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Predicts 2026: Leading Sales in the Age of AI Contradictions | Gartner Research
Gartner® Research

Predicts 2026: Leading Sales in the Age of AI Contradictions Navigate the Reality Behind AI's Promise

2026 Strategic Planning Assumptions

AI Agents Will Proliferate

"By 2028, AI agents will outnumber sellers by 10 times, but less than 40% of sellers will say that AI agents have improved productivity."

EQ Becomes Critical

"By 2031, 35% of sales organizations will introduce EQ-related productivity metrics as a result of AI's role in the sales cycle."

Bold Transformation Wins

"By 2028, CSOs who overhaul data, automation, and UX will be five times more likely to gain ROI from AI than those choosing quick fixes."

This is the Age of Contradictions

According to Gartner®, "On one hand, the hype around AI is strong and persistent. Billions of dollars are pouring into AI projects, and its impact on personal productivity is undeniable. Yet, beneath the surface, many AI pilots are failing to deliver on their promises, and AI has become associated with job loss, low-quality output, and new security vulnerabilities."

The research states: "This swing between two seemingly contradictory points of view has created a sense of chaos: CSOs are feeling the pressure to adopt AI at any cost and fear getting left behind by competitors."

Gartner® explains that "In the next few years, CSOs must not only champion AI's potential but also navigate the turbulent practical realities that accompany it. This means proactively addressing both the opportunities and challenges that AI brings to sales organizations."

Inside the Report

01

AI Will Get Big and Messy

Navigate rapid AI evolution with imperfect execution and prepare for temporary productivity dips through disciplined pilot models

02

AI Transforms Seller Roles

Traditional productivity metrics will lose relevance as AI assumes routine tasks and human sellers focus on complex, high-value relationships

03

Foundations Matter Most

Organizations treating AI as a catalyst for advancing data maturity, streamlining processes, and enhancing user experience will achieve success

04

Human Connection Remains Critical

Despite AI advances, buyers will overwhelmingly prefer meaningful engagement with skilled human sellers for complex B2B sales

Why This Research Matters

Navigate AI's Promise and Reality

We believe CSOs need a balanced approach to AI adoption. According to the research, "Small wins compound, and early failures build muscle. To succeed, CSOs should develop a balanced approach: celebrate AI-driven wins such as improved forecasting accuracy or enhanced customer insights, while also preparing for setbacks like data quality issues, change management hurdles, or ethical concerns."

The Gartner® research provides critical guidance: "By fostering a culture of experimentation and continuous learning, CSOs can encourage their teams to embrace AI without fear of failure. Additionally, establishing clear metrics and feedback loops will help CSOs make rational, data-driven decisions, even when outcomes are uncertain."

As Gartner says, "Ultimately, the ability to lead with both optimism and pragmatism will set top CSOs apart as AI transforms the sales landscape."

Who Should Read This Report

Chief Sales Officers

Navigate AI contradictions and lead through transformation

Sales Operations Leaders

Understand AI agent deployment and productivity metrics

CIOs & Technology Leaders

Align AI investments with business transformation

Sales Enablement Teams

Prepare for the shift to EQ-focused seller development

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