Boardroom

Stop Asking, “Where Do We Start with AI?” Start Here Instead …

May 27, 20253 min read

Every boardroom wants an AI strategy right now. And that urgency? It’s valid. AI is reshaping how businesses operate, compete, and grow. But amid all the hype, one question keeps surfacing that’s actually steering companies in the wrong direction:

“Where should we start with AI?”

At first glance, this seems like a strategic question. In reality, it’s a tactical one. Starting with AI for AI’s sake—without rethinking your entire go-to-market (GTM) model—is like installing a turbo engine in a car with square wheels. You’re accelerating inefficiencies instead of driving transformation.

The better question?

“How do we reimagine our GTM strategy for a customer-driven, AI-powered world?”

This shift in mindset is what separates companies that experiment with AI from those that transform through it.

💡 The Big Idea: You Don’t Have a Tech Problem—You Have a Thinking Problem

Most GTM models today were built in a different era—when sales was linear, buyers had fewer options, and technology played a supporting role. Fast-forward to now, and that model is cracking under pressure:

  • Buyers are more independent and digital-first

  • Sales cycles are non-linear and multi-threaded

  • GTM teams are bloated with disconnected tools and manual workflows

  • AI is being added as a patch, not a redesign

The truth? If your GTM approach isn’t built for insight-driven, real-time, buyer-personalized engagement, AI won’t fix it—it’ll only highlight the gaps faster.

🔄 Rethink These 3 Core GTM Assumptions

To build a future-ready GTM motion, start by challenging these outdated ideas:

1. Linear Funnels Still Work

Reality: Buyers don’t follow a straight line from awareness to close. They loop, stall, re-enter, and self-educate.

What to Do Instead:

  • Map your GTM around customer intent signals, not internal stages

  • Use AI to detect patterns and predict the next best action rather than pushing them through a fixed journey

  • Shift from funnel metrics to engagement quality and velocity

2. More Activities = More Revenue

Reality: Activity-based selling encourages busywork, not outcomes.

What to Do Instead:

  • Focus on impact-driving activities: multithreaded outreach, executive engagement, value co-creation

  • Use AI to eliminate low-value tasks (e.g., manual research, CRM updates)

  • Redefine sales productivity as time spent with high-value accounts and insights delivered per interaction

3. AI Belongs in Tools, Not Strategy

Reality: AI isn’t just a feature. It should reshape how your team sells and why you prioritize what you do.

What to Do Instead:

  • Let business outcomes define your AI use cases, not the other way around

  • Rethink GTM motions—like territory design, content delivery, opportunity scoring—with AI embedded as a strategic enabler

  • Align GTM leadership around a shared goal: using AI to make every seller more strategic, relevant, and customer-centric

✅ Take Action: 4 Strategic Moves You Can Make This Quarter

  • Run a GTM Audit: Identify outdated workflows, tools, or processes that exist “because we’ve always done it this way.”

  • Define 3 Core Outcomes You Want AI to Impact: Think about more qualified pipeline, faster deal cycles, and deeper account penetration.

  • Create a Cross-Functional GTM Task Force: Bring in sales, marketing, ops, product, and enablement. Align on a shared AI-enabled GTM vision.

  • Choose One Motion to Rebuild from Scratch with AI in Mind: Example—Reimagine how reps prepare for executive meetings using AI-curated account intel and custom messaging.

🔚 Final Thought

The companies winning with AI aren’t asking where to start with tools. They’re asking how to build a more intelligent, responsive, and outcome-driven GTM machine from the ground up.

Don’t just automate old habits. Use this moment to rethink what your customers actually need—and how your sellers can deliver that, faster and better than ever before.

📝 Follow ShiftUp to get real-world articles and information to help you sell in the AI-centric world.

As CEO of ShiftUp, I'm on a mission to revolutionize how B2B go-to-market teams operate, grow, and deliver value to their customers.

Working closely with CROs and sales leaders across industries has given me a deep insight into what's fundamentally broken in today's GTM approaches and what the future must look like with AI. Now at ShiftUp, I'm applying these insights as we create an intelligence platform that reimagines GTM workflows through AI-orchestrated systems.

Nick Valla

As CEO of ShiftUp, I'm on a mission to revolutionize how B2B go-to-market teams operate, grow, and deliver value to their customers. Working closely with CROs and sales leaders across industries has given me a deep insight into what's fundamentally broken in today's GTM approaches and what the future must look like with AI. Now at ShiftUp, I'm applying these insights as we create an intelligence platform that reimagines GTM workflows through AI-orchestrated systems.

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