The New MSP Sales Strategy: AI + QBS = Predictable Wins

eric crane
Robot and human hands holding a tablet displaying business analytics charts, symbolizing AI-human collaboration in MSP sales strategy.

If “work smarter, not harder” is still just a poster in your break room, your MSP sales strategy needs an upgrade.

The New Sales Power Couple: QBS + AI 

So, you've finally ditched the soul-sucking slide decks and stopped treating prospects like hostages in your PowerPoint dungeon. You’ve embraced Question-Based Selling (QBS), and now your sales calls feel more like conversations and less like awkward blind dates. 

Bravo. You're halfway to sales nirvana. 

Enter: Artificial Intelligence. Nope, not just ChatGPT writing birthday haikus or students outsourcing term papers. In the MSP world, AI is your silent partner—the Robin to your Batman, the butter to your tech-stack toast. 

When AI joins forces with QBS for your MSP sales strategy, things get spooky good. You go from smart to psychic. It’s like you’re reading minds, only without the tinfoil hat. 

 

Why Pair QBS with AI? Because Winging It is for Karaoke Nights 

QBS is all about asking smarter questions. AI helps you figure out which questions will actually land—based on real data, not your gut feeling (which, let’s face it, still thinks Crystal Pepsi was a good idea). 

Imagine this: 

  • QBS is the scalpel. 

  • AI is the x-ray. 

Together? You're no longer just poking around hoping to find the pain. You’re slicing straight to the root issue, with the precision of a caffeinated neurosurgeon. 

 

3 Ways AI Supercharges Your QBS Mojo 

1. AI = Prospect Intel Without the Creepy Vibes 

Once upon a time, “research” meant frantically Googling five minutes before a call and hoping their About Us page had something useful. Adorable. 

Now? AI scrapes news, hiring trends, social posts, and tech-stack clues faster than you can say, "Please don’t ask about our pricing." 

Old QBS question: "What are your current tech challenges?" 

AI-upgraded version: "I saw you're hiring remote staff—how's that impacting your endpoint management and security policies?" 

Look at you, all prepared and insightful. It's almost like you care. 

2. Transcription Tools That Actually Pay Attention (Unlike Your Last Intern) 

Reviewing sales calls is about as fun as filing taxes. AI now handles that for you. It transcribes, summarizes, and even flags red-flag phrases like “We’ll circle back” (aka: not interested). 

Bonus: It catches emotional cues. Like hesitation. Or that "I’m scared but pretending to be confident" voice your prospect used when they mentioned their current provider. 

That’s gold for a QBS ninja like you. 

3. Real-Time Nudges That Make You Look Brilliant 

Imagine an AI whisperer in your ear mid-call: "Ask about last quarter’s outage." Or, "They mentioned compliance three times—drill down." 

Boom. That's a winning MSP sales strategy. You sound like Sherlock Holmes, if Holmes had access to Gong or Chorus. 

 

AI + QBS: The Do’s and Don’ts 

AI is here to enhance you, not replace you. It’s your sous-chef, not your clone. 

Do: 

  • Use AI to prep ultra-relevant questions. 

  • Analyze patterns in objections. (Why does everyone ghost you after pricing?) 

  • Automate follow-ups that sound like a human wrote them. 

Don’t: 

  • Treat empathy like a checkbox. (It’s not a Google Form.) 

  • Bombard prospects with data until their eyes glaze over. 

  • Let AI do the listening. You still need ears—and common sense. 

 

Your QBS + AI Sales Stack (aka: The Toys You Actually Need) 

Pre-Call Prep: 

  • Clay, Apollo, Clearbit — Deep prospect intel, company context, tech stack gossip. 

  • ChatGPT — Customized question lists that don’t sound like a robot wrote them. 

During Calls: 

  • Gong, Chorus, Avoma — Transcribe, analyze, coach in real-time. 

  • Otter.ai — Solid transcription for those on a budget. 

Post-Call Follow-up: 

  • Lavender, SmartWriter, Copy.ai — Follow-up emails that don’t feel like CRM spam. 

  • HubSpot AI — Drafts your recap, sets reminders, and probably tucks you in at night. 

Remember: These tools are here to support your charm, wit, and curiosity. They’re not magic. You are. 

 

The Real Secret: Curiosity Still Wins 

AI can give you intel, suggestions, and reminders—but it can’t replace the moment you say: 

"That sounds like a major headache. How’s that impacting your team emotionally?" 

That’s the difference between a salesperson and a Guide. AI doesn’t care if the client gets yelled at during board meetings. You do. 

That’s why you win. 

 

Final Thoughts: Stop Pitching. Start Predicting. 

QBS already gave you the edge by making you a better listener. AI just gave you a turbocharger. 

With both, you’re not just selling IT support—you’re selling certainty, insight, and peace of mind. You’re the one who shows up, asks the right questions, and solves problems before they implode. 

 

Want to actually get good at this? 

Come to CharTec Academy—the ONLY MSP training event held inside a working multi-million dollar MSP. No B.S. No gurus. Just real people teaching you how to sell, scale, and not lose your mind. 

CharTec Academy promotional graphic for MSP blog—featuring a speaker presenting to a room of IT professionals. Text reads “What’s holding your MSP back?” with event dates September 30 – October 2, 2025, held at a multi-million dollar MSP in Bakersfield, CA. Includes CharTec logo and QR code for registration. Ideal for MSP business growth content and CharTec event promotions.

We’ll see you there— fedoras and red blazers optional (if you know, you know). 

Back to blog

Leave a comment

Please note, comments need to be approved before they are published.