10 AI and Business Trends That Will Dominate 2026

Kris Carter Kris Carter on · 12 min
10 AI and Business Trends That Will Dominate 2026

From AI becoming the operating system of organizations to the reskilling reckoning and the rise of the adaptable generalist, these are the AI and business trends poised to reshape how teams work, sell, and compete.

Every December, we hear predictions about what's next. Most are recycled versions of the same trends: AI will change everything, skills will matter more than degrees, buyers will do more research before talking to sales.

But 2026 feels different. The conversations happening among executives, operators, and practitioners aren't about whether change is coming. They're about what to do when it arrives faster than anyone planned for.

These ten ideas emerged from across industries—finance, technology, healthcare, education—but they share a common thread that matters deeply for GTM teams: the organizations that win in 2026 won't just adopt new tools. They'll build systems that combine AI capability with human judgment, invest in trust at every touchpoint, and prove their value through outcomes that hold up under scrutiny.

Here's what's coming.

1. AI Becomes the Operating System of Organizations

For the past two years, AI has been positioned as a tool—something you use alongside your existing workflows to get things done faster. In 2026, that framing will feel outdated. AI stops being a tool and becomes the core operating layer of how organizations function.

The shift isn't about one model getting smarter. It's about workflows getting smarter.

Companies that treated AI as an add-on will find themselves watching competitors who embedded AI into their operational DNA pull ahead in ways that can't be closed with incremental improvements. Manual brilliance won't scale. Only systems will.

But here's the nuance that separates winners from everyone else: systems without emotional intelligence create new failure modes. The winning capability in 2026 won't be "AI adoption." It will be AI meets EQ—the ability to combine automation with judgment, empathy, clarity, and human responsibility.

For GTM teams, this means positioning isn't enough. You need to articulate how your product fits into the AI-native workflows your buyers are building. If you can't explain how your solution integrates into an automated operating model, you're already behind.

The uncomfortable question: Is your product a tool that sits alongside AI, or is it infrastructure that AI orchestrates?

2. The Reskilling Reckoning Finally Arrives

We've been talking about reskilling for years. In 2026, the conversation stops being theoretical.

Productivity tools are becoming too powerful, and the investment too significant, for companies to accept employees who refuse to use them. Businesses will insist employees adopt AI tools—or risk losing their titles, their advancement, or their jobs entirely.

The consolidation in the learning industry signals what's coming. Major education platforms are merging not to compete more aggressively, but to build the infrastructure for workforce-scale retraining that employers will demand.

But the question of responsibility remains unresolved: Who actually owns the reskilling problem?

Employers can address the current workforce. But what about students still completing education that's already outdated? What about job seekers caught between roles, discovering their skills have depreciated faster than they realized? Is that the government's responsibility? The tech companies' responsibility? Both are pointing at each other while the gap widens.

2026 will be the year we collectively acknowledge that reskilling isn't a nice-to-have benefit companies offer. It's an infrastructure problem as critical as electricity or broadband—and we haven't built the infrastructure yet.

For GTM teams, this creates an opportunity and a threat. The opportunity: if your product makes people more capable, position it as a reskilling investment, not just a productivity tool. The threat: if your product requires skills your buyers don't have, you're adding friction at exactly the wrong moment.

3. AI Infrastructure Spending Recalibrates

We've all seen the headlines: staggering capex pouring into AI infrastructure, "hundreds of billions" becoming a weekly update. But what's now becoming clear is that the return curve isn't uniform. The spend-to-yield equation doesn't stack up the same way for every player.

2026 won't bring a retreat from AI investment. But it will bring a recalibration.

Enterprises will start distinguishing between infrastructure as a necessity and infrastructure as a cost center that needs a more disciplined lens. When that happens, attention naturally shifts to the application layer—where value-add outcomes are already measurable, where revenue is accelerating, where teams can point to real productivity gains rather than theoretical potential.

The era of "we're investing in AI capabilities" as sufficient strategy is ending. The era of "here's the measurable productivity improvement" is beginning.

For GTM teams, this shift matters deeply. Buyers who were willing to experiment with AI tools will start demanding proof of value. The "AI-powered" positioning that differentiated products in 2024 will become table stakes in 2026. What will differentiate? Evidence. Outcomes. Proof that the investment delivers returns.

If you can't quantify the value your product creates, you're competing on story while competitors compete on data.

4. The Rise of the Adaptable Generalist

For decades, industries rewarded deep, narrow expertise. The path to career advancement was specialization: become the person who knows more about one thing than anyone else.

AI is inverting that pattern.

With AI agents now handling many of the detailed, repetitive tasks that used to belong to mid-tier specialists, the balance is shifting. In technology, it's no longer enough to know a particular programming language—you need to understand the broader architecture and guide the tools that do the heavy lifting. In finance, as routine processing becomes automated, professionals focus more on commercial insight, relationships, and strategic decision-making.

This creates demand for adaptable generalists: people who can oversee AI systems, ensure they deliver against business outcomes, and bring human judgment to bear where it really matters.

The career ladder is reshaping. Knowledge roles may skew toward strong cohorts at the early and senior ends, with fewer traditional mid-level positions in between. Meanwhile, operational functions could see the opposite: growing need for mid-level professionals adept at coordinating AI at scale.

For GTM teams, this changes who you're selling to. The specialist buyer who controlled narrow decisions is losing influence. The generalist who coordinates across systems is gaining it. Your messaging, your proof points, your economic justification—all need to resonate with buyers who think in workflows, not features.

5. The Buying Journey Escapes Vendor Control

Here's the prediction that should keep GTM leaders up at night: more of the B2B buying journey will shift outside vendor control.

Buyers research, compare, evaluate, and form opinions before ever engaging sales—unless companies actively monitor and shape the narrative at every touchpoint.

This isn't new, but the acceleration is. AI-powered research tools let buyers synthesize competitive intelligence faster than ever. Communities, forums, and peer networks carry more credibility than vendor content. By the time a buyer raises their hand, they've often already decided—they're just validating.

For GTM teams, this means the traditional playbook of demand generation feeding leads to sales is increasingly disconnected from how deals actually happen.

The imperative: invest in trust. Control the narrative before buyers start their research. Ensure your product shows up accurately in AI-generated recommendations and summaries. Build content authority that shapes the conversation even when you're not in the room.

The companies that treat brand as a top-of-funnel awareness metric will lose to companies that treat brand as an always-on trust infrastructure that influences every stage of the buying journey.

6. Personalized Learning Replaces One-Size-Fits-All

There's growing fatigue with generic training programs that assume everyone has the same gaps and learns at the same pace. One-size-fits-all courses are losing relevance fast.

Learners make faster progress when AI helps personalize what they learn, when they practice, and how they apply knowledge to real work. The value no longer sits in the content itself. It sits in guidance, feedback, and adaptation.

This matters beyond the L&D function. For GTM teams, it changes how you think about enablement entirely.

The old model: create comprehensive training materials. Distribute to sales team. Hope they consume and retain.

The new model: understand which skills each rep needs to develop. Provide personalized, just-in-time learning that adapts as they improve. Measure capability, not completion.

Companies that offer personalized skill development—not just course libraries—will win both talent acquisition and sales effectiveness. The gap between teams with adaptive enablement and teams with static content will become measurable in quota attainment.

7. Digital Credential Wallets Go Mainstream

As hiring moves toward skills-first models, employers increasingly seek proof of capability over pedigree. Degrees tell you someone completed a program. They don't tell you what someone can actually do.

2026 will mark the early mainstream adoption of digital credential wallets—secure, portable formats where learners store verified credentials that follow them across employers, industries, and career transitions.

The impact is profound. Hiring bias decreases when decisions are based on demonstrated skills rather than institutional prestige. Talent mobility accelerates when people can prove capabilities without starting from scratch at each new opportunity. Learning pathways become personalized, adapting as careers evolve rather than ending at graduation.

For GTM teams, this changes how you validate customer success. Case studies and testimonials work, but verified proof that your customers developed measurable capabilities? That's the next generation of social proof.

If your product enables skill development, start thinking about how you credential and verify those skills. The infrastructure is coming.

8. Money Transparency Becomes the Norm

Talking about money was once considered taboo. The tide has turned.

Social media trends like "loud budgeting" have encouraged people—especially younger generations—to be more open about their financial priorities. In 2026, consumers of all ages will finally embrace candid money conversations as normal rather than uncomfortable.

This is especially powerful for young people. When families discuss money openly and teach practical skills, they build the knowledge and confidence needed to make better financial decisions throughout life.

There's a bonus prediction here: AI will become a resource for personalized financial guidance. We'll hear stories from colleagues and friends about where it works well and where it falls short. The transparency will extend to how we talk about AI's financial advice, not just our own finances.

For GTM teams, this changes how you discuss pricing, ROI, and budget. Buyers who grew up with money transparency expect straightforward conversations about cost. Hidden pricing, opaque value calculations, and "contact us for a quote" experiences feel increasingly misaligned with how modern buyers operate.

9. Responsible Performance Defines Winners

Success will no longer be defined by outcomes alone. Organizations will be evaluated—by employees, customers, and society—on whether performance was delivered responsibly, sustainably, and humanely.

Results still matter. But how they're achieved now matters just as much. Enduring performance is built through evidence, trust, and cultures that enable people to do their best work.

In the years ahead, the most successful organizations will be those that treat performance and integrity as inseparable. They'll measure leadership by what they make possible for others. They'll assess decisions by whether they strengthen the foundations everyone relies on.

This isn't just ethical preference—it's becoming competitive advantage. Employees choosing between opportunities consider how companies operate, not just what they pay. Customers choosing between vendors factor in how those vendors treat their own people.

For GTM teams, this means your company's values, culture, and operating practices aren't just employer brand. They're product differentiation. How you treat employees, how you engage with communities, how transparently you operate—all of it becomes part of the buying decision.

10. Human-in-the-Loop Becomes Non-Negotiable

Even the most automated workflow still needs human oversight. The question in 2026 shifts from "Do you use AI?" to "Can you prove control, repeatability, and governance?"

Specifically, every AI-enabled process will need four things:

Expert prompting. High-performing, domain-specific, consistently improved guidance that gets better results than generic use.

Human-in-the-loop for edge cases. Someone accountable when the system encounters situations it wasn't trained for, risks that require judgment, and decisions that matter.

Clear ownership. When the system is wrong—and it will be wrong—who is accountable? Organizations that can't answer this question clearly will face regulatory, legal, and reputational exposure.

Evidence. Outcomes that hold up under scrutiny. Audit trails. Explainable decisions. The kind of documentation that survives due diligence.

For GTM teams building or selling AI-enabled products, this changes the sales conversation. Buyers will ask about governance. They'll want to understand your approach to hallucination, bias, and edge case handling. They'll evaluate whether your product creates compliance risk or mitigates it.

The "move fast and break things" era is over for AI in the enterprise. The "move carefully and prove everything" era has begun.


What This Means for GTM Teams

These ten ideas aren't independent trends. They're interconnected shifts that compound each other.

AI becomes the operating layer, which creates the reskilling reckoning, which demands personalized learning, which enables credential verification, which shifts hiring to skills-first, which empowers the adaptable generalist, which changes who makes buying decisions, which requires trust infrastructure, which demands responsible performance, which necessitates human-in-the-loop governance.

Pull any thread and you find the others.

For GTM teams, the strategic imperative is clear: stop thinking in campaigns and start thinking in systems. The organizations that win in 2026 will build:

Trust infrastructure that influences buyers before they're in-market, when they're evaluating, and after they've purchased.

Proof systems that quantify value, document outcomes, and survive the scrutiny that enterprise buyers will apply.

Adaptive enablement that develops team capability continuously, not just at onboarding.

Governance frameworks that demonstrate control, compliance, and accountability for the AI-enabled workflows you're building.

The question isn't whether these shifts will happen. They're already underway.

The question is whether you'll be positioned to benefit—or scrambling to catch up.

Kris Carter

Kris Carter

Founder, Segment8

Founder & CEO at Segment8. Former PMM leader at Procore (pre/post-IPO) and Featurespace. Spent 15+ years helping SaaS and fintech companies punch above their weight through sharp positioning and GTM strategy.

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