Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

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Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

James Bowers II

77 episodes

5 days ago

In this episode of Cash in the Cyber Sheets, we’re trading ransomware for real parenting — because the biggest threat some families face isn’t just phishing emails, it’s predators hiding behind screens. This week, we’re talking about keeping your kids safe online without turning your home into a surveillance state or making every digital moment a standoff. You’ll get a practical, parent-tested playbook to reduce risk, build trust, and keep communication open. Here’s what we cover: How...

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Entrepreneurship

All content for Cash in the Cyber Sheets: Making Money From Being Secure & Compliant is the property of James Bowers II and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

In this episode of Cash in the Cyber Sheets, we’re trading ransomware for real parenting — because the biggest threat some families face isn’t just phishing emails, it’s predators hiding behind screens. This week, we’re talking about keeping your kids safe online without turning your home into a surveillance state or making every digital moment a standoff. You’ll get a practical, parent-tested playbook to reduce risk, build trust, and keep communication open. Here’s what we cover: How...

Show more...

Entrepreneurship

Episodes (20/77)

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#77: The Digital Defense Playbook for Parents: How to Keep Kids Safe Online

In this episode of Cash in the Cyber Sheets, we’re trading ransomware for real parenting — because the biggest threat some families face isn’t just phishing emails, it’s predators hiding behind screens. This week, we’re talking about keeping your kids safe online without turning your home into a surveillance state or making every digital moment a standoff. You’ll get a practical, parent-tested playbook to reduce risk, build trust, and keep communication open. Here’s what we cover: How...

2 weeks ago

17 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#76: Read The Fine Print: 3 Traps That Kill Cyber Insurance Claims

In this episode of Cash In The Cyber Sheets, we unpack three clauses that quietly decide whether your cyber insurance pays when it counts. No scare tactics, just the fine print you actually need to verify before a breach becomes a bill. First, waivers of subrogation. Your vendors love them. Your contracts team signs them. Your insurer may not. We explain what a waiver of subrogation does, why it can block your carrier’s right to recover from at-fault third parties, and how that can bo...

3 weeks ago

18 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#75: The Two Email DNS Gotchas Costing You Deliverability

This shorter episode gets right to the point. We cover two high-impact issues we keep finding when helping clients clean up email deliverability. First, DKIM selectors. Too many teams set up one selector for one sending platform and forget the rest. Then messages from a marketing tool, ticketing system, billing platform, or CRM either fail to authenticate or limp by with soft fails that chip away at the domain’s reputation. Second, explicit subdomain records. For years many providers ...

1 month ago

12 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#74: No Breach, Big Trouble: FCA Risks in Healthcare

Cybersecurity headlines love a good hack story. This week, we talk about something far sneakier that can cost you plenty even when nothing gets “hacked.” On Cash in the Cyber Sheets, we unpack how the False Claims Act can bite health care organizations and vendors when their compliance story does not match reality. Translation: you can be on the hook for big dollars without a single compromised record if your security attestations, certifications, or program claims are inaccurate. Tha...

1 month ago

16 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#73: Cyber Insurance Review For Real Life

Think your cyber insurance has you covered? This episode pokes at the fine print that turns big promises into small payouts. We spotlight the exclusions that quietly gut claims, the sublimits that disappear faster than you can say “forensic invoice,” and the vendor clauses that spread your limits across more parties than you bargained for. What we tease out: The exclusions that look routine but erase coverage when it counts. How “shared” limits get sliced among you, vendors, and assoc...

1 month ago

23 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#72: False Claims Act Meets Cybersecurity Compliance

In this episode of Cash in the Cyber Sheets, we’re talking about something that should make every contractor, healthcare provider, and federally funded business sit up straight: the False Claims Act (FCA) is officially part of cybersecurity enforcement. Long used to combat fraud, the FCA is now being leveraged by the Department of Justice to go after companies that claim to meet cybersecurity requirements, but don’t. Whether it’s defense contractors missing DFARS controls or healthcar...

1 month ago

14 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#71: Incident Response Plan Essentials

Welcome back to Cash in the Cyber Sheets, where we talk about the messy, practical, and sometimes painfully honest side of cybersecurity. In this episode, we’re tackling a challenge that every organization faces sooner or later: creating and managing an Incident Response Plan (IRP). On paper, an IRP is simple. It’s your guidebook for what to do when, not if, a cyber incident occurs. But in reality, too many organizations stall out before they even get one in place. Why? Because they t...

1 month ago

18 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#70: Top 5 Reasons SPF, DKIM, and DMARC Fail

Cash in the Cyber Sheets is where small and midsize business owners finally get the straight talk on cybersecurity without the jargon, the scare tactics, or the thousand-page compliance manuals. Each week, we pull back the curtain on the hidden forces that make or break your business online, from email deliverability to data protection, and give you simple, actionable steps you can use right now. Email is still the front door of every business and attackers know it. Spoofing, phishing...

2 months ago

16 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#69: SPF, DKIM & DMARC Explained for Small Business

Have you ever sent an important business email and wondered if it actually made it to your client’s inbox? Or worse, discovered later that your emails were quietly landing in spam? You’re not alone. Every day, small and mid-sized businesses lose money, opportunities, and credibility because of one simple issue: email authentication. In this episode of Cash in the Cyber Sheets, we’re breaking down the three most important protocols you need to know: SPF (Sender Policy Framework), DKIM ...

2 months ago

18 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#68: Cash in the Cyber Sheets - AI Policy Development

Welcome to Cash in the Cyber Sheets, a channel dedicated to helping organizations understand and strengthen their information security programs. Hosted by James from Input Output, we provide practical insights into policies, compliance, risk management, and the real-world challenges of securing technology in business environments. Artificial intelligence is transforming how companies operate, but it also introduces new risks that must be managed responsibly. This channel highligh...

2 months ago

17 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#67: Cash in the Cyber Sheets - SPF Blunders

Welcome to Cash in the Cyber Sheets, the podcast where we cut through the noise of cybersecurity and talk about the things that actually hit your business where it hurts — your bottom line. In this episode, we dive into one of the most deceptively simple yet frequently botched pieces of email security: your SPF record. On paper, Sender Policy Framework (SPF) sounds easy enough. You publish a DNS record that tells the world which servers are allowed to send emails on behalf of your dom...

2 months ago

16 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#66: InfoSec Program Pillars | Plan, Do, Check, Act

In this shorter solo episode of Cash in the Cyber Sheets, James breaks down the four core structures often referred to as the Plan Do Check Act cycle that serve as the foundation of a successful information security program. While “pillars of security” might sound like something only a compliance consultant would get excited about (guilty as charged), the reality is these four steps are what keep your program from feeling like an endless game of whack a mole. We explore what it means ...

3 months ago

13 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#65: The Hidden Dangers of Personal AI in the Workplace

Artificial Intelligence is everywhere — from helping us write emails faster to predicting our next snack craving. But when it comes to workplace security and compliance, “everywhere” isn’t always a good thing. In Episode 65 of Cash in the Cyber Sheets, we pull back the curtain on a growing problem we’ve been seeing during audits and with multiple clients: employees using their own personal AI accounts for business purposes. On the surface, it might seem harmless — after all, they’re j...

3 months ago

17 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#64: Writing Security Policies That Work for Business

So you've got frameworks, regulatory requirements, client expectations, and a million checkboxes to tick... but how do you actually write policies that make sense, get followed, and don’t make your staff cry? That’s exactly what we’re tackling in this solo episode of Cash in the Cyber Sheets. In this episode, James pulls back the curtain on one of the most common pain points organizations face—translating a mess of compliance obligations into clear, useful, and auditable information s...

3 months ago

15 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#63: Lockouts, Cold Storage Fails & Upgrade Pitfalls

Ever had that heart-stopping moment when you can’t get into your password manager? In this episode of Cash in the Cyber Sheets, we’re back with Bryan Barnhart from Infiltration Labs to talk about exactly that—because it almost happened to both of us. We unpack the nightmare scenario of getting locked out of your own encrypted vault, the ripple effects it can have on your digital life, and why your carefully planned “secure” setup may not be as resilient as you think. From there, we di...

4 months ago

39 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#62: What a Forensics Expert Teaches About Compliance

In this episode of Cash in the Cyber Sheets, we dive into the gritty, behind-the-scenes realities of digital forensics and compliance with guest Bryan Barnhart of Infiltration Labs. Bryan is a seasoned forensics expert who has spent years testifying in courtrooms, untangling messy evidence trails, and uncovering the often-overlooked technical details that can make—or break—a legal case. Our conversation peels back the polished veneer of cybersecurity compliance and exposes the uncomfo...

4 months ago

33 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#61: Locked Out of Life | Password Management Wake-Up

We nearly locked ourselves out of our own password manager. Yep. Us. The security professionals. If that doesn't make you tighten your digital shoelaces, nothing will. In Episode 61 of Cash in the Cyber Sheets, we're pulling back the curtain on a real-world scenario that could’ve gone very, very wrong. We’re talking full-blown lockout from critical accounts — and the painful lesson that even seasoned cybersecurity pros can get caught in a trap of good intentions and bad configurations...

4 months ago

17 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#60: AI, Terms and Conditions, and the Vendor Rodeo

In Episode 60 of Cash in the Cyber Sheets, we dive into the rapidly morphing world of AI and its increasingly tangled role in third-party software, supplier relationships, and data access controls. Remember when vetting vendors was a once-a-year checkbox and not a full-contact sport? Good times. But now, thanks to AI creeping into every crevice of modern software—from CRMs to coffee machine firmware—the game has changed. Now every supplier, integration, and platform you rely on might ...

4 months ago

13 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#59: Domain Registrar Risks | Doing It Right Gone Wrong

In this episode of Cash in the Cyber Sheets, we dive into a real-world experience with domain registrars—those gatekeepers of your online identity who are supposed to help keep you safe and sound on the internet. But what happens when doing their job too well actually opens up an unexpected vulnerability? It’s a classic case of security intentions versus operational reality. We break down how a seemingly well-configured domain protection mechanism—meant to shield against unauthor...

5 months ago

15 minutes

Cash in the Cyber Sheets: Making Money From Being Secure & Compliant

#58: 16 Billion Records Breached – What Now?

Another day, another “largest breach in history.” This time, it’s reportedly 16 billion records leaked in a massive data dump that has cybersecurity pros scrambling and the rest of the world asking, “Was I in it?” In this episode of Cash in the Cyber Sheet, we break down the facts behind this mega-breach—including what’s real, what’s speculation, and what you should actually do about it. Whether this turns out to be a compilation of old breaches or a fresh apocalypse, the message is t...

5 months ago

13 minutes