IT Support Specialist (MSP/MSSP)

😎 Why You Might Actually Want This Job

Tired of working in an MSP where every ticket feels like a cry for help — and not from the client, but from your soul?

Sick of managers who couldn’t troubleshoot a toaster but love asking, “Did you close that ticket yet?”

Ever wished your job had less red tape and more actual problem-solving with cool clients and zero corporate BS?

Hi. I’m Damon. I run a cybersecurity-focused MSP in Auburn, AL, and I’m hiring my next technical person on our team. Which means:

• No middle managers
• No pointless Zoom calls
• No getting stuck in Tier 1 hell forever

We work hard, solve real problems, and crack jokes while we do it. You’ll get unlimited PTO (because I trust you), a juicy bonus structure (because I value good work), and eventually profit sharing (because I’m not trying to hoard all the fun).

What I want:

Someone with real MSP experience, solid troubleshooting chops, and a sense of humor. Bonus points if you’ve ever used PowerShell to do something cool and made a client feel like a rockstar in the same day.

If you're looking for a drama-free, team-oriented role where your skills matter and your personality is welcome — this is it.

If you're a know-it-all, ego-driven, corner-cutting chaos goblin… kindly keep scrolling.

Location: Auburn, AL (Relocation welcome, but not covered)

Job Type: Full-Time

Compensation: Based on experience performance bonuses unlimited PTO

About Us

We’re a fast-growing, no-BS managed IT and cybersecurity firm based in Auburn, Alabama. We deliver concierge-level service to small businesses that expect responsiveness, clarity, and top-tier security. We’re customer-obsessed, value real communication, and don’t tolerate ego-driven jerks. If you know your stuff and want to be part of a team that actually gives a damn — let’s talk.

About the Role

We’re looking for an experienced IT Support Specialist to be the next technical team member on our growing crew. You’ll be a core part of our operations, handling escalated issues, projects, and client interaction. From helping businesses migrate to the cloud, to resolving weird network issues, to making clients feel supported and safe — you’ll be doing it all.

You need to have prior experience at an MSP or MSSP. You’ll be working directly with the owner (that’s me) and will be trusted with a wide range of responsibilities from hands-on troubleshooting to documentation and automation. If you’re tired of being stuck in a cog-like role and want to actually help build something great, read on.

What You’ll Be Doing

• Handling Tier 2 support tickets and escalations from end users
• Troubleshooting Windows environments (workstations, servers, networks)
• Configuring firewalls, switches, VLANs, and VoIP systems
• Managing and supporting Microsoft 365 (admin, migrations, mail flow)
• Working with Azure AD, Intune, and device policy management
• Writing and running PowerShell scripts to automate tasks
• Deploying and monitoring backup, EDR/XDR, DNS filtering, and other security tools
• Working with vendors (ISPs, software support, etc.) to resolve client issues
• Documenting all work clearly in the PSA and knowledge base
• Occasionally going on-site to client locations (mostly local)
• Helping shape internal processes, tools, and standards as we grow

Requirements

• 2 years of experience at an MSP or MSSP – must-have
• Strong understanding of modern Windows environments (10/11, Server 2016 )
• Familiarity with Microsoft 365 admin tasks and Azure AD concepts
• Able to troubleshoot networking issues: DNS, DHCP, NAT, firewalls, VLANs
• Experience using remote monitoring & management tools (Syncro, CW, etc.)
• Working knowledge of backup, antivirus, and security tools
• Comfort with scripting (PowerShell) and documentation
• Excellent communication skills — written and verbal
• Self-starter with a team-first mentality
• Certifications like CompTIA, Microsoft, or Cisco are highly preferred
• Degree not required — we care more about what you can do

What We Offer

• Unlimited PTO – because we’re adults and we trust each other
• Performance-based bonuses – do great work, get rewarded
• Work-life flexibility – no micromanagement, just accountability
• Profit sharing (coming soon) – be part of something that gives back
• Direct mentorship and growth path — not a corporate ladder-climber role

Culture Fit is Key

We’re not a corporate hellhole. We don’t want jerks, drama, or know-it-alls. We do want sharp, humble people who love solving problems, growing their skillset, and genuinely helping others. If you’ve worked in an MSP before and said, “Man, I wish we actually did this right,” you’ll feel at home here.

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