Putting Your Cyber Marketing Audience First with Dani Woolf

Putting Your Cyber Marketing Audience First with Dani Woolf

Dani Woolf, Director of Demand Generation at Cybersixgill and Host of the Audience First podcast, brings her marketing expertise to Hacker Valley to talk about what’s broken in the marketer-buyer relationship. Dani’s tried and true methods of cybersecurity marketing involve clear messaging, authentic communication, and building trust in an industry where not trusting anyone is the norm. How can cyber marketers break through the negative stereotypes and show cybersecurity buyers that they’re authentic?

Timecoded Guide:

[00:00] Fixing the broken relationship between cyber marketers, sellers, & buyers

[04:58] Unrealistic marketing goals vs incorrect marketer perspectives

[10:23] Better conversations between marketers & practitioners with Audience First

[15:12] Connecting with curious cyber practitioners instead of dismissing them

[23:37] Advice for cyber marketers looking to start fresh with content

Sponsor Links:

Thank you to our sponsors Axonius and Uptycs for bringing this episode to life!

The Axonius solution correlates asset data from existing solutions to provide an always up-to-date inventory, uncover gaps, and automate action — giving IT and security teams the confidence to control complexity. Learn more at axonius.com/hackervalley

Uptycs, analytics for the modern attack surface, observability for the modern defender. Check out Uptycs by visiting them at uptycs.com

What messages are practitioners receiving (or not receiving) from cybersecurity marketers?

One of the domains Dani actively uses is hilariously titled, “WTF Did I Just Read?” This project, inspired by the contextless and confusing messaging cyber practitioners receive everyday, aims to show marketers how to adopt better tactics and more authentic communication with potential buyers. Truth be told, Dani has seen the worst of cyber marketing, and she understands why many marketing teams get a bad rap in the industry.

“Frankly, [marketers] are just sending messages that have absolutely no context or need to the buyer, which is just lazy. You have to identify the problem, do a little bit of legwork to see what the buyer is interested in. Who are they really? What are they trying to solve?”

Where do you think we all went wrong, from a cyber marketing perspective?

Two factors have contributed to incorrect and inauthentic marketing tactics in cybersecurity, according to Dani. The first is pressure to achieve stressful goals and unrealistic KPIs on marketing teams that should be focusing on quality of communication over quantity of calls or outreach methods. The second is marketers coming into the cyber industry with the false mindset that cyber marketing is just like any other marketing, when in reality, the methods of communication and the relationship with buyers is completely different.

“A lot of professionals coming into cybersecurity think that what they've done in other verticals works in cybersecurity, when in fact it doesn't. I know for a fact it doesn't, because that's how I made mistakes in the security space and that's how [my podcast] Audience First was born.”

Is there a lot of conversation and communication happening between marketers and cybersecurity practitioners?

Marketers and practitioners are not communicating in a trustworthy and authentic way, in Dani’s opinion. Many marketers fall into the mindset trap of letting the “smart people” in the room talk during meetings and calls, instead of engaging in the conversation. Dani explains that when cyber marketers shut themselves out, they don’t learn anything about cybersecurity or about their clients. Not knowing creates a lack of trust and confidence for both sides.

“If we continue to just click on buttons and look at numbers, we're not going to do our jobs any better. I urge anybody listening to foster that bidirectional relationship, to be open to marketers speaking to you, and to be open to speaking to practitioners and asking for feedback.”

How would you compare the average cybersecurity buyer to, for example, other buyers in the technology space?

Despite the stereotypes of cybersecurity buyers being tough or unapproachable, Dani admits that many of her cybersecurity clients are kinder and more empathetic than in other tech industries. However, this kindness and empathy has to be earned, and security professionals aren’t always the easiest people to gain the trust of. Dani explains that credibility and authenticity reign supreme in messaging to cyber buyers, because that is the only way to break through the caution many practitioners are trained to have.

“Why would I scratch your back? Or, why would you scratch mine if I don't even know who you are? Like, the whole point of security is not to trust everything that you see. So, trust and credibility is a huge part of that, and establishing authentic relationships is a huge part, too.”

---------------

Links:

Keep up with our guest Dani Woolf on LinkedIn and Twitter

Listen to Dani’s podcast, Audience First, and learn more about “WTF Did I Just Read?”

Check out the Cybersixgill website

Learn more about Dani’s work on her other Hacker Valley podcast appearances: Breaking Through in Cybersecurity Marketing, Breaking Into Cyber

Connect with Ron Eddings on LinkedIn and Twitter

Connect with Chris Cochran on LinkedIn and Twitter

Purchase a HVS t-shirt at our shop

Continue the conversation by joining our Discord

Check out Hacker Valley Media and Hacker Valley Studio

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Mentorship to Mastery: AI and Community Lessons with Ron Eddings

Mentorship to Mastery: AI and Community Lessons with Ron Eddings

AI might analyze your logs in seconds, but only the community can put you in the room that changes your career. In this solo episode, Ron Eddings discusses the powerful balance between human connection and artificial intelligence in shaping the future of cybersecurity and beyond. From the sacrifices that sparked his career to the mentors who opened doors, Ron shares personal stories that show why community will always be your ultimate competitive edge, even as AI advances into the SOC. He also runs live AI experiments on ransomware response and log analysis, revealing what AI can (and can’t) do for practitioners right now.   Impactful Moments: 00:00 - Introduction 02:00 - Why community is your first advantage 03:30 - The sacrifice that launched Ron’s career 04:40 - Meeting mentor Marcus Carey 06:00 - Early opportunities in cybersecurity 07:00 - The power of hacker spaces 09:00 - How mentors open hidden doors 10:00 - RSA and Black Hat as career accelerators 13:00 - The most underrated LinkedIn feature 15:00 - The HVS mastermind community 16:00 - Reality check on GPT-5 18:00 - AI builds an IR playbook 20:00 - Critical do’s and don’ts in incident response 23:00 - Why hallucinations matter in cybersecurity AI 25:00 - AI makes sense of raw logs 28:00 - Can AI replace tier one analysts? 30:00 - Where AI still falls short 31:00 - Final challenge: Strengthen your community     Links: Connect with our Ron on LinkedIn: https://www.linkedin.com/in/ronaldeddings/ Register for our livestream with Gerry Auger: https://www.linkedin.com/events/7359290642633539586/ Check out the links to the OpenAI ChatGPT threads here: Incident Analysis Summary: https://chatgpt.com/share/689fa61f-3498-8006-9989-ff8221f97b01 Ransomware Incident Playbook: https://chatgpt.com/share/689fa63f-86ec-8006-8355-642d4d38808e Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

21 Elo 32min

From MCP Risks to AI Jailbreaks with Marco Figueroa

From MCP Risks to AI Jailbreaks with Marco Figueroa

When AI agents move faster than security teams, the game changes, and the risks multiply. Ron welcomes back Marco “Mystic Marc” Figueroa, Program Manager at Mozilla’s 0DIN Program, to continue the conversation and update on 2025’s most pressing AI and cybersecurity shifts. From the explosive rise of AI agents and OpenAI’s rumored browser to the hidden dangers of MCP implementations and prompt injection exploits like the Gemini attack, Marco shares insights that security pros can’t afford to miss. Impactful Moments 00:00 - Introduction 02:00 - Why 2025 is the year of the agent 05:45 - MCP’s rapid adoption and security risks 10:00 - The Gemini prompt injection vulnerability 15:00 - How attackers hide malicious AI prompts 18:00 - High success rates in non-technical teams 22:00 - Rise of voice-based AI scams 25:00 - Using jailbreaks to bend AI to your needs 30:00 - Predictions on OpenAI’s upcoming browser 33:00 - The profit battle between OpenAI and Microsoft 35:00 - Windsurf’s rollercoaster of acquisitions Links: Connect with our guest Marco on LinkedIn: https://www.linkedin.com/in/marco-figueroa-re/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

14 Elo 41min

Debt vs. Risk: What the SharePoint Breach Taught Us with Ron Eddings

Debt vs. Risk: What the SharePoint Breach Taught Us with Ron Eddings

The riskiest move in cybersecurity? Playing it too safe. In this solo episode, Ron Eddings redefines the way we think about technical debt, risk, and missed opportunities, in security and in life. Ron reframes the debt vs. risk paradigm through the lens of the SharePoint breach, personal milestones, and co-founding Hacker Valley. With sharp insights, personal stories, and a call to action for every listener, he shows how curiosity and calculated risk are the true drivers of innovation. Impactful Moments 00:00 - Introduction 01:10 - Why debt vs. risk matters now 02:20 - What the SharePoint breach taught us 04:15 - Risk avoidance creates deeper debt 05:10 - Clear definitions: risk vs. debt 06:30 - Hidden costs of deferring decisions 08:15 - Leaving $200k salary to build Hacker Valley 10:00 - Long-term founder debt explained 11:08 - When comfort becomes dangerous 12:00 - Curiosity as a leadership skill 13:10 - What you’re not seeing yet 14:30 - Final thought: reflect and reassess Links: Connect with our Ron on LinkedIn: ​​https://www.linkedin.com/in/ronaldeddings/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

7 Elo 16min

The Future of Cyber Talent Is African with Confidence Staveley

The Future of Cyber Talent Is African with Confidence Staveley

The world’s youngest continent is also its most untapped resource. Confidence Staveley, Founder of CyberSafe, makes a powerful case for why Africa’s youth are the answer to global cybersecurity and AI innovation… if we’re bold enough to invest. In this episode, Ron welcomes back cybersecurity leader and advocate Confidence Staveley for a discussion on purpose-driven innovation, talent development, and AI-powered awareness tools. Confidence shares updates on her nonprofit work, her bold new ventures including AI Cyber Magazine, and how she's helping shape Africa into a tech talent hub. With global budget cuts hitting nonprofits and marginalized communities, Confidence shares how Africa’s innovators, who are often excluded from the table, are building their own tables, making their impact impossible to ignore, and shaping cybersecurity’s future on their terms.   Impactful Moments 00:00 - Introduction 02:00 - Her Difference Makers Award speech 04:00 - Partnering with SANS for bigger impact 06:01 - Global DEI backlash and ripple effects 10:00 - Why Africa is the future of tech 13:01 - Innovation with limited resources 17:10 - AI Cyber Magazine and its mission 19:00 - Building AI-powered awareness tools 21:00 - The African adage on self-renewal 22:10 - How sharing knowledge builds trust   Links Connect with our guest, Confidence Staveley: https://www.linkedin.com/in/confidencestaveley/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

31 Heinä 23min

Compliance Isn’t the Enemy with Jeff Man

Compliance Isn’t the Enemy with Jeff Man

Is compliance just a checkbox, or the backbone of real security? Returning to the show with decades of hard-earned insight, Jeff Man makes the case that compliance, especially PCI-DSS, isn't just a formality; it's foundational to modern security. As one of the original architects of the NSA Red Team and a 20-year PCI veteran, Jeff explains how this often-misunderstood framework has shaped everything from pen testing to vendor accountability. Ron and Jeff unpack the six core goals of PCI, how red teams and SaaS builders are directly affected, and why many security teams resist compliance efforts, despite relying on them to get essential buy-in and funding.   Impactful Moments: 00:00 – Introduction 01:00 – Does compliance equal security? 02:09 – Jeff returns with PCI firepower 03:15 – Defining security vs. compliance 05:33 – “Show me what you’re doing” 06:45 – Six goals at PCI’s core 10:45 – Security is watching, not reacting 13:30 – Companies secure because they have to 15:00 – PCI gave red teams their jobs 16:30 – Stripe and Square absorb PCI burden 19:30 – PCI 4.0 causes confusion 21:00 – Vendors aren’t your trusted advisors 22:30 – “Hate me, but I’ll help” Links: Connect with our guest, Jeff Man: https://www.linkedin.com/in/jeffreyeman/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

24 Heinä 24min

What Makes a Great CISO? A Playbook from Gary Hayslip

What Makes a Great CISO? A Playbook from Gary Hayslip

What separates a great CISO from a great one? In this powerhouse conversation, Ron invites friend and cybersecurity leader Gary Hayslip, CISO at SoftBank Investment Advisers, back on the mic to discuss what it takes to lead in today’s high-stakes digital world. Gary shares battle-tested insights on accountability, the evolving expectations of the CISO role, and how AI is reshaping leadership without replacing it. Gary shares stories ranging from military mishaps to enterprise-scale transformation, and makes the case for visibility, trust, and embracing change. His perspective brings clarity to the fundamental responsibilities of a CISO and the mindset required to lead with impact. Impactful Moments 00:00 – Introduction 02:00 – Defining the modern CISO as a business leader 05:45 – Why CISOs should never delegate accountability 07:30 – The danger of staying invisible 10:45 – The $40K UPS explosion mistake 15:00 – How leaders build trust in new teams 19:10 – Visibility is not micromanagement 24:30 – Staying humble while leading big 30:00 – Building “Rocky the Raccoon” internal GPT 34:30 – Hiring for AI fluency in security teams Links: Connect with our guest, Gary Hayslip: https://www.linkedin.com/in/ghayslip/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

17 Heinä 37min

Confidence, Coaching, and the S-Word with Mel Reyes

Confidence, Coaching, and the S-Word with Mel Reyes

Want to stand out as a leader? According to our guest Mel Reyes, you need to dress like you mean it and speak like you’ve got nothing to prove. In this episode, Mel shares how he built billion-dollar portfolios, coached executive teams, and still shows up in a white hoodie when that feels right. With Ron, he unpacks how executive presence becomes a strategic weapon for breaking resistance, commanding attention, and making your message unforgettable. You’ll learn why generic resumes fail, how to master executive storytelling with the SPAR method, and what dropping the ego really looks like in your next leadership role.   Impactful Moments: 00:00 – Introduction 03:00 – Breaking the rules of executive delivery 07:00 – Why confidence starts in your closet 11:30 – Respecting identity in professional spaces 12:30 – Advice for breaking into cybersecurity 17:00 – Reinvention at the mid-senior level 21:00 – The SPAR framework for storytelling 30:00 – Drop the ego, find your passion   Links: Connect with our guest, Mel Reyes: https://www.linkedin.com/in/melreyes/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

10 Heinä 32min

Purple Teaming Is the New Job Security with Maril Vernon

Purple Teaming Is the New Job Security with Maril Vernon

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26 Kesä 43min

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