Cybersecurity Career Accelerator

Start Smart.
Grow Bold.
Thrive Fast.

Find your route. Practice certifications free. Build real projects that prove your skills. Join a community that's been where you are.

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Cyber Routes

LiveTHREAT OVERVIEWRISK SCORE72/ 100ALERTSNETWORK MAPACTIVITY LOGPROGRESSCompTIA Sec+72%CISSP53%CySA+83%OSCP35%

Get Started

Your Cybersecurity Journey in 4 Simple Steps

Create Your Free Account
01

Create Your Free Account

Sign up in 30 seconds. No credit card. No trial period. Your free account gives you access to the community, practice questions and roadmaps.

Find Your Route
02

Find Your Route

Take our quick assessment in the RouteFinder to discover which cybersecurity specialization fits your background, interests and goals.

Practice & Build
03

Practice & Build

Start working on guided projects, practicing certification questions, joining study groups and Cyber Deck communities. Build your portfolio while building your knowledge.

Level Up & Land the Role
04

Level Up & Land the Role

Earn certifications, complete projects, get coached by industry pros and use your SailingCyber portfolio to land interviews and job offers.

Welcome to SailingCyber

Maybe you're new to cybersecurity, switching careers or ready for your next step up. You're here because you sensed something bigger was possible and you're right. SailingCyber is built and led by security engineers, architects, threat analysts and risk managers for every capable person still sailing alone with no clear direction and tools.

Cybersecurity is short 3.5 million professionals worldwide, yet talented people stay stuck outside the field while organizations struggle to build their teams. The missing piece is structure, and SailingCyber delivers it for individuals charting a path in and institutions building cyber teams that perform.

Who This Is Built For

SailingCyber was designed for individuals and organizations alike:

The Starter

The Starter

You are new to cybersecurity and need a clear, structured entry point that does not assume you already know where to begin.

The Switcher

The Switcher

You are transitioning from another profession and need honest guidance on how to translate your existing strengths into cybersecurity value.

The Growth-Seeker

The Growth-Seeker

You are already working in cybersecurity and need a strategic framework to accelerate your advancement and expand your impact.

The Institution

The Institution

You are a university, bootcamp, or enterprise looking for a turnkey platform to train your students or employees with real certification prep, guided projects, and a private community space.

Wherever you stand, there is a path forward. And you do not have to find it alone.

You have found the right place. Let's set sail.

— Abel Olumide

Your Complete Cybersecurity Toolkit

All the Resources to Launch Your Cyber Career

New to cybersecurity, switching in or pushing for the next role, SailingCyber shows you exactly what to build and how to prove it.

SOAR Integration and Alert AutomationIntermediateStep 3 of 8CURRENT TASKBuild alert enrichment playbook$ curl -X POST $SOAR_API/playbooks/run$ python enrich_alert.py --id 4821✓ Alert routed to L2 queueCHECKLISTProvision SOAR instanceConnect SIEM webhook to SOARBuild alert enrichment playbookLab Active · 2h 14m

Projects

Hands-On Security Projects Hiring Managers Want to See

Certifications only get you in the door. Real hands-on skills get you through interviews and keep the job. Configure and integrate real security tools, automate processes, simulate attacks, harden systems and walk into interviews confidently. Each project is guided, mapped to a real-world scenario and ends with something you can show, explain and defend in any interview.

  • Real-world scenarios
  • Step-by-step walkthrough
  • Portfolio-ready artifacts
  • Beginner through advanced difficulty
Bright Ogonna

“It’s been challenging to know which cybersecurity labs I can implement as a project from start to finish. I’m looking for a way to add more skills to my resume. Most tutorials I watch are just all over the place, but the projects on SailingCyber have been great so far, feel well thought out and can be easily reference on resume.”

Bright OgonnaStarting in Cybersecurity · Lagos, Nigeria
Cloud Security FundamentalsLIVE NOWAOAdaeze Okoro · TutorSharing screen · Module 4KSBELTFSCOHORT · 18 SEATS · WEEK 4 OF 8NEXT SESSIONSTUE16Identity & Access Management6:00 PM · 90 minEnrolledTHU18Network Controls in the Cloud6:00 PM · 90 minEnrolled

Live Classes

Practical-based live classes

Structured classes that sit under the six Cyber Routes, taught live by practitioners rather than recorded once and left to age. Take one on your own to close a single gap, or join a cohort and work through it on a schedule with other people, a shared Cyber Deck to talk in and a certificate at the end.

  • Live sessions with practising instructors
  • Organised under every Cyber Route
  • Cohorts with real start and end dates
  • Certificate on completion
Lachlan Thompson

“I’m looking forward to my AI Security class. The course plan looks lit! I feel this is the next big thing in security because of the explosion of AI.”

Lachlan ThompsonFaculty IT Support · Brisbane, Queensland, Australia
Security+Q12 of 50Which protocol provides encrypted authentication forremote access to network devices?A. TelnetB. SSHVerifiedC. HTTPD. FTPCommunity:94% chose B342AI

Certifications

Free Certification Practice Engine

Practice questions for Security+, CISSP, CEH, CySA+ and more certifications. Every answer is verified with supporting documentation and community insights. See community insights on why each answer is correct. Get comprehensive explanations when you’re stuck. Track your progress and identify weak areas.

  • Verified answers
  • Detailed explanations
  • Community insights & discussions
  • Progress tracking & analytics
Bidemi Egbetokun

“I have been using SailingCyber to practice for my AWS Security certification since the platform launched, still on the free account though. The difference I noticed is how detailed the explanation is. Most question banks I have used tell you the correct answer with brief explanation and you just have to figure or left for other community members opinion. This one has the justification for the answer, links to documentation to support it and a deeper explanation with the little AI explain button beside each answer.”

Bidemi EgbetokunMS Student · Nottingham, United Kingdom
Career roadmap visualization

RouteFinder

Free Custom Career Roadmaps

Stop guessing your way through cybersecurity. RouteFinder gives you a personalized roadmap that shows exactly which tools to master, which certifications to pursue and which projects to build to land the role you want.

  • Tailored certification recommendations
  • Hands-on project suggestions
  • Skill gap analysis
  • Anticipated resume preview
Fatu Mini Sulaimon

“I didn’t have any big expectation from the RouteFinder when I was recently introduced to it. Just wanted a roadmap to help me plan as a new person in cybersecurity, but was I surprised? Yes! I like that it has a realistic projected resume and list out tools to start learning. I’ve been playing with it.”

Fatu Mini SulaimonCNA · Katy, Texas
Study GroupsSecurity+ Prep128 membersSOC Analysts95 membersCloud Security76 membersCISSP Study64 members+ 12 more groupsAAlex ChenSOC Analyst Community · 2h agoJust passed my Security+! Huge thanks to thestudy group here. The practice engine was key.24 reactions8 commentsMMaria SantosCaptainPen Testing Community · 4h agoNew guided project dropped: "Home Lab SIEMSetup". Perfect for beginners. Check it out!42 reactions15 commentsJJordan LeeGRC Community · 5h agoCan anyone recommend a good study plan forCISSP? I have 3 months to prepare...

CyberDecks

Communities That Actually Helps

SailingCyber makes sure you don’t sail cybersecurity solo. Join Cyber Decks led by experienced Captains, participate in study groups for certifications, get your questions answered and connect with people who are on the same path. From Day 1, you’re not alone.

  • Specialized sub-communities
  • Study groups & accountability
  • Expert-led discussions
  • Real networking opportunities
Kim Spangler

“New to the platform but I’ve been getting a lot of helpful tips and tool updates from the communities. I joined the Cloud security and Engineering decks since that’s my area. Most times I just browse through previous contributions and search by #tools.”

Kim SpanglerGovernment Contracts · Fairfax, Virginia
Your CoachSailor PlanSKSarah KimCloud SecuritySenior Cloud Security Engineer @ Stripe★★★★★4.9 · 87 sessionsMessage →UPCOMING SESSIONTHU14AWS Security Architecture Review3:00 PM · 60 min · Video callYOUR GOALSPass AWS SCS-C0270%Land cloud security role40%Build IAM portfolio piece25%

1-On-1 Coaching

Get Coached by Leading Cybersecurity Practitioners

Our coaches are professional security engineers, architects and managers who’ll review your background and career goals, sharpen your interview prep and help you avoid the dead ends most people hit alone.

  • Active practitioners as coaches
  • Career direction and interview prep
  • Goal tracking between sessions
  • Honest feedback and recommendations
Esther Sabourin

“I feel like this has been the missing piece all the while in my cybersecurity career efforts. I have been trying to figure out everything on my own. These coaching programs are simply great, especially the ‘switch to cybersecurity’ one, for me.”

Esther SabourinSecurity Analyst · Ottawa, Ontario, Canada

Leadership

Meet the Crew

Our platform is led by experienced cybersecurity professionals who serve as Captains, Coaches, Mentors and Tutors.

Abel Olumide
Founder and Grand Captain, SailingCyber | Security Engineering Lead at Bloomberg INDG

Abel Olumide

I have been enabling security operations, managing technical teams and building security tools for over a decade now, covering Africa, Asia, Europe and North America. I currently serve as Security Engineering Lead at Bloomberg Industry Group and have held senior roles at TikTok and Visa, where I learned that great security is never just about technology. It's about people, process, and earning trust at scale. I've also made it my mission to open the door for others. I've designed cybersecurity learning programs reaching over 60,000 learners across 105 countries. That is exactly why I built SailingCyber to give people the direction I wish I'd had when I was starting out. From your very first step into security to your next big move, I'm looking forward to being a part of your journey on SailingCyber!

Blessed Uyo
Grand Technology Captain, GTC, SailingCyber | CTO, Co-Founder Forteshield AI

Blessed Uyo

Blessed Uyo is a seasoned cybersecurity leader, engineer, and technology innovator with over a decade of hands-on experience securing complex cloud and enterprise environments. He is currently the Co-Founder & CTO of Forteshield.ai, where he builds secure AI, an advanced AI security and governance platforms for production-grade AI systems, helping teams safely adopt and manage AI at scale.

Ade Ademule
Captain | Ex Cloud Security Engineer at Microsoft

Ade Ademule

Senior Security Engineer with 10+ years of experience securing cloud infrastructure and identity systems, specializing in Zero Trust architecture and threat detection at enterprise scale. Combines deep technical expertise in cloud security with hands-on infrastructure engineering to protect large, complex environments.

Abimbola Abel
Grand Business Development Captain, GBC, SailingCyber | Ex Cloud Infrastructure Architect at AWS

Abimbola Abel

Abimbola leads the partnerships, growth strategy, and market expansion that carry SailingCyber's mission of building cybersecurity careers to a wider audience. She brings more than a decade of experience in technology, including her work as a Cloud Infrastructure Architect at Amazon Web Services, where she designed cloud solutions for organizations operating at global scale. Her career across global organizations has given her a rare command of both the technical depth and the business insight required to turn complex technology into measurable results. Bim is also the cofounder of Dinastia Studios and Spaces, a professional video and podcast recording studio, where she pairs her technical expertise with an entrepreneurial drive to help creators and brands tell their stories. At SailingCyber, she charts the course for the strategic relationships and new opportunities that open doors for the next generation of cybersecurity professionals.

Ify Arry
Coach | IAM Engineer | PwC

Ify Arry

Ifeanyi is a cybersecurity engineer with a Master's in Computer Information Systems Security and specialty in Identity and Access Management (IAM). At PwC, he designed and deployed enterprise Identity Governance & Administration (IGA) systems for Fortune 500 companies across healthcare, banking, oil and gas, and food industries. He speaks on security infrastructure and currently as a serial entrepreneur, he builds technology infrastructure across US and African markets through LeapTra. He coaches professionals transitioning into security, switching domains, and upskilling in established roles.

For Institutions & Organizations

Equip Your Staff and Students for Real Cybersecurity Careers

SailingCyber transforms your training program into a career pipeline. Through community-driven learning, certification-aligned curriculum, guided hands-on projects and expert-led discussions, your learners gain the technical depth, practical experience and professional network they need to step into cybersecurity roles with confidence.

Universities & Colleges

Prepare students for the real world

Give your cybersecurity students hands-on practice with certification exams, guided projects and a collaborative community, all from a single dashboard you control.

Enterprises & Corporations

Upskill your security team

Equip new hires faster and keep your team sharp with curated learning paths, certification practice and private collaboration spaces.

Bootcamps & Training Programs

Deliver outcomes, not just content

Supplement your curriculum with a 8,300+ certification question bank, real-world projects and a peer community that keeps students engaged and accountable beyond class hours.

Everything You Need

One platform to train and grow your cybersecurity students and workforce

Register your institution in under 2 minutes. Create your private deck, invite your team by email or CSV, assign resources and track progress.

Register Your Institution
  • Dedicated private Cyber Deck for your organization
  • Assign courses, cert practice and guided projects
  • Invite members via email or CSV bulk upload
  • Track engagement, completions and progress
  • Schedule live meetings and coaching sessions
  • Domain-verified accounts with role-based access
  • Captain & Sub-Captain management hierarchy
  • 8,300+ certification practice questions included

Ready to equip your organization?

Join universities, bootcamps, and enterprises already using SailingCyber to train the next generation of cybersecurity professionals.

Register Your Institution

Free to start · No credit card · Set up in 2 minutes

Ready to Navigate Your Future?

Your Cybersecurity Journey Starts Today

Join thousands of cybersecurity professionals building careers, not just collecting certificates. Start free.

Create Your Free Account

No credit card required · Free forever plan · Cancel anytime

What's included free:

  • Join all communities and study groups
  • Practice with 8,300+ certification questions
  • Get career roadmaps for every specialization
  • Access free guides, templates and resources
  • Detailed explanations on practice questions