Make Smarter Technology Decisions. Faster.

LoboStack 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.

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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.

Book A Call

Simplify, and Scale What Matters

LoboStack is built on reliable tools and strong teams we fully trust - making us your go-to business problem solver when it matters most. Whether you’re scaling, launching something new, trying to get your ops under control, or pivoting, we guide you to the next right step - then roll up our sleeves and make it happen.

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Automation That Frees Up Time

After pivoting post-MS diagnosis, I needed systems that worked intentionally and efficiently.

Digital Magic CRM (DMC) has been a game-changer powering multiple ventures, including my Tech Sales Agency (repping 4 companies plus LoboStack).

It’s a full business-in-a-box: CRM, workflows, ops tools, webinar and framework management - all replacing tools I no longer need.

It saves me time, simplifies my day, and it’s surprisingly affordable.

Modernization That Supports Growth

Old systems slow you down. We help you uncover what’s not working, clean it up, and implement better tools so your team can work faster - with less hassle.

At LoboStack, we bring over 30 years of tech experience and strong partnerships with trusted suppliers to help you choose the right solutions - without jargon or pushy sales.

If your systems feel messy or outdated, we’ll help you streamline and rebuild for long-term success.

AI Tools That Drive Efficiency

LoboStack uses smart tools like AI to help your team work faster and smarter.

With HelloConnect.ai, Insurance Adjusters get a live AI receptionist plus automation that books appointments, sends emails, and follows up - so you don’t have to.

At Boost My Bids, we set up digital employees for Construction and Solar Companies to handle follow-ups and customer communication 24/7.

Whether you’re in insurance, construction, or another field, LoboStack delivers AI-driven solutions to modernize your operations, simplify workflows, and boost productivity.

Security That’s Proactive, Not Paranoid

We help keep your business safe - without making things scary or confusing. That means finding the weak spots early and fixing them before they turn into big problems.

Whether you need CMMC support, managed IT, or tools to help you stay proactive - not reactive, across your entire security environment, we’ve got you covered.

Through our partnership with Telarus, we set up smart solutions to protect your data, ensure compliance, and train your team on what to watch out for.

You’ll feel confident knowing your systems are secure.

+ Brand Messaging and LinkedIn Positioning

Starting something new or changing direction? We help you say it clearly online and off. That includes how you show up on LinkedIn and what you say about your business.

Our full-time powerhouse community gives you the support, tools, and connections to dominate LinkedIn, Business and Life. I can tell you firsthand - this is a game-changer.

Get a free LinkedIn Banner Tear Down - we’ll review your banner and headline to align with your goals.

With Brand Build, we help you tell your story, fix your LinkedIn, and build trust so people want to work with you.

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.

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.

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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.

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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.