
The Cyber Ranch Podcast
Ride the cyber trails with two CISOs (Allan Alford and Drew Simonis) and a diverse group of friends and experts who bring a human perspective to cybersecurity.
Latest episodes

7 snips
Jan 26, 2022 • 30min
What We’re Doing Wrong in the SOC w/ Yaron Levi
Yaron Levi and Allan discuss SOC challenges, hypothesis-driven data analysis, business objectives, and the importance of context in threat detection. They highlight the need for structured approaches, threat modeling, and the value of trust in cybersecurity operations.

Jan 19, 2022 • 41min
Cybersecurity Centers of Excellence w/ Rafal Los
Allan is joined by Rafal Los, industry innovator, strategist, and personality. His career spans 20+ years while working inside companies from the Fortune 10 to a firm of less than 10. Additionally, Rafal is a founder and host of the Down the Security Rabbithole Podcast - an industry podcast delivering a weekly take on cybersecurity since 2011. Join Allan and Rafal as they discuss cyber security centers of excellence, metrics, marketing and acceptance in this conversation between two friends.
Key Takeaways:
01:56 Bio
04:27 Goals for Cybersecurity Center of Excellence (CoE)
06:44 How do you birth a Cybersecurity CoE?
09:45 Selling your service
15:18 Cost - who pays in the end and how?
17:10 Getting management on board
24:22 It’s not all about cost – but it is.
26:37 Metrics
31:05 Quality metrics
34:33 Your mess for less
38:02 What is something outside cyber that helps on the inside?
Links:
Follow Allan on LinkedIn and Twitter
Follow Rafal Los on LinkedIn and Twitter
Check out his podcast
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at Axonius

Jan 12, 2022 • 34min
Investing in Cybersecurity Startups w/ Kathy Wang
Join Allan as he discusses investing in cybersecurity startups with the perfect guest for the subject: Kathy Wang, CISO at Very Good Security, investor at Silicon Valley CISO Investments, investor at Firebolt Ventures, and former founder as well!
Allan and Kathy talk about investment goals, the process from start to finish, how to get started, the buy-in costs, returns, what to expect, partnering, etc.
Join them as they dive into this fascinating topic:
DISCLAIMER: NOBODY ON THIS SHOW IS A FINANCIAL ADVISOR OR PLANNER, AND NOTHING SAID ON THIS SHOW CONSTITUTES FINANCIAL ADVICE. OPINIONS EXPRESSED ON THIS SHOW ARE JUST THAT – OPINIONS – AND YOU SHOULD NOT USE THEM TO CONDUCT YOUR FINANCIAL AFFAIRS. CONSULT A LICENSED EXPERT INSTEAD OF US!
Key Takeaways:
02:14 Bio
02:54 Getting into cyber security investing
05:28 Spotting good investments
09:13 What’s the process?
15:15 Ranging investments | partnerships
22:35 29 no's and 1 yes – is that reality?
26:20 Seeking investment? Start here.
29:31 Be willing to work with other people
30:57 What is something from outside of infosec that helped you in infosec?
Links:
Follow Kathy Wang on LinkedIn
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at Axonius

Jan 5, 2022 • 47min
50th Episode Special w/ Many Guests
In this special episode, Allan invites a few familiar voices back to the show, conducts a countdown of his Top 5 most popular shows, and reviews some of the most common guest responses. Lastly, Allan issues some important thank you's and shares a few comments and feedback from the listeners.
Highlights:
Top 3 guest answers to "What keeps you going in cybersecurity?"
Top 3 guest answers to "What surprises you the most in cybersecurity?"
Top 5 shows by download
Visits from:
Tim Rohrbaugh, CISO - Jet Blue
Chris Cochran & Ron Eddings - Hacker Valley Media
Drew Brown, who has held many security leadership roles and who is an avid user of the FAIR methodology of risk measurement
Richard Seiersen, former CISO, famed champion of measuring risk, and author of "The Metrics Manifesto: Confronting Security with Data"
Accidental CISO of Twitter fame
THANK YOU to all of our listeners, Hacker Valley Media, our fantastic guests, and to everyone who helped get us to 50 shows!!!
Links:
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at Axonius

Dec 22, 2021 • 45min
Minimum Viable Security w/ Chris Roberts & Cecil Pineda: EXPLICIT CONTENT
Allan hosts a live podcast at the August, 2021 CISO XC event in the Dallas-Forth Worth area. He is joined by Chris Roberts, chief geek at Hillbilly Hit Squad, and Cecil Pineda, then head of the vICSO and GRC programs at Critical Start. The topic is Minimum Viable security, tactical frameworks, the challenges with large frameworks, and the challenges of competing frameworks.
This show was recorded after happy hour and the audience and participants both imbibed. It's a rowdy show and features some explicit content.
Key Takeaways:
0:00 Allan’s holiday greeting
0:39 Allan introduces the live show, guests and issues a disclaimer about naughty language
2:02 Chris Roberts on Minimum Viable Security
2:42 Cecil on his love/hate relationship with compliance and the need for weighting controls
4:25 Allan proposes “tactical frameworks”
5:38 Chris challenges the crowd on their asset management successes
7:43 Allan introduces “See it, manage it, secure it.” (Which he flagrantly stole from Steve Williams @ NTT DATA Services)
8:53 Cecil says: data discovery comes before DLP
10:17 Chris challenges Allan’s idea that MFA should “just happen” in order to capture at least 90% of ransomware threats
12:07 Cecil proposes a compromise – 30% of controls meet a higher CMMI requirement than the 70%
13:48 Chris says even the 30% are not even being met in most environments
14:56 Allan’s full proposal on a tactical framework (that includes Chris’ emphasis on asset management)
16:07 Chris states that we have to agree on the subset frameworks in order to achieve success. Diverse frameworks actually harm the industry.
17:56 Chris challenges the crowd to hire interns and those new to the industry
20:02 Allan misattributes the total control count in NIST CSF. We mentioned whiskey, right?
21:35 Barring regulated environments, Allan doubles down on his tactical framework idea
22:13 Chris says we must challenge the authors of all these frameworks
22:50 Allan points out that frameworks are implicitly behind the fast pace of the industry after going through committee
23:53 Chris criticizes the notion that compliance = security
24:57 Insurance carriers insist now upon framework compliance and are getting smarter
26:53 Chris says full compliance with a framework even still is useful only as a point in time exercise
28:22 We have to simplify compliance
28:59 Allan proposes SBOM, CMMC-like maturity awareness, and the shared responsibility model as the solution to the compliance problem
30:57 Chris says that will take ten years to sort out
31:49 Chris says “take the money out of compliance”
35:37 Cecil talks about self-attestation and standards that are needed on auditing processes
36:41 Allan says frameworks exist in the first place with the goal of getting secure
37:14 Chris disagrees and states (using naughty metaphors) that frameworks compete out of hubris
38:26 An audience member suggests “trust but verify” as the reason frameworks exist in the first place
41:24 Cecil deconstructs the practicality of shared responsibility, extending it into the business
43:28 Chris proposes working with insurance companies to create a consolidated or tactical framework
Links:
Chris Roberts - LinkedIn
Cecil Pineda - LinkedIn
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ

Dec 15, 2021 • 34min
Organizational Resilience w/ Marnie Wilking
In this episode, Allan is joined by Marnie Wilking, CISO at Wayfair. Marnie has directed Information Security and multi-discipline Risk Management Programs for more than 15 years -- providing a unique set of skills and experience to manage operational risks and improve risk management among diverse businesses. Join Allan and Marnie as they define organizational resilience, discuss its goals and enablers, and analyze the COVID pandemic through its lens.
Key Takeaways:
01:26 Bio
03:42 Organizational resilience
06:40 COVID benefits; business enabling?
09:47 Building hybrid work environments
11:11 Virtual offices and home fatigue
17:14 Bullets dodged in organizational resilience
20:51 Tabletop exercises
27:16 Office conflicts and mailing troubles
30:38 Communication in resilience
32:29 What surprises Marnie in cyber security?
Links:
Learn more about Marnie on LinkedIn and Crunchbase
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ

Dec 8, 2021 • 35min
The vCISO Life w/ Dan Doggendorf
Welcome to another live show of the Cyber Ranch! Allan is joined by Dan Doggendorf, a creative cybersecurity leader with a passion for simplicity, efficiency, accountability, common sense, and honesty. The duo discusses the ins and outs of being a VCISO, how one walks the path and what the industry can do to make this role better. This show was conducted at the Cybersecurity Conference 9 (CSC 9) conducted by the North Texas Chapter of ISSA. All proceeds from the event went directly to scholarships for the Collin College cybersecurity program.
Key Takeaways:
01:47 - Bio
02:33 - vCISO life
04:18 - The path to an independent contractor
07:46 - Should you specialize?
10:46 - Strategizing experience in cyber security
14:26 - Challenges of being a CISO & vCISO
19:04 - Staying connected as a vCISO
23:17 - Victories as a vCISO
27:06 - The bad times and mistakes made as a vCISO
29:52 - What should change for vCISOs?
30:51 - Advice for future vCISOs
34:09 - What surprises Dan in cyber security?
Links:
Learn more about Dan on Zintro and LInkedIn
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ

Dec 1, 2021 • 43min
GRC: ”Now What?” w/ Security & Compliance Weekly
This week, Allan is joined by Frederick Lee aka “Flee”, Chief Security Officer and Head of IT at Gusto, Jeff Man, host of Security & Compliance Weekly, and notorious infosec curmudgeon, and by Kat Valentine, Security and Compliance Weekly co-host. A few weeks ago Allan appeared on their show to discuss “GRC: ‘What?’ and ‘So What?’. In that episode, found here, they take a deep dive into GRC in terms of understanding is purpose and value.
In this crossover episode, the group continues the conversation to talk about “GRC: ‘Now what?’ (The cultural impact and implementation, risk register, achieving actionable results and much more).
Join Allan and the Security & Compliance Weekly team as they dive into overcoming cultural barriers, a continued conversation on the order of priority (“RGC” vs. “GRC”, for example), and enlisting allies in the business.
Key Takeaways:
2:20 Implementing GRC culturally – Flee's take
4:13 Jeff’s take
6:16 Kat’s take
10:43 The CISO – Turning compliance data into actionable results – Jeff’s take as an assessor
13:56 Kat’s take as an assessor
15:41 Flee’s take as a CISO
21:13 Understanding perspectives from all parties
28:10 Sharing problems upstream/Audits vs. Assessments
34:48 Flee’s take on “governance vs. doctrine”
37:43 Risk register – training for self sufficiency
42:40 Get in touch!
Links:
Check out Security and Compliance Weekly!
Follow Flee on LinkedIn and Twitter
Follow Jeff Man on LinkedIn and Twitter
Follow Kat Valentine on LinkedIn
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ

Nov 24, 2021 • 39min
The CMO‘s Perspective w/ Nathan Burke and Julie O‘Brien
CISOs complain on social media about bad marketing – when they are targeted inappropriately, or with messages that don’t resonate, or with messages that outright lie. This week Allan Alford decides to hear from the other side, and invites his two favorite CMOs to the show. Julie O’Brien, CMO at AttackIQ, and Nathan Burke, CMO at Axonious, sit down with Allan to send a message to cyber security professionals about the vital role marketing plays in the industry, what is good marketing and bad marking, and how marketing affects all of our careers more than we know. Hear different perspective on topics like buzzwords, cold calls, and the difference between good and bad marketing practices. Backed up with proven experience, this episode is packed with useful info for all cyber practitioners and aspiring practitioners.
Key Takeaways:
02:00 Julie Bio
03:13 Nathan Bio
04:00 Standing out as a marketer
10:15 Emphasizing what you don’t do as a company, rather than what you do
15:56 A message to CISO’s - Julie
23:00 Nathan’s message to CISO’s
25:55 Allan touches on why innovation occurs on the vendor side
27:45 Buzzwords
33:50 What surprises Nathan and Julie in cyber security?
Links:
Learn more about Nathan on LinkedIn and Twitter
Check out Julie on LinkedIn and Twitter
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ

Nov 17, 2021 • 30min
Practical Working (And Hiring!) from Home w/ Brian Castagna
Brian Castagna (CISO at Seven Bridges - a genomics company) is a CISO with a proven track record of successfully building information security programs at cloud technology companies. He is on a mission to humanize the new work environment - our own home. Join Allan and Brian as they touch on transitioning from an office environment, both mentally and physically, hiring remotely, work/life balance and much more.
Key Takeaways:
01:33 Bio
02:22 Remote work
03:00 Hiring a remote workforce
10:50 What’s the human side of working from home?
17:38 Transitioning from work to home
19:54 Mental transitioning
21:00 Collaboration & strategy
24:30 Layering the human back in
27:19 What surprises you in cyber?
Learn more about Brian on LinkedIn
Follow Allan Alford on LinkedIn and Twitter
Purchase a Cyber Ranch Podcast T-Shirt at the Hacker Valley Store
Learn more about Hacker Valley Studio and The Cyber Ranch Podcast
Sponsored by our good friends at AttackIQ