

I spent three decades in high-stakes technology sales.
Territory turnarounds. Sales awards. Millions in new logo revenue under real pressure.
In 2023, I was diagnosed with MS and learned I'd been performing at that level with it the whole time. Until I couldn't anymore.
So I rebuilt mid-flare, bootstrapped, no Plan B. The new business couldn't depend on me having a good day.
That meant solving the hardest problem in sales first — consistent conversations with the right people. Enforced follow-up. Execution.
Voice drops, AI agents, automation. Operator-deployed. Clear ownership, measurable output, accountability baked in.
The result: predictable conversations, a forecast you can trust, a motion that runs without you being the bottleneck.
Then I turned the same lens on the rest of the business — hiring, ops, delivery, the decisions still trapped in your head.
That's the advisory practice. Same standard. Outcomes you can name, not hours billed.
When you have no Plan B, you only know how to win. Let's build yours.
Anthony Lobosco · Founder, LoboAI
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 Lobo's 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

