excellent! The honesty, humor, rawness of the comments in that it touched perfectly on what women CEO’s experience, especially those in the ...
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