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Timestamps:

00:00 "Federal Rulemaking Process Overview"

09:59 DOD Compliance Self-Assessment Penalties

15:45 Starting as Assessment Domain Assessor

16:33 Assessment Documentation Pressure

25:34 DoD Certification for Private Sector

27:12 "Pre-Assessment for System Security"

33:59 Assessment Week Certification Outcomes

42:49 Membership Tiers and Training Overview

45:40 Starting a Business Compliance Service

49:41 First Big Upwork Project

55:08 Overcoming Imposter Syndrome

01:01:18 CMMC Insights and Tips

About this video:

Welcome to another episode of Tech Woke, where we dive deep into the ever-evolving world of technology, cybersecurity, and personal growth. In today's episode, host Christopher Okpala is joined by guest Derrich Phillips—a seasoned cybersecurity expert and founder of Aspire Cyber—for a candid conversation about breaking into the growing field of CMMC (Cybersecurity Maturity Model Certification) and government contracting.

Together, they demystify what CMMC really means, break down the high-stakes world of cybersecurity assessments, and share practical insights on how newcomers can find lucrative opportunities in this rapidly expanding field. From the realities of conference networking and the complexities of government compliance, to the pressing need for trust and verification in cybersecurity, this episode is packed with valuable takeaways.

Along the way, Derrich shares his own journey: from corporate risk assessments to launching his own consultancy and building a vibrant professional community. Whether you're eager to learn about landing your first CMMC consulting gig, curious about trends shaping GovTech, or just need a dose of entrepreneurial inspiration, this episode will give you actionable tips—and maybe even the nudge you need to take your next step.

So sit back and get ready to explore the intersection of tech, security, and career growth with