How to Break Into IT Support in 90 Days: A Week-by-Week Roadmap

Published on:
12/3/2025
Updated on:
12/3/2025
Katie Lemon
CourseCareers Course Expert
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You don't need a degree or years of experience to start a career in IT support. The help-desk field values trainability, problem-solving ability, and clear communication over formal credentials, which means motivated beginners can break in faster than most people expect. The CourseCareers Information Technology Course trains you to become a job-ready IT Support Specialist by teaching the full help-desk and technical-support workflow through hands-on labs and practical exercises. This 90-day roadmap shows you how to go from zero IT knowledge to confidently applying for entry-level roles by building skills employers actually hire for.

Step 1: What Does an IT Support Specialist Actually Do?

IT Support Specialists keep businesses running by solving technical problems for employees and customers. You troubleshoot software glitches, reset passwords, configure network access, install applications, and document solutions so future issues resolve faster. Every ticket you close keeps someone productive, which makes you valuable even on day one. The work ranges from simple password resets to complex Active Directory troubleshooting, but all of it builds the same core skill: translating technical problems into clear solutions non-technical users can understand and implement.

Why It's Possible to Start From Zero

Entry-level IT roles are open to people without prior experience because the industry needs reliable problem-solvers more than it needs perfect resumes. Companies hire help-desk technicians based on communication skills, patience, and the ability to learn systems quickly, which means you don't need years of experience to get your foot in the door. What you do need is enough foundational knowledge to follow troubleshooting steps, understand basic networking concepts, and speak confidently about the tools and systems employers use. The CourseCareers Information Technology Course teaches Windows Server, Active Directory, Azure cloud management, ticketing systems, and networking fundamentals so you show up to interviews already speaking the language hiring managers expect, turning "no experience" into "ready to learn on the job."

Step 2: What Foundations Should You Learn First?

Start with the systems and tools that appear in nearly every IT environment. Windows 10 and Windows 11 operating systems form the foundation because most business computers run them. Active Directory manages user accounts and permissions across networks, so understanding how to create users, reset passwords, and troubleshoot authentication issues makes you immediately useful. Cloud platforms like Microsoft Azure now handle infrastructure that used to require physical servers, which means learning Azure account setup, Entra ID, and virtual machine management gives you skills that scale beyond help desk. Ticketing systems like osTicket teach you how to document issues, track solutions, and communicate with users professionally. Networking concepts including IP addressing, DNS, DHCP, VPNs, and the OSI model help you diagnose connectivity problems instead of just guessing. The CourseCareers Information Technology Course covers all these areas through hands-on labs where you build real environments, configure systems, and solve problems the way you will on the job.

Step 3: How to Create a Weekly Learning Routine That Sticks

Consistency beats intensity when you're learning technical skills from scratch. Even 15 minutes of daily practice adds up quickly, especially when you focus on one concept at a time instead of jumping around. Break your week into focused blocks: spend three days on core concepts, two days practicing in labs, and one day reviewing what you learned and documenting it in your own words. Schedule your study time the same way you would a shift at work because treating it seriously signals to yourself that this matters. When you hit a confusing topic, rewatch the lesson, search for related explanations, or ask questions to Coura AI or in the student community instead of skipping ahead. 

Use CourseCareers Resources to Stay Accountable

The CourseCareers Information Technology Course includes all sorts of resources to keep you on track. When you enroll, you get immediate access to an optional customized study plan that breaks the curriculum into manageable weekly goals based on your schedule and target completion date. Coura AI answers questions about lessons or the broader IT career whenever you get stuck, which saves hours of searching random forums for unclear answers. The student Discord community connects you with other learners working through the same challenges, plus graduates who recently landed jobs and can tell you what actually mattered during their search. Optional accountability texts remind you to study and celebrate progress, which helps when motivation dips between weeks four and six. Affordable add-on one-on-one coaching sessions with industry professionals currently working in IT give you personalized guidance on technical concepts or career strategy whenever you need it.

Step 4: How to Strengthen Your Professional Skills as You Learn

Technical knowledge only gets you in the door if you can explain it clearly and work well with people who don't understand technology. The CourseCareers Information Technology Course builds communication skills by teaching you to write clear ticket documentation, explain technical solutions in plain language, and troubleshoot problems methodically instead of randomly clicking until something works. Every lab forces you to document your process because that's what real help-desk work requires: users need to understand what you fixed, your manager needs to see you followed proper procedures, and future techs need to replicate your solution when the problem happens again. Customer service communication training helps you stay patient when someone calls angry about a problem you didn't cause, asks the same question five times, or insists the issue can't possibly be on their end even when you know it is.

Develop the Mindset Employers Notice

Coachability matters more than raw talent in entry-level IT because your first manager will teach you their specific systems, workflows, and documentation standards. Show you can take feedback without getting defensive, admit when you don't know something, and improve based on what you learn. Curiosity drives career growth in IT because new tools and systems appear constantly, so developing the habit of asking "how does this work?" and "what would happen if?" makes you valuable long after your technical knowledge becomes outdated. Consistency builds trust faster than brilliance because managers need people who show up, follow through, and solve problems reliably instead of flashing occasional genius between long stretches of chaos.

Step 5: How to Prepare for the Job Market

After passing the final exam, you unlock the Career Launchpad section, which teaches you how to pitch yourself to employers and turn applications into interviews and offers in today's competitive environment. The Career Launchpad provides detailed guidance and short, simple activities to help you land interviews. You'll learn how to optimize your resume, LinkedIn profile, and portfolio, then use CourseCareers' proven job-search strategies focused on targeted, relationship-based outreach rather than mass-applying to hundreds of roles. Your resume needs to show what you can do, not just what you learned, which means highlighting the virtual labs you completed, the GitHub portfolio you built, and the systems you configured using Azure and Windows Server tools. LinkedIn becomes useful when you connect with IT professionals in your area, comment on posts about troubleshooting challenges, and show genuine interest in how the work actually happens instead of just blasting connection requests to recruiters. Your GitHub-hosted portfolio demonstrates you can create real IT environments, not just watch videos about them, which immediately separates you from candidates who only list certifications.

Step 6: How to Turn Interviews Into Job Offers

The Career Launchpad teaches you how to turn interviews into offers by helping you communicate your skills effectively and respond to common interview questions with confidence. Practice matters because most people fail interviews by rambling, forgetting to answer the actual question, or sounding robotic instead of confident. The AI interviewer gives you unlimited practice so you can refine your responses until they sound natural and professional. Affordable add-on one-on-one coaching with industry professionals helps you prepare for specific interviews, review your approach, and adjust your strategy based on what's working. Employers ask technical questions to see if you can troubleshoot logically, not to test if you memorized every command, so walking through your thinking process matters more than getting the perfect answer instantly.

Step 7: What to Expect Once You Land the Job

Your first 90 days in IT support focus on learning the company's specific systems, documentation standards, and escalation procedures. You'll shadow experienced techs, solve simple tickets under supervision, and gradually take on more complex problems as you prove you can handle them. Expect to feel overwhelmed sometimes because every environment has quirks, workarounds, and unwritten rules that take time to absorb. Show up consistently, ask clarifying questions before you take action, and document everything you learn so you build confidence instead of just surviving each shift. Credibility builds fastest when you own mistakes immediately, follow through on what you promise, and help coworkers without making them feel stupid for asking.

Plan for Long-Term Growth

IT support serves as a launching point for dozens of higher-paying specializations including network administration, systems administration, cybersecurity, and IT management. At a starting salary of $52,000, graduates can earn back their $499 CourseCareers investment in under three workdays. Mid-career IT professionals often move into roles like Systems Administrator earning $80,000 to $110,000 annually, or Senior Systems Administrator earning $90,000 to $140,000 per year. Late-career advancement paths include IT Manager positions earning $130,000 to $200,000, or specialized security roles like Information Security Manager earning $130,000 to $165,000 annually. Growth happens through continuous learning, earning certifications like CompTIA A+, Network+, or Security+, and taking on more responsibility as you master the fundamentals. The Career Launchpad includes career-advancement advice to help you grow beyond your first role, identify which specializations match your interests, and plan the next steps in your IT career.

Typical Timeline and Results

Most graduates complete the CourseCareers Information Technology Course in one to three months, depending on their schedule and study commitment. CourseCareers graduates report getting hired within one to six months of finishing the course, depending on their commitment level, local market conditions, and how closely they follow CourseCareers' proven strategies. Faster timelines happen when you dedicate consistent study time, practice in labs regularly, complete your portfolio, and start applying strategically before you feel 100% ready. Slower timelines often result from inconsistent practice, avoiding the job search until you feel perfectly prepared, or applying randomly instead of following the Career Launchpad outreach strategies.

How CourseCareers Fits Into This 90-Day Roadmap

The CourseCareers Information Technology Course provides everything you need to go from beginner to job-ready IT Support Specialist through self-paced lessons and hands-on labs covering Windows Server, Active Directory, Azure cloud management, networking, and help-desk systems. You receive ongoing access to the course, including all future updates to lessons, the Career Launchpad section, free live workshops, affordable add-on coaching, the community Discord channel, your certificate of completion, and support resources including an optional customized study plan, Coura AI learning assistant, built-in note-taking tools, optional accountability texts, and short professional networking activities. The program costs $499 as a one-time payment, or four payments of $150 every two weeks. Paying in full at checkout unlocks Course Bundles with discounts from 50 to 70% off additional courses. Students have 14 days to switch courses or receive a refund, as long as the final exam hasn't been taken.

Watch the free introduction course to learn what an IT Support Specialist is, how to break into IT support without a degree, and what the CourseCareers Information Technology Course covers.

FAQ

How long does it take to get hired after finishing?

CourseCareers graduates report getting hired within one to six months of finishing the course, depending on their commitment level, local market conditions, and how closely they follow CourseCareers' proven strategies. Timelines vary because job markets differ by region, some people apply more strategically than others, and interview skills improve with practice. The Career Launchpad teaches targeted outreach and interview preparation to help you land offers faster, but persistence matters more than perfection.

Do I need prior experience or a degree?

No. Entry-level IT support roles are open to people without prior experience. The CourseCareers Information Technology Course teaches everything you need to become job-ready, including Windows Server, Active Directory, Azure, networking, ticketing systems, and professional communication. Your GitHub-hosted portfolio of virtual labs demonstrates you can create and manage real IT environments, which proves your skills to hiring managers.

How does CourseCareers help with interviews and outreach?

After passing the final exam, you unlock the Career Launchpad section, which teaches you how to optimize your resume, LinkedIn profile, and portfolio, then use proven job-search strategies focused on targeted, relationship-based outreach. You get access to unlimited practice with an AI interviewer that helps you refine answers to common questions. Affordable add-on one-on-one coaching with industry professionals provides personalized guidance for specific interviews or career strategy.

What kind of support do students receive?

Immediately after enrolling, you receive an optional customized study plan, access to the student Discord community, Coura AI learning assistant that answers questions about lessons or the broader career, built-in note-taking tools, optional accountability texts, short professional networking activities, free live workshops, and affordable add-on one-on-one coaching sessions with industry professionals currently working in IT. You also receive ongoing access to all course materials and future updates.

What makes this different from college or bootcamps?

College can cost up to $200,000 and takes four years to complete, while bootcamps typically cost $10,000 to $30,000 and compress learning into intense 12-week schedules. CourseCareers costs $499, runs entirely self-paced so you can study around your current obligations, and focuses specifically on the skills and job-search strategies that help you land entry-level IT roles. The program includes hands-on labs, a GitHub portfolio, Career Launchpad job-search training, and ongoing support resources that traditional education often skips.