- How to Prepare for a CMMC Assessment (CMMC Assessor Explains)
🚨 Want to break into DoD cybersecurity but don't have eMASS experience? Gain hands on experience with RMF Academy eMASS Lab Access and build the confidence employers are looking for. Link below 👇
https://www.rmfacademy.io/courses/RMF-Academy-eMASS-Lab-Access
🚀 Ready to break into DoD cybersecurity? RMF Academy gives you the hands on training, practical resources, and real world guidance to build the skills employers are looking for. Link below 👇
https://www.rmfacademy.io/
Timestamps:
00:00 Introduction
00:59 Meet CMMC Assessor Carter Schoenberg
02:23 What Is CMMC and Who Actually Needs It?
05:49 What Is CUI?
06:40 CMMC Levels Explained
09:03 The Problem With CUI and Government Contracts
10:43 CMMC Phase 1 and Phase 2 Explained
11:38 What Happened to CMMC Phase 2?
14:28 The Real Cost of CMMC Compliance
16:54 Why Protecting CUI Matters
19:42 How Companies Should Start Preparing for CMMC
24:04 Understanding Your CUI Data Flow
24:24 What CMMC Assessors Look for in Documentation
25:36 What Actually Happens During a CMMC Assessment
27:50 How to Prepare Your CMMC Evidence and Artifacts
29:27 Common CMMC Documentation Mistakes
31:11 How CMMC Controls Are Actually Assessed
32:31 What Happens After the Assessment?
33:18 What Happens When Evidence Is Missing?
36:33 Should You Get a CMMC Mock Assessment?
38:06 Why So Many Companies Use Microsoft Intune for CMMC
40:11 CMMC Implementation Mistakes to Avoid
42:50 What It Takes to Pass a CMMC Assessment
46:29 CMMC Assessment Preparation Checklist
48:40 How to Use the CMMC Assessor Guides
49:24 Understanding CUI Assets and Assessment Scope
50:40 Why Universities May Need CMMC
52:03 Universities Already Being Required to Meet CMMC Level 2
53:01 CMMC vs Other Cybersecurity Assessments
54:49 The Future of CUI Requirements
57:34 CMMC Level 2 Certification Requirements
59:57 The Cost of CMMC Implementation and Certification
01:01:49 How to Choose a Good CMMC Assessor
01:04:00 Final Thoughts
VIdeo Description:
What does a CMMC assessor actually look for during an assessment? In this episode of the Tech Woke Podcast, Christopher Okpala sits down with CMMC assessor Carter Schoenberg to break down the CMMC assessment process, what organizations should expect, and how defense contractors can properly prepare before an assessor arrives.
We discuss CMMC, Controlled Unclassified Information (CUI), CMMC Level 2, assessment scope, security controls, evidence, artifacts, documentation, and implementation. Carter explains why simply having policies isn't enough and what organizations need to demonstrate to show that their cybersecurity practices are actually implemented. We also discuss common documentation mistakes, missing evidence, mock assessments, Microsoft Intune, the cost of CMMC compliance, and what happens when an assessor identifies gaps.
If you're an ISSO, GRC professional, cybersecurity professional, government contractor, CMMC consultant, MSP/MSSP, or business operating within the Defense Industrial Base (DIB), this conversation provides a practical look at how CMMC assessments work and how organizations can prepare.
In this episode:
What CMMC is and who needs it
What CUI is and why it must be protected
CMMC levels and assessment requirements
How to prepare for a CMMC assessment
What CMMC assessors actually look for
How to prepare controls, evidence, and artifacts
CMMC documentation requirements
How assessors validate control implementation
What happens when evidence is missing
Common CMMC preparation mistakes
Why companies use Microsoft Intune for CMMC environments
CMMC assessment scope and CUI data flows
Whether companies should conduct mock assessments
The cost of preparing for CMMC
How to choose a CMMC assessor or consultant
How cybersecurity professionals can get involved in the CMMC ecosystem
If your organization is preparing for a CMMC assessment, don't wait until assessment day to figure out whether your documentation, evidence, and technical implementation align. This episode gives you an assessor's perspective on what preparation actually looks like.
Subscribe to Tech Woke for more conversations about CMMC, RMF, GRC, ISSO careers, federal cybersecurity, GovTech, eMASS, NIST 800-53, and cybersecurity compliance.
Question for you: Is your organization currently preparing for CMMC?
#CMMC #Cybersecurity #GRC
1h 4m - Aug 27, 2026 - How to Become a Senior ISSO in 12 Months (Complete Roadmap)
🚨 Want to break into DoD cybersecurity but don't have eMASS experience? Gain hands on experience with RMF Academy eMASS Lab Access and build the confidence employers are looking for. Link below 👇
https://www.rmfacademy.io/courses/RMF-Academy-eMASS-Lab-Access
🚀 Ready to break into DoD cybersecurity? RMF Academy gives you the hands on training, practical resources, and real world guidance to build the skills employers are looking for. Link below 👇
https://www.rmfacademy.io/
Timesstamps:
00:00 Introduction
00:41 Meet Emmanuel and His Cybersecurity Journey
02:12 How Emmanuel Earned a Top Secret Clearance at 23
04:04 Using AI and LinkedIn to Land an ISSO Role
05:08 Does a Security Clearance Increase Your Salary?
07:28 How Employers Verify Your Background
10:42 How to Become an ISSO with No Experience
12:55 Networking Tips That Actually Work
14:55 What ISSOs Really Do vs. Common Misconceptions
17:08 Building Hands-On RMF Experience
19:25 Best Resources to Learn RMF and Cybersecurity
22:18 How to Stand Out in Cybersecurity Interviews
24:15 What Hiring Managers Are Really Looking For
27:18 Why Continuous Learning Matters
30:12 How to Grow Into a Senior ISSO
33:21 Teaching Cybersecurity vs. Working in the Field
36:12 The Biggest Problems with Cybersecurity Education
39:40 Should You Get a Cybersecurity Degree?
42:48 Certifications vs. Skills: What Matters Most?
45:15 Cloud Security, AI, and the Future of Cybersecurity
47:31 The Skills Every Cybersecurity Professional Should Learn
50:12 Advice for Breaking Into Federal Cybersecurity
52:18 Where to Connect with Emmanuel
53:05 Final Thoughts
Video description:
How Emmanuel Went From No Experience to a Federal Cybersecurity Career | ISSO, RMF & Security Clearance
How do you break into federal cybersecurity if you have little or no experience? What does it really take to become an Information System Security Officer (ISSO), earn a security clearance, and build a successful career in Risk Management Framework (RMF)?
In this episode of Tech Woke, I sit down with Emmanuel to discuss his journey into federal cybersecurity, how he landed an ISSO role, the importance of networking, certifications, LinkedIn, and the strategies that helped him build a career in one of the fastest-growing areas of cybersecurity.
Whether you're trying to land your first cybersecurity job, transition into Governance, Risk, and Compliance (GRC), or understand how to get into the federal space, this episode is packed with practical advice and real-world lessons.
In this episode, we discuss:
How Emmanuel broke into federal cybersecurity
What an Information System Security Officer (ISSO) actually does
How to gain RMF experience without already working in RMF
The role of security clearances in cybersecurity careers
Networking strategies that lead to job opportunities
How LinkedIn can help you land interviews
The certifications that helped Emmanuel succeed
Common mistakes new cybersecurity professionals make
Federal cybersecurity career advice
AI, cloud security, and the future of cybersecurity
How to grow from entry-level to senior cybersecurity roles
If you're serious about building a career in RMF, ISSO, GRC, NIST 800-53, CMMC, or federal cybersecurity, this episode is for you.
🎥 Watch the full episode and let us know in the comments:
What is the biggest challenge you're facing in your cybersecurity career?
55m - Jul 29, 2026 - This Cybersecurity Career Path Is About to Explode (Here's Why)
🚨 Want to break into DoD cybersecurity but don't have eMASS experience? Gain hands on experience with RMF Academy eMASS Lab Access and build the confidence employers are looking for. Link below 👇
https://www.rmfacademy.io/courses/RMF-Academy-eMASS-Lab-Access
🚀 Ready to break into DoD cybersecurity? RMF Academy gives you the hands on training, practical resources, and real world guidance to build the skills employers are looking for. Link below 👇
https://www.rmfacademy.io/
Timestamps:
00:00 Intro
00:43 What Is the Risk Management Framework (RMF)?
04:15 Why RMF Is So Important in Government Cybersecurity
08:32 Common Misconceptions About RMF Careers
12:18 How to Prepare for RMF & ISSO Interviews
17:20 Losing My Job and Rebuilding My Career
18:42 Why I Doubled Down on RMF Academy
21:38 The Biggest Gap in RMF & GRC Training
22:20 How to Actually Succeed in an RMF Interview
26:10 Why Security+ and a Clearance Aren't Enough
28:05 Why I Built the eMASS Lab
28:50 The 7 Steps of RMF Explained
31:28 What You'll Actually Do as an ISSO
33:05 How RMF Academy Prepares You for the Job
36:21 The Future of RMF Careers
38:44 AI, Government Cybersecurity & RMF
40:08 How Quantum Computing Will Impact Cybersecurity
42:32 Future Skills Every RMF Professional Needs
43:30 Cloud, Automation & the Future of GRC
45:45 Why I Moved to New Mexico
46:35 What's Next for RMF Academy
47:50 Final Advice for Future ISSOs
48:20 Outro
Video description:
What does it really take to build a successful career in RMF and federal cybersecurity?
In this special episode of Tech Woke, the roles are reversed. Instead of interviewing a guest, I'm in the hot seat as Osasu Asaji interviews me about my journey from working as an Information System Security Officer (ISSO) to building RMF Academy, overcoming career setbacks, and helping thousands of cybersecurity professionals break into GovTech.
We dive deep into what the Risk Management Framework (RMF) really is, why it's one of the fastest-growing areas in federal cybersecurity, and what aspiring ISSOs, GRC professionals, and cybersecurity practitioners need to know to stay competitive in today's market.
Whether you're trying to land your first cybersecurity job, transition into an RMF role, or understand where AI, cloud security, and quantum computing are taking federal cybersecurity, this conversation is packed with practical advice and real-world lessons.
In this episode, we discuss:
What the Risk Management Framework (RMF) is
How to become an Information System Security Officer (ISSO)
My journey into federal cybersecurity
Losing my job and rebuilding through entrepreneurship
Why I created RMF Academy
The biggest mistakes aspiring ISSOs make
Why Security+ and a clearance aren't always enough
The importance of hands-on RMF and eMASS experience
AI's impact on RMF and GRC careers
How quantum computing could reshape cybersecurity
The future of government cybersecurity careers
Advice for anyone looking to break into GovTech
If you're serious about building a career in federal cybersecurity, this episode will give you the roadmap and mindset to move forward.
If you enjoyed this conversation, be sure to Like, Subscribe, and turn on notifications for more interviews with cybersecurity leaders and career experts.
48m - Jul 22, 2026 - The Only Place to Practice Real RMF Before You Get the Job
Check out RMF Lab: https://rmfpro.ai/
🚨 Want to break into DoD cybersecurity but don't have eMASS experience? Gain hands on experience with RMF Academy eMASS Lab Access and build the confidence employers are looking for. Link below 👇
https://www.rmfacademy.io/courses/RMF...
🚀 Ready to break into DoD cybersecurity? RMF Academy gives you the hands on training, practical resources, and real world guidance to build the skills employers are looking for. Link below 👇
https://www.rmfacademy.io/
Video Description:
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with David McIltrot, founder of RMF Pro, to discuss one of the biggest challenges facing cybersecurity professionals in the federal GovTech space: the lack of hands-on RMF experience. While many professionals have Security+, IT experience, or even a security clearance, very few have the opportunity to practice working through real RMF workflows before stepping into an ISSO or GRC role. David demonstrates how RMF Pro helps bridge that gap by providing an interactive platform where users can practice NIST SP 800-53 controls, create POA&Ms, develop implementation statements, build SSPs, and gain practical experience with the RMF process.
Whether you're trying to break into an ISSO, GRC, or RMF role, preparing for interviews, or looking to strengthen your skills as a current cybersecurity professional, this conversation will show you why hands-on practice matters. We also discuss David's career journey, why he built RMF Pro, the future of RMF training, and how practical experience can help cybersecurity professionals become more confident and job-ready in today's federal cybersecurity workforce.
#RMF #GRC #ISSO
55m - Jul 10, 2026 - How to Get Hired as a Cloud Engineer in 2026 (Step-by-Step Roadmap)
RMF Academy: https://www.rmfacademy.io/
Free Break into cybersecurity guide: https://www.rmfacademy.io/products/digital_downloads/breaking-into-cybersecurity
Decription:
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with cloud engineer and content creator Jhante Henderson to discuss how aspiring technology professionals can break into cloud engineering and position themselves for success in today's competitive job market. We cover the skills employers are looking for, certifications versus hands-on projects, building a portfolio, preparing for interviews, and the steps beginners can take to stand out when applying for cloud engineering roles.
Whether you're coming from help desk, system administration, cybersecurity, or another IT background, this conversation provides a practical roadmap for landing your first cloud engineering job. We also discuss personal branding, LinkedIn strategies, AI's impact on hiring, and how building real-world projects can help you demonstrate your skills and attract opportunities in cloud computing.
53m - Jun 17, 2026 - How to Break Into FedRAMP & Cloud Compliance in 2026
RMF Academy: https://www.rmfacademy.io/
Timestamps:
00:00 Intro
01:18 From NSA Engineer to Cybersecurity Entrepreneur
02:12 How Ajay Got Started in RMF
03:30 Building a FedRAMP Business
04:06 Starting a Cybersecurity Company
08:28 Career Advice for Cybersecurity Professionals
12:45 What a FedRAMP Engineering Company Does
15:24 How Companies Prepare for FedRAMP
19:45 FedRAMP Explained
23:52 Common FedRAMP Mistakes
25:35 Continuous Monitoring Explained
28:05 How to Break Into FedRAMP Careers
32:02 AI Governance, GRC Engineering & Cybersecurity
40:13 FedRAMP 20x & OSCAL Explained
44:10 Skills Needed for Future Cybersecurity Careers
47:50 Entrepreneurship & Building a Team
50:20 Career Advice for the Next Generation
52:00 Closing Thoughts
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with Ajay Chandhok, CEO of Stratus Cyber, to discuss his journey from engineering and cybersecurity into building a company that manages FedRAMP and CMMC environments for government and commercial clients. Ajay shares how he got started in RMF, transitioned into the FedRAMP space, built a cybersecurity business, and what it takes to support cloud environments operating at FedRAMP Moderate and High authorization levels.
We also dive into FedRAMP careers, continuous monitoring, cloud compliance, FedRAMP 20x, OSCAL, AI's impact on cybersecurity, and the future of compliance engineering. Whether you're interested in RMF, GRC, FedRAMP, cloud security, government contracting, or building a cybersecurity business, this conversation provides valuable insights into one of the fastest-growing areas of cybersecurity and compliance.
54m - Jun 10, 2026 - How to Build a Successful Business in Tech Without a Huge Team
RMF Academy: https://www.rmfacademy.io/
Timestamps:
00:00 Introduction & Meet Richard Tarity
00:53 From Warehouse Worker to Tech Entrepreneur
02:30 Breaking Into the Technology Industry
03:21 Why Companies Make Bad Technology Decisions
05:15 The Biggest Mistake Leaders Make During Digital Transformation
07:18 Why End Users Are Often Ignored in Tech Projects
09:30 How Poor Communication Kills Technology Implementations
11:02 The Disconnect Between Sales, Engineering, and Customers
14:41 How Richard's Platform Helps Organizations Make Better Decisions
16:45 Why Technology Projects Fail
18:30 The Importance of Planning Before Implementation
20:45 Technology Risk, Cybersecurity, and Business Impact
22:15 AI Adoption: How Organizations Are Using AI Today
24:30 AI as a Force Multiplier for Business
25:54 Why AI Gives Smaller Companies a Competitive Advantage
28:05 How to Make Better Business Decisions
29:48 Slow Down to Speed Up: A Key Leadership Lesson
31:45 Advice for Entrepreneurs Building a Tech Business
33:32 Why Networking Still Matters More Than Social Media
36:45 Building Relationships in Business and Technology
38:30 Lessons Learned from 27 Years in Business
40:35 How to Create Value for Customers
43:55 Ask Better Questions, Get Better Answers
45:00 Final Thoughts & Closing Remarks
How do you build a technology business that lasts for decades in an industry that never stops changing?
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with Richard Tarity, entrepreneur, advisor, speaker, and bestselling author, to discuss lessons learned from more than 27 years in the technology industry. Richard shares insights on entrepreneurship, leadership, technology adoption, customer success, artificial intelligence, and what it takes to build a business that continues to grow and deliver value over time. Whether you're a tech professional, business owner, or aspiring entrepreneur, this conversation offers practical advice for navigating today's rapidly evolving technology landscape.
46m - Jun 3, 2026 - GRC vs RMF Explained: Which Cybersecurity Path Should You Learn?
RMF Academy: https://www.rmfacademy.io/
Trying to break into cybersecurity but confused about GRC vs RMF?
Everybody online says “get into GRC,” but most people never explain how different these paths actually are.
In this live Tech Woke conversation, we break down:
• What GRC actually is
• What RMF really looks like in the real world
• Federal vs commercial cybersecurity careers
• Which path is better for beginners
• Salary potential and career growth
• Real job titles to target
• Interview questions you should expect
• AI, cloud compliance, and where cybersecurity compliance is going next
If you’re trying to get into cybersecurity, GovTech, compliance, audit, risk, or RMF, this conversation will save you time.
Hosted by Christopher Okpala | Tech Woke Podcast
Subscribe for real cybersecurity career conversations, RMF insights, GovTech training, and practical tech career advice.
#Cybersecurity #GRC #RMF
58m - May 23, 2026 - The Future of Cybersecurity Compliance (RMF Explained)
RMF Academy: https://www.rmfacademy.io/
Video Description:
Cybersecurity compliance is changing fast.
AI, cloud computing, automation, DevSecOps, and continuous monitoring are reshaping what RMF and compliance work actually look like in real environments.
In this live conversation, we’ll break down the future of RMF, cybersecurity compliance, and the skills professionals need to stay relevant in 2026 and beyond.
Topics include:
• The future of RMF and cybersecurity compliance
• How AI is changing GRC, ISSO, and RMF roles
• Cloud compliance and FedRAMP environments
• cATO and compliance automation
• Why “paper compliance” is dying
• The cybersecurity jobs nobody talks about
• Hidden careers in GRC, audit, risk, and cloud compliance
• What skills people should actually be learning right now
• Will AI replace compliance jobs?
• How cybersecurity is becoming more technical
This conversation is designed for people trying to break into cybersecurity, grow in GovTech, understand RMF, or stay ahead of where the industry is heading.
Host: Christopher Okpala
Guest: Osasu Osagie
#Cybersecurity #RMF #GRC
1h 46m - May 17, 2026 - How to Get a GRC Job in Cybersecurity (No Experience Needed)
RMF Academy: https://www.rmfacademy.io/
Timestamps:
00:00 Intro
01:12 Meet Peju Adedeji – GRC & Cybersecurity Audit Expert
03:45 What Is Cybersecurity Audit & GRC? (Beginner Breakdown)
07:28 Why So Many People Overlook GRC Careers
11:10 Fastest Way to Break Into GRC With No Experience
15:42 Certifications vs Real Skills (CISA, CISM, Security+)
20:30 Why Certifications Alone Won’t Get You Hired
25:18 Top Skills Needed to Succeed in GRC & Audit
30:44 How to Reposition Your Current Experience Into GRC
35:12 Beginner Roles to Target in Cybersecurity Compliance
39:50 Day in the Life of a Cybersecurity Auditor
44:06 Common Audit Findings Organizations Keep Failing
48:35 How Frameworks Like NIST & ISO Work in Real Life
52:10 Career Advice for Breaking Into Cybersecurity
53:26 Keep Moving Forward (Closing Motivation)
53:56 RMF Academy / Final Thoughts
Description:
Welcome back to the Tech Woke Podcast.
In this episode, Christopher Okpala, host of Tech Woke and cybersecurity professional in the GovTech space, sits down with Peju Adedeji to break down how to successfully transition into GRC (Governance, Risk, and Compliance) and cybersecurity auditing—even if you have no prior experience.
If you’ve been trying to break into cybersecurity, getting certifications, applying for jobs, and still not getting interviews, this conversation is for you.
54m - May 15, 2026 - How To Become a Project Manager In 2026 (No Expeerience Guide)
RMF Academy: https://www.rmfacademy.io/
Timestamps:
00:00 Role of a project manager
05:22 Understanding system development stages
09:09 Managing personal life projects
11:10 Project management and event planning
15:00 Getting a PMP Certification
17:36 Applying educational and work experience
22:35 Discussing pay transparency benefits
25:08 Day-to-day as a project manager
27:09 Explaining software development processes
31:03 Using Jira for project management
35:02 Importance of transparency in teams
37:53 Importance of proper documentation
43:21 Being personable at work
46:31 Time management and organization tips
50:21 Keeping motivated through tech challenges
50:55 Staying motivated in tough times
Description:
Welcome back to the Tech Woke Podcast hosted by Christopher Okpala.
In this episode, Christopher sits down with Diamond Tarwoe, a Project Manager with over 10 years of experience leading IT and cybersecurity projects across Fortune 500 companies.
If you’ve ever wondered how to break into project management in tech, what project managers actually do, or how to transition into tech without coding, this episode breaks it down in a practical and beginner-friendly way.
Diamond shares:
• How she transitioned into project management
• What project managers do day to day
• PMP, Agile, and Scrum certifications explained
• Skills employers look for in tech project managers
• Resume and career advice for beginners
• How project management connects to cybersecurity and IT
• How to grow a career in tech leadership
Whether you're exploring project management, cybersecurity, or non-coding tech careers, this episode is packed with real-world insights and actionable advice.
Host: Christopher Okpala
Guest: Diamond Tarwoe
#ProjectManagement #TechCareers #Cybersecurity
53m - May 6, 2026 - How to Break Into Threat Hunting (No Experience Roadmap)
Join ECA Cyber Range: https://www.skool.com/eca-cyber-range-4625/about?ref=ec3abb3a3b014ed2a08e060ef406fb98
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Timestamps:
00:00 Chris's early career struggles
04:28 Explaining SIM systems basics
09:07 Daily routine in cybersecurity job
10:20 Understanding backend log generation
15:12 Skills and mindset for IT roles
17:53 Starting to charge for classes
20:39 Helping IT and cybersecurity professionals
23:36 Learning cloud and certifications
26:04 Discussion on AI in cybersecurity
29:44 Asking for favors and help
Description:
In this episode, Christopher sits down with Kenneth Ellington, a senior threat analyst and cybersecurity trainer, to break down what threat hunting actually is and how you can get into this space.
If you’ve been trying to break into cybersecurity but feel lost after getting certifications like Security+, this episode gives you a real-world understanding of what the job actually looks like and how to position yourself to get in.
In this episode, we cover:
• What threat hunting is in simple terms
• The difference between reactive vs proactive cybersecurity
• What a day in the life of a threat hunter looks like
• How SIEM tools like Splunk are used in real environments
• What skills you actually need to get into threat hunting
• Why certifications alone are not enough
• How to build hands-on experience without a job
• The role of AI in cybersecurity and automation
• Salary expectations and career growth in cyber
Whether you're coming from IT, trying to transition into cybersecurity, or stuck after getting certified, this episode will give you clarity on your next steps.
Subscribe for more content on cybersecurity, GRC, RMF, GovTech, and real tech career paths.
Like, comment, and share if this helped you.
31m - Apr 22, 2026 - How to Break Into Software Engineering in 2026 (No Experience, Real Roadmap)
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Timestamp:
00:00 Why I started RMF Academy
04:54 Self-taught coding success story
08:50 AI making problem-solving easier
11:10 Getting started in tech careers
14:55 Tech job perks and realities
18:23 Starting out as a full-stack engineer
21:54 Day-to-day as a full stack engineer
22:22 Day-to-day as a developer
25:39 Communicating technical issues effectively
29:24 Learning to code with Python
32:50 Start small and build experience
35:55 How early computers stored memory
38:25 Getting diagnosed with diabetes
42:41 Prioritizing self-care first
47:06 Making time for personal growth
48:43 How College Tracks helped me
Video Description:
Welcome back to the Tech Woke Podcast with your host Christopher Okpala.
In this episode, Christopher sits down with Anupam Ghosh, an experienced software engineer and cloud architect, to break down what it really takes to become a software engineer in today’s market.
If you’ve been trying to get into tech, transition into software engineering, or figure out the right path without experience, this episode gives you a real, no-fluff roadmap.
Anupam shares his journey, insights from working in the industry, and practical advice on how beginners can position themselves to succeed in software engineering in 2026 and beyond.
50m - Apr 8, 2026 - How to Break Into GovTech Cybersecurity (What Nobody Tells You)
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Rate This Podcast: https://ratethispodcast.com/techwoke
Timestamps:
00:00 "Mastering RMF Execution"
06:44 "Getting Sponsored for Clearance"
09:05 "Certifications: Value and Limitations"
12:24 "Keys to Successful Hiring"
15:38 Lessons From Early Jobs
18:29 "Cyber Professionals: Know Your Limits"
20:21 Interview Success: Embrace Uncertainty
23:36 "Hiring Based on Qualifications"
27:45 Overcoming Imposter Syndrome Naturally
30:35 "Ask the 'Dumb' Question"
34:32 Navigating Technology and Mission Challenges
37:19 "Challenges in Cybersecurity Foundations"
40:26 "Dynamic Cloud Needs Automated Security"
45:20 "Choosing Time, Values, Security"
46:57 "Prioritize Family Over Job"
VIdeo Description:
Welcome back to the Tech Woke Podcast with your host Christopher Okpala.
In this episode, Christopher sits down with seasoned cybersecurity executive Dan Bradley, who brings over 25 years of experience across civil service, leadership at CISA, and government contracting.
If you’ve ever wondered how to break into GovTech cybersecurity, how security clearances really work, or what it actually takes to grow in federal tech roles, this episode breaks it all down in a real and practical way.
Dan shares his journey from humble beginnings to leadership in cybersecurity, along with honest insights on what separates people who succeed in GovTech from those who struggle.
This conversation covers:
• How to break into GovTech and cybersecurity with no experience
• The truth about security clearances and certifications
• What hiring managers actually look for in candidates
• Common mistakes that hold people back in tech careers
• How to succeed on experienced cybersecurity teams
• The role of soft skills in GovTech environments
• Real challenges in government cybersecurity and leadership
• Career growth, mindset, and long-term success strategies
Whether you're trying to land your first cybersecurity job, transition into GRC or RMF, or grow within the GovTech space, this episode gives you the roadmap and mindset you need.
Subscribe for more content on cybersecurity, RMF, GRC, GovTech, and tech career growth.
Like, comment, and share if this helped you.
48m - Mar 19, 2026 - Why Most People Don’t Get Tech Jobs (Recruiter Explains the Truth)
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Rate This Podcast: https://ratethispodcast.com/techwoke
Timestamp::
00:00 "Non-Traditional Path Into Tech"
09:25 "Leaving the Stoop"
13:21 "Evolution of Job Recruiting Platforms"
16:14 "Recruiter Skills and Hiring Needs"
22:15 Recruitment Funnel Explained
26:40 Recruiter Challenges in Time Management
35:48 "Embracing Tough Conversations"
38:24 "Tough Conversations About Value"
46:38 "Confidence in Recruitment Negotiations"
49:49 "Knowing Your Value and Impact"
55:58 "Mastering Storytelling in Job Interviews"
01:02:19 "People Don't Forget"
01:06:03 "Keep Thriving and Inspiring"
VIdeo Description:
Welcome back to the Tech Woke Podcast, the show where we break down the real pathways into tech careers, cybersecurity, and the strategies people use to build success in the industry.
In this episode, I sit down with Dino Anagbogu, founder, program manager, and technical recruiter, who shares his unconventional journey from the sales floors of Chicago to working inside the fast moving tech ecosystem of Silicon Valley.
We talk about what it really takes to break into tech, the risks behind leaving stable jobs for new opportunities, and why betting on yourself can completely change your career trajectory.
Dino also pulls back the curtain on the recruiting process for tech jobs, explaining the realities behind hiring decisions, the competition in today’s market, and what candidates must do to stand out. We also discuss the power of storytelling in interviews, building relationships with recruiters, and how saying yes to the right opportunities can open doors you never expected.
If you are trying to land your first tech job, transition into cybersecurity, or understand how recruiters actually think, this conversation is packed with real insight you do not want to miss.
Welcome to the Tech Woke Podcast.
1h 7m - Mar 12, 2026 - Cloud Security Isn’t Entry-Level… Here’s How Beginners Actually Get In
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Rate This Podcast: https://ratethispodcast.com/techwoke
Timestamp:
00:00 "Master RMF for Cybersecurity"
04:12 From Basketball to Computer Science
07:34 "Training Program Commitment"
11:05 "Passion Through Process and Community"
13:26 Post-Internship Job Struggles
15:37 "Networking for Job Success"
19:04 "Understanding Data Centers & Cloud"
24:19 Becoming a Cloud Security Engineer
26:19 Cloud Security Engineering Expertise
28:57 Cybersecurity Troubleshooting and Coordination
32:19 "Cybersecurity Basics for Hackers"
35:36 "Hands-On Learning and Challenges"
38:36 Managing Risks Independently
40:53 AI, Cloud, and Human Connection
45:11 "Cloud Lab Platforms Recommendation"
VIdeo Description:
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with Marc Lawrence, founder of Respect the Tech, to talk about how people can break into cybersecurity, cloud security, and the broader tech industry even if they’re starting with little or no experience.
Christopher and Marc have a real conversation about what it takes to start a career in cybersecurity and cloud computing. They discuss the power of networking, building hands-on experience with AWS and Azure, and how documenting your projects can help you land your first tech job.
Marc also shares insights from the Respect the Tech community and explains how attending tech networking events, job fairs, and cybersecurity meetups can create opportunities that online job applications often don’t.
If you’re trying to get into cybersecurity, cloud security, cloud computing, or IT, this episode provides practical advice on where to start, how to build real skills, and how to stay focused while learning.
In this episode we talk about:
• How to break into cybersecurity with no experience
• Why networking events and job fairs are powerful for tech careers
• How to start building hands-on cloud experience with AWS and Azure
• Why sharing cloud projects and cybersecurity labs can strengthen your resume
• The importance of community, mentorship, and collaboration in tech
• How to avoid information overload when learning cybersecurity or cloud security
If you’re interested in cybersecurity careers, cloud security careers, IT careers, AWS, Azure, or breaking into tech, this episode will give you a clear starting point.
Subscribe for more conversations about cybersecurity, cloud security, RMF, GovTech, and tech career growth.
#Cybersecurity #CloudSecurity #TechCareers
46m - Mar 4, 2026 - Is RMF Broken? The Real Reason ATOs Keep Getting Delayed
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Check out Openrmf: https://www.soteriasoft.com/products/openrmf-professional.html
Timestamps:
00:00 "Mastering RMF Real-World Skills"
04:24 From Help Desk to Cybersecurity
07:10 "Understanding Frameworks and Perspectives"
09:50 "Breaking Down IT Misconceptions"
14:31 Improving Processes Through Communication
17:11 "Streamlining Solutions and Efficiency"
20:59 "Streamlining RFP Team Collaboration"
24:17 "Web-Based Tools vs. Client-Based"
26:43 "Web-Based Third-Party Assessments"
32:40 Automation and Data Integration Progress
35:13 Automated Cybersecurity and Data Integration
36:18 Automated Data Management Possibilities
40:20 "Automating for Efficiency"
43:53 Automated Compliance with Elastic SIEM
46:03 "Enhanced Layered Security Compliance"
49:37 "Improving RMF and Education"
Video Description:
If you’re navigating the world of government cybersecurity compliance, this episode is for you.
On this episode of the Tech Woke Podcast, I sat down with the founders of Soteria Software, Dale Bingham and David Gould, to unpack how automation is transforming the Risk Management Framework (RMF) process.
We discuss how tools like OpenRMF are streamlining control implementation, accelerating documentation, reducing manual workload, and saving organizations millions in compliance costs. We also break down:
Continuous ATO (cATO) strategies
RMF automation in DoD and federal environments
NIST SP 800-53 control management
POA&M optimization
eMASS workflow challenges
Compliance tool integration
DevSecOps and cybersecurity governance
Common RMF misconceptions
How education reduces compliance risk
If you’re an ISSO, ISSM, security engineer, GRC analyst, contractor, or working in DoD cybersecurity, FedRAMP, CMMC, or federal compliance, this conversation will change how you think about automation and compliance execution.
51m - Feb 26, 2026 - How to Break Into Cloud Security in 2026
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Timestamps:
00:00 "Master RMF Execution Skills"
05:22 "Career Uncertainty and Next Steps"
08:50 Evaluating Cybersecurity Degree Programs
11:21 From Job Quit to SOC Internship
12:42 Cybersecurity Projects and Insights
16:29 Vulnerability Management and Team Grading
21:08 Workplace Culture Shapes Experience
25:09 Platform Transition & User Support
26:26 Cloud Solution Architect Role
31:46 AI Data Security Concerns
33:22 Comprehensive DLP and User Training
38:29 Strategic Planning and Networking Tips
42:28 Navigating Trends and Personal Choices
45:54 Cyber Love Story Gone Wrong
46:41 "Being a Voice for Us"
49:30 "Improve Daily: Like & Subscribe"
Video Description:
Welcome back to another episode of Tech Woke.
In this episode, Christopher Okpala sits down with Destini Simmons (Cyber Shorty), Solutions Engineer, Cybersecurity Instructor, and Co-Host of the Textual Chatter podcast, to break down how she transitioned from a Criminal Justice major to a thriving career in cloud and cybersecurity.
This is a real conversation about what it actually takes to break into tech in 2026.
Destini shares
• How she pivoted into cybersecurity with no traditional tech background
• Why degrees and certifications alone will not get you hired
• How to strategically plan your cybersecurity career path
• The importance of networking and building your online presence
• How to use AI tools to map out your learning and career goals
• What hiring managers and recruiters actually look for
• The mindset required to survive and thrive in tech
If you are trying to break into cybersecurity, cloud security, or tech with no experience, this episode gives you practical strategy, not fluff.
Whether you are a beginner, career switcher, or already in IT looking to level up, this conversation will help you understand how to stand out in a competitive tech job market.
Subscribe to Tech Woke for real conversations about cybersecurity careers, GRC, cloud security, AI governance, and breaking into tech the smart way.
#Cybersecurity #CloudSecurity #TechCareers
49m - Feb 18, 2026 - How to Get Into Cybersecurity in 2026 With No Experience
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Guest Information:
🔗 https://solo.to/intelwave
🔗 https://www.skool.com/intelwave-3354/about
Timestamp:
00:00 "Mastering RMF for Cybersecurity"
04:04 "Proving Skills Over Credentials"
07:33 Cybersecurity Career Prep Insights
10:51 Intentional Networking for Cybersecurity Success
13:03 "Path to Cybersecurity: It Depends"
19:10 Entry-Level Cybersecurity Career Options
21:45 Cybersecurity: Teamwork & Collaboration Skills
25:35 "Build Relationships, Not Just Apply"
27:40 "LinkedIn: Key to Cybersecurity Networking"
32:34 Optimize LinkedIn for SOC Analyst
36:10 Networking for RMF on LinkedIn
37:06 Networking for RMF Career Growth
41:04 "Building Your Personal Brand"
44:53 "Persistence, Discipline, Strategy, Action"
48:39 Cybersecurity Education for Youth
Video Description:
In this episode of the Tech Woke Podcast, Christopher Okpala sits down with cybersecurity threat intelligence analyst Nigel Boston to break down the real strategy for getting into cybersecurity in 2026 with no experience. This conversation goes beyond certifications and generic advice. They talk about what actually works in today’s competitive tech market including choosing the right cybersecurity role, building hands-on projects, learning cloud fundamentals, and developing proof of work that hiring managers respect.
Nigel shares a clear step-by-step roadmap for beginners, explains why certifications alone are not enough, and dives into the power of intentional networking, LinkedIn branding, and relationship-building to stand out from thousands of applicants. They also discuss how to build a strong personal brand, how to optimize your LinkedIn profile for recruiters, what entry-level cybersecurity roles make sense in 2026 such as SOC analyst and vulnerability management, and why soft skills like communication and documentation matter just as much as technical ability.
If you are transitioning from retail, customer service, education, or another non-tech field and want to break into cybersecurity, this episode gives you practical, realistic guidance on how to do it the right way. No shortcuts. No hype. Just real strategy that works.
50m - Feb 12, 2026 - Breaking Into Cybersecurity: Career Roadmaps and Training Insights with Jason Dion
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Jason Dion Free Book:
https://tldrcybersecurity.com/subscribe
Timestamp:
00:00 "Exam Questions: Wording Matters"
04:32 "Roadmap to Becoming a Hacker"
08:01 "Is Pen Testing Right?"
10:14 Simplifying Complex Tech Concepts
15:17 "Mastering NIST Cybersecurity Framework"
18:48 "Practical Certifications vs. Theoretical"
20:42 "Balanced Approach to Exam Prep"
24:02 "Applicant Tracking Systems Explained"
28:06 "CISSP: Key to Job Interviews"
29:39 Military Networking Drives Career Opportunities
32:20 "From IT to Military Engineering"
37:17 "Generational Tech Understanding Gap"
40:15 Age Perception in Consulting Careers
44:35 "AI Adoption and Responsible Use"
46:17 "Adapting to Rapid AI Changes"
51:25 "Building Practical Certifications Independently"
52:49 AI Revolutionizing Skill-Based Hiring
55:54 "Taking a Career Shot"
Video Decription:
Welcome back to the Tech Woke Podcast. In this episode, host Christopher Okpala sits down with Jason Dion, one of the most trusted cybersecurity educators in the industry, whose training has helped over a million people break into IT and cybersecurity.
They break down how beginners with zero tech experience can choose the right certifications, avoid common mistakes, and build real, job-ready skills. Jason also shares practical advice on hands-on learning, navigating today’s cybersecurity job market, and how AI and cloud technologies are reshaping tech careers. Whether you’re transitioning from a non-tech background or looking to future-proof your career, this conversation delivers clear, real-world guidance for breaking into cybersecurity the right way.
57m - Jan 28, 2026
