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If you think Shadow AI is “not a problem yet,” you’re already 12 months behind as a leader.

If you think Shadow AI is “not a problem yet,” you’re already 12 months behind as a leader.

If you think Shadow AI is “not a problem yet,” you’re already 12 months behind as a leader. When I talk with MSPs and business owners, I hear the same quiet truth. ...more

UponAI Solutions & Features

March 10, 20262 min read

Attention MSPs. Before people called me “PhoneBill,” I was just Bill, an MSP owner trying to keep the lights on and the customers happy.

Attention MSPs. Before people called me “PhoneBill,” I was just Bill, an MSP owner trying to keep the lights on and the customers happy.

The early years were a rollercoaster. I chased projects, emergencies, Y2K scares, anything that rang the phone. My sleep was terrible. My cash flow was worse. When I shifted my focus back to true recu... ...more

UponAI Solutions & Features

March 10, 20261 min read

A few days ago, a potential partner asked me to show them UponAI. They had already seen three other AI voice platforms.

A few days ago, a potential partner asked me to show them UponAI. They had already seen three other AI voice platforms.

For me, that demo win was not about a fancy feature. It was about trust built in 30 minutes, on top of 30 years. What helps you feel ready to trust what you see in a demo and try something new in your... ...more

UponAI Solutions & Features

March 10, 20261 min read

Yesterday my AI voice agent ran a live sales call (with help from Jody & Bill)..

Yesterday my AI voice agent ran a live sales call (with help from Jody & Bill)..

AI will not replace every human voice. It will take the repeat work so people can handle the calls that need a human heart. ...more

UponAI Solutions & Features

March 10, 20262 min read

If your SaaS updates feel like a surprise attack, you already lost my trust. UponAI tells users first, not last.

If your SaaS updates feel like a surprise attack, you already lost my trust. UponAI tells users first, not last.

Transparent updates do one key thing: they turn every release into a small promise kept. Over time, those promises add up. That is how trust grows, feature by feature, message by message. ...more

AI Voice Agents & Technology ,UponAI Solutions & Features

March 03, 20261 min read

 Building relationships is what everyone talks about here on LinkedIn. I see it every day in UCaaS, CCaaS, and now AI voice.

Building relationships is what everyone talks about here on LinkedIn. I see it every day in UCaaS, CCaaS, and now AI voice.

Service comes from people, process, and how you show up when something breaks. I learned that over 30 years of fixing lines at 2am and calling partners back in under 15 minutes. ...more

AI Voice Agents & Technology ,UponAI Solutions & Features

March 03, 20261 min read

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