Make Smarter Technology Decisions. Faster.
LoboStack is my stack of Tech, Brand, and Purpose - helping SMBs and Healthcare orgs make faster decisions around AI, Automation, and Security, show up with clarity on LinkedIn, and support those living with chronic illness through Situation Positive.
Make Smarter Technology Decisions. Faster.
Lobo IT helps SMBs and Healthcare organizations cut through IT complexity with practical solutions in Automation, AI, Security, and Modernization - so you can focus on growing, not troubleshooting.
Simplify, and Scale What Matters
LoboStack is built on trusted tools and teams. Whether you’re scaling, pivoting, or getting your ops in order, we help you find the next right step - then roll up our sleeves and get it done.
Automation That Frees Up Time
After my MS diagnosis, I needed systems that worked smarter.
Digital Magic CRM has been a game-changer - powering my Tech Sales Agency and LoboStack with one affordable, all-in-one platform for CRM, Workflows, Ops, Marketing, and more.
It replaces tools I don’t need, saves time, and keeps everything running smoothly.
AI Tools That Drive Efficiency
With HelloConnect.ai ,insurance adjusters get a live AI receptionist that handles booking, emails, and follow-ups automatically.
At Boost My Bids, we deploy digital employees for construction and solar companies to manage 24/7 customer follow-up.
Whatever your industry, LoboStack delivers AI-powered solutions that simplify workflows and boost productivity.
Security That’s Proactive, Not Paranoid
We keep your business safe without the scare tactics — finding weak spots early and fixing them before they become problems.
Whether it’s CMMC support, managed IT, or tools to stay ahead of threats, we’ve got you covered.
Through our Telarus partnership, we deliver smart solutions that protect your data, ensure compliance, and train your team to stay alert.
Tech Meets Humanity
With Situation Positive, we extend our mission of helping Healthcare Orgs with Tech into the healthcare space.
That’s why we created Situation Positive - a motivational platform designed to support newly diagnosed patients and their families.
We offer speaker-led programs and immersive retreats that inspire resilience and provide real, actionable guidance during one of life’s most difficult moments.
+ Brand Messaging and LinkedIn Positioning
Starting something new or shifting direction? We help you show up clearly - online, on LinkedIn, and in how you talk about your business.
With Brand Build, you’ll clarify your story, fix your profile, and build trust fast.
Get tools, coaching, and a powerful network — plus a
free LinkedIn Banner Tear Down to align your message with your goals.
Meet Anthony, Your Technology Translator
Anthony Lobosco is a lifelong Technology Advisor, Entrepreneur, and Founder of LoboStack. After a successful career helping SLED organizations and Private Sector companies implement smart, scalable tech solutions, he faced an unexpected challenge: a diagnosis of Multiple Sclerosis (MS).
What followed wasn’t just a health journey, it was a reinvention. Living with a chronic condition taught Anthony how to navigate complexity with clarity, prioritize what matters, and build systems that create freedom. That philosophy drives everything he does today - including Situation Positive, a platform supporting newly diagnosed patients and families through retreats and speaker-led programs.
Anthony doesn’t just talk about automation, he lives it. The tools and frameworks he brings to clients are the same ones he uses to manage his health, run multiple businesses, and maintain focus and energy where it matters most.
He leads or advises across four platforms: LoboStack, Digital Magic CRM, 10TalentTech, and Boost My Bids empowering businesses to scale with less stress, better systems, and a whole lot more intention. He believes the right technology doesn’t just grow your business, it gives you back time, focus, and peace of mind.
How We Deliver
You don’t need to be a tech expert. We’ll translate everything, map out your options, and give you a path that fits your team and budget.
01
Discovery & Strategy
Sessions
We start by understanding your goals, challenges, and current systems. This helps us spot what’s working, what’s not, and where we can add value fast.
02
Systems and Vendor
Evaluation
We sort through the noise, review your tools, and recommend tech that fits your needs - without the bias or pressure of vendor sales teams.
03
DFY & DWY
Implementation
Whether you want guidance or hands-on help, we support your rollout from start to finish. We’ll help build, test, and launch your new systems so they actually get used.
04
Ongoing support or
quarterly check-ins
You don’t need a full-time tech team. We offer continued support or scheduled check-ins to keep things running smoothly and help you adapt as you grow.
Hear what our great customers say
The best way to understand what we do is to hear from the people we’ve helped. These are real results from real businesses—saved time, smoother systems, and tech that actually works the way it should.
"Anthony is a top-three salesperson I’ve worked with."
I’ve been a client of LoboStack for over a decade but worked with Anthony for over two decades, and his consistency, reliability, and proactive mindset have always stood out. Even when he was working for companies where he couldn’t directly help me, he still made the effort to check in and see how I was doing or if he could point me in the right direction. He’s supported me through several critical projects, and I’ve always trusted him to come through.
Brian Charkowick
Technology Leader, Department of Corrections, City of NY
"Anthony is as reliable as it comes!"
I’ve worked with Anthony for over a decade, starting with a complex Cisco phone project he inherited — multiple partners, tight timeline, and a lot of moving parts. When our tech execs questioned how he’d pull it off, he simply smiled and said, ‘I’m the Magic Man.’ And he delivered. Since then, he’s supported me on several projects, including a few with LoboStack. As a trusted Tech Advisor, he keeps me current on industry trends, especially in Security and AI.
Matt Lagana
CTO + CISO, MBIA Reinsurance Company
"College students need to talk to Anthony about using LinkedIn NOW!"
As one of Anthony’s former Entrepreneurial Professors at Fordham Gabelli School of Business, I find myself on an audacious mission: to rewire how students engage with the professional world - beginning with LinkedIn. Logical, yes. Easy? Hardly. I saw what he was doing on LinkedIn, so I consulted him.
His counsel on personal branding is, in a word, precise. While my own messaging remains in a state of flux (progress is not always linear), Anthony has begun holding private webinars for my internship cohort - primarily NYC-area students from CUNY and beyond. The results? Highly favorable. Profiles are transforming. Engagement is rising. And students are starting to understand that personal brand is not fluff - it is strategy.
Kate McKeown
Vulcan Professor, Education & Entrepreneurship
"His reinvention gave him marketing superpowers and I’m reaping the rewards."
I reached out to Tony for some podcasting advice, and somehow ended up rethinking the entire brand strategy for one of my stealth projects (oops). His frameworks were like a mental reset - structured enough to keep my overactive brain in check, but flexible enough to actually feel like me.
For once, it didn’t feel like I was trying to squeeze into someone else’s idea of ‘professional.’ It felt unburdened. Intentional. Like, hey, maybe we can show up exactly how we want - and still be taken seriously. Weird, right?”
Kent Martin
Global Marketing Director/ President Kontur US, Inc. at Kontu & Serial Entrepreneur
COMING SOON
Chronically Automated
A new podcast showcasing the challenges faced by neurodiverse and chronically ill entrepreneurs. We show how to turn everyday chaos into competitive advantage with smart tech and automation.
Co-hosted by The Queen of Automation and her MS-warrior sidekick, each episode tackles real challenges with clear, actionable hacks - no fluff, no false promises.
Copyright 2025 Lobo IT LLC | Privacy Policy | Terms & Conditions