The Entry-Level Paradox: Navigating the MSSP and AI Squeeze in the Tech Job Market
- Martin Bally
- 1 hour ago
- 4 min read

If you pay attention to the headlines, the tech and cybersecurity industries are facing a massive talent shortage. Yet, if you talk to students at university career fairs, you hear a completely different story: an impenetrable wall of rejection, silent employers, and a seemingly nonexistent entry-level job market.
So, what is actually going on?
The truth is, we are facing an "entry-level paradox." As an industry, we created a structural bottleneck that is locking out new graduates while driving up the cost of mid-tier talent. If we don't take ownership of this problem, the talent pipeline will collapse. But for the graduates entering the market today, waiting for the industry to fix itself isn't an option.
Here is a look at how we broke the pipeline, and exactly what new graduates must do to navigate around it.
Part I: The Industry Wake-Up Call (We Created This Problem)
For years, organizations have been stripping away the foundational roles that used to serve as the training ground for junior professionals. We took what we deemed "commodity work," Tier 1 alerts, basic log reviews, and routine triage, and outsourced it to Managed Security Service Providers (MSSPs) and Managed Service Providers (MSPs).
By offloading the grunt work, we inadvertently offloaded our entry-level ramps.
Today, internal corporate teams want "entry-level" candidates to show up with mid-tier skills. When we do hire and train juniors, we complain when they leave a year later for a massive pay bump. But we created this hyper-competitive mid-tier market by refusing to build our own talent pipelines from the ground up! Unless we harmonize our organizational structures and carve out dedicated spaces for internships and true entry-level roles, this dilemma will never end.
The AI Complication (and Why Humans Remain Essential) Generative AI is currently disrupting the market further, absorbing even more of the routine tasks that juniors used to handle. However, AI is not a replacement for the workforce; it is a tool that requires oversight.
AI can process data at lightning speed, but it does not natively understand business context. It doesn't understand the nuances of office politics, the fluid nature of organizational structures, or why a specific risk decision was made when a new person took over a new responsibility. AI must learn these things, and it is prone to hallucination along the way. We will always need a "human in the loop" to validate AI-generated actions and apply them to the real world.
Part II: Navigating the Structural Shift (The New Reality for Graduates)
The industry has work to do, but graduates still need jobs today. Knowing why the market is broken is your greatest advantage in beating it. To bypass the bottleneck, you need to adapt to the market as it exists right now:
Target the MSSPs for Your First Role: If the industry moved all the entry-level work to MSSPs and MSPs, that is exactly where you should look first. The work is highly scaled, and you may be responsible for multiple organizations at once. Treat it as a paid boot camp—it provides a hyper-accelerated learning curve across various industries.
Bridge the "Mid-Tier" Gap Yourself:Â Because companies are reluctant to pay for basic training, your resume needs to prove you can do the work on day one. Build a home lab, participate in bug bounties, contribute to open-source projects, or compete in Capture The Flag (CTF) events.
Prove Your AI & "Human in the Loop" Value:Â Employers want to see that you know how to leverage AI to work faster. Highlight how you used Generative AI during coursework to automate tasks and increase productivity. During interviews, emphasize your critical thinking and communication skills to prove you are the essential "human in the loop" who translates AI outputs into real-world business contexts.
Part III: 5 Essential Strategies for Graduates Entering the Job Market
Once you understand the macro landscape, you have to master the fundamentals of the hunt. Based on years of mentoring and attending recruiting fairs, here are the five non-negotiable tips every graduate needs to employ:
1. Lead with Your Practical Experience Internships matter. They are the ultimate differentiator for recent graduates, they prove to employers that you have real-world exposure and require less onboarding. Put them front and center on your resume. If you didn't have an internship, highlight hands-on capstone projects or practical coursework that mimics industry experience.
2. Treat Networking Like Your First Job Don't just apply online; get out and meet people. Attend free industry social gatherings, career fairs, and local networking events. Most professional organizations offer steep discounts (or even free memberships) for students and recent graduates. Talk to individuals, find mentors, and build relationships.
3. Tailor Your Resume for Every Application To stand out in a crowded market, you need different "flavors" of your resume for different types of roles. Review the specific job description for every position you apply for, and adjust your bullet points to mirror what they are looking for. Have mentors review your resume to ensure your value is clear.
4. Master the Strategic Follow-Up If you meet someone or interview, send follow-up emails. Don't just say "thank you," briefly reiterate the main talking points of your interaction to show you paid attention. Show that you are hungry and genuinely interested in joining their organization.
5. Stay Resilient and Relentless The job market is tough, and you cannot give up or get discouraged. Treat the job hunt as a marathon, not a sprint. Keep refining your approach, expanding your network, and putting yourself out there. Opportunities will come if you stay relentless.
The Bottom Line To the hiring managers and industry leaders: We created this problem, and it is our responsibility to solve it by opening up opportunities and internships. To the graduates: The market has shifted, but the jobs are there for those who adapt, leverage AI, and master the fundamentals of the hunt.
