The Web Is Forking Again

Posted on March 9, 2026March 9, 2026 by Kyle James

Last week I wrote that SaaS isn’t dying. It’s being sorted. Thin workflow tools are under pressure, systems of record are becoming infrastructure, and the era of easy multiple expansion is behind us. That conversation was about repricing. This one is about rewiring. Underneath the market volatility, the internet itself is quietly adapting to a new kind of client. And if you zoom out far enough, the pattern looks familiar. When mobile arrived, the web did not disappear. It evolved. The same underlying systems and content still existed, but they were redesigned to render differently depending on the device. Responsive design and mobile-first frameworks did not replace the desktop web; they standardized it for a second client. Companies that recognized that shift early rebuilt their interfaces accordingly and captured the next wave of growth. We […]

#HRTechChat: David Edwards on the “Last Mile” from Data to Decisions

Posted on March 5, 2026March 4, 2026 by Nicole Roberts

In this episode of #HRTechChat, Nicole Roberts (Senior Analyst & Advisor, 3Sixty Insights) is joined by David Edwards—strategic workforce planning practitioner, advisor, and author of The Strategic Workforce Planning Handbook—for a candid conversation about the gap between SWP theory and the messy reality of execution. David explains why strategic workforce planning still suffers from an identity crisis (too many definitions, too many expectations), and why organizations keep getting trapped in short-term thinking that freezes out long-term capability building. Together, they unpack why chasing “perfect data” can be just as risky as oversimplifying, and why the real skill leaders need—especially as AI accelerates planning inputs—is judgment: knowing what’s decision-grade, what matters most, and what to do next. The conversation also tackles the evolving role of managers, […]

#HRTechChat: Aman Kaur-Shaik on Why AI Adoption in HR Starts with Knowledge, Data, and Culture

Posted on March 4, 2026March 4, 2026 by Dylan Teggart

In this episode of #HRTechChat, Dylan Teggart speaks with Aman Kaur-Shaik—HR Director at Nutrien, member of the 3SixtyInsights Global Executive Advisory Council, and a 2024 Global Top 100 HR Executive—about what it really takes for organizations to adopt AI successfully. Aman explains why the biggest barrier to AI adoption isn’t the technology itself, but the environment organizations have built around it. From fragmented knowledge bases and outdated policies to inconsistent data and unclear guardrails, many HR teams are trying to layer advanced AI tools on top of systems that were never designed for them. Together, they explore why the hype around AI is beginning to settle, how HR leaders can move from experimentation to practical adoption, and why starting with strong knowledge management and data […]

Infographic: California Compliance – What’s the Difference and Why It Matters

Posted on February 25, 2026February 25, 2026 by Dylan Teggart

California is increasingly operating under labor structures that require employers to manage compliance with far greater precision than federal standards alone. Higher minimum wages, daily overtime thresholds, and strict meal and rest break requirements mean compliance is no longer just a policy exercise, it is a direct payroll and operational consideration. Missed breaks and improperly tracked time can create immediate financial exposure, while daily overtime rules require more intentional workforce scheduling. For organizations expanding into or operating within California, compliance readiness now depends on accurate timekeeping, disciplined payroll execution, and HR infrastructure capable of supporting these elevated regulatory expectations.

Rethinking Recurring Revenue: Why Customer Retention Is the Real Growth Strategy

Posted on February 19, 2026February 19, 2026 by Nicholas Biron and Kyle James

Kyle James and I recently had a conversation with Zuora, one of the early pioneers and leading platforms in subscription-based billing. They have spent more than a decade helping organizations operationalize recurring revenue models. What stood out in our discussion was a simple but critical distinction. Subscription billing technology enables recurring revenue. It does not guarantee recurring success. Across the B2B software market and other subscription-driven industries, companies have adopted recurring billing infrastructure at scale. Platforms like Zuora provide the mechanics. They allow organizations to invoice accurately, manage subscription terms, automate renewals, and support complex pricing models. That enablement layer is foundational. However, many organizations mistakenly believe that implementing subscription billing is synonymous with building a sustainable recurring revenue engine. The financial model tells a […]

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Research Agenda: Workforce Strategy, HR Enablement & HR Technology in an AI-Augmented World

Posted on February 17, 2026February 17, 2026 by Nicole Roberts

Analyst Overview Nicole brings more than 20 years of senior HR leadership experience, including serving as Chief People Officer and the first HR executive at several high-growth, private-equity–backed, and multi-site organizations. She has built HR functions from the ground up, led organizations through Mergers and Acquisitions (M&A) and rapid scaling, and evaluated, selected, and implemented a wide range of HR technologies as a buyer. She specializes in helping HR leaders translate workforce data into clear, executive-ready narratives that resonate with CEOs, CFOs, and private-equity stakeholders. In addition to her executive experience, Nicole serves as faculty with the Human Capital Institute, where she teaches courses in strategic workforce planning, talent acquisition, HR business partnering, change management, and leadership development. This work provides deep insight into the […]

#HRTechChat: Do More With Less Is Breaking Managers (and What to Do About It) — with JD Dillon

Posted on February 5, 2026February 5, 2026 by Dylan Teggart and JD Dillon

In this episode of #HRTechChat, Dylan Teggart is joined by JD Dillon—advisor, speaker, and author of The Modern Learning Ecosystem—to unpack the “do more with less” reality shaping work in 2026 and why managers are taking the brunt of it. JD explains how constant change, unclear AI mandates, and shrinking labor budgets are pressing frontline and middle managers from both sides—corporate demands on one side, team needs on the other. Together, they explore why traditional leadership development isn’t meeting the moment, why “engagement” is losing meaning as a guiding metric, and what actually helps organizations adapt when disruption hits. JD makes the case that if you’re going to prioritize one investment in the employee experience, make it managers—by giving them time, clarity, and permission to […]

Quietly Becoming the Differentiator in GTM

Posted on February 2, 2026February 2, 2026 by Kyle James

There is a reason sales reps still exist. There’s also a reason brands continue to rely on founders, executives, employees, and even public figures to carry their message. From celebrities lending credibility to consumer brands, to founders and operators becoming the public face of B2B companies, trust has always been transferred through people. People buy from people they trust. Not workflows. Not sequences. Not platforms. Even as go-to-market becomes more automated, that truth has not changed. If anything, it has become more visible. This tension came up repeatedly in recent conversations, including a GTM Innovators discussion with Joey Lai, where the conversation kept circling back to the same unease: Buyers are seeing more messages than ever, yet trusting fewer of them. The Signal Trust is […]

Are GTM Teams Vibe Coding Before They Commit to Platforms Like Gainsight?

Posted on January 29, 2026January 29, 2026 by Kyle James

In many cases, GTM software underdelivers not because it lacks capability, but because teams commit to it before they are operationally ready to absorb it. That observation has been coming up with increasing frequency in recent conversations with customer success leaders, RevOps teams, and GTM executives. Not as a complaint about specific vendors, and not as a rejection of platforms altogether, but as a quieter shift in when buying decisions are made. Instead of moving directly from problem recognition to platform purchase, some teams are inserting a new step in between: building lightweight, AI-assisted internal tools to pressure-test workflows before committing to a full solution. What’s emerging looks less like “build versus buy” and more like “build to get ready.” Let’s Discuss a Recent Example This signal surfaced during a recent episode of the Prompted […]

When Organizational Change Becomes Organizational Damage

Posted on January 28, 2026January 28, 2026 by Nicholas Biron

Over the past several months, I have been sharing a series of posts and videos focused on what I believe is one of the most troubling issues facing organizations today. It is not change itself. Change is necessary. In fact, years ago I wrote extensively about how organizations fail when they cannot keep pace with technology, competition, and shifting market dynamics. That belief has not changed. What has changed is the type of organizational change I am seeing. In many cases, it is so disruptive that it genuinely raises the question of how some businesses manage to stay operational, let alone profitable. One of the earliest themes I raised in this series was the rapidly shrinking tenure of executive leadership. CEOs, CROs, CMOs, and product […]

AI Onboarding Is Becoming as Important as Employee Onboarding

Posted on January 26, 2026January 26, 2026 by Kyle James

AI is on, but the value is inconsistent. Across GTM teams, AI is everywhere. Copilots draft messages, models prioritize accounts, systems suggest next best actions, and forecasts increasingly rely on machine-driven insight. And yet, a familiar refrain keeps surfacing in conversations with operators and executives alike: sometimes it works, sometimes it doesn’t. This is often framed as an AI maturity problem. In practice, it looks more like an organizational readiness problem. After a year of pilots, labs, and real-world experimentation, the models themselves are no longer the primary constraint. They are improving quickly, shaped by widespread usage and constant iteration. The shift we are now seeing is not about whether AI works. It is about whether organizations are prepared to work with it at scale. […]

The Hidden Cost of Organizational Restructuring: A Caution to Executive Leaders

Posted on January 22, 2026January 22, 2026 by Nicholas Biron

Early in the year, many executive teams confront what feels like an unavoidable reality: organizational restructuring. Budgets reset. Strategies are revisited. New leadership arrives. Pressure mounts to fix what is not working and accelerate progress toward new goals. On the surface, restructuring can feel decisive. It signals action. It creates the impression of transformation. And to be clear, restructuring does have its place. Done thoughtfully, it can unlock efficiencies, clarify accountability, and better align an organization to its market. However, after speaking with hundreds, if not thousands, of businesses across industries, both end users and vendors, I believe there is an uncomfortable truth many executives underestimate. Wide, sweeping organizational restructuring is one of the most disruptive actions a company can take, often with consequences that […]

When Enterprise Social Became the New Press Release Wire

Posted on January 21, 2026January 29, 2026 by Kyle James

Remember when social media felt creative? When brands experimented in public. When posts sounded human. When the goal was to learn what resonated, not just to avoid what might blow up. Maybe that’s just showing my age, or maybe it’s just having experienced a change in the way brands use social media over the last two decades. A bit of nostalgia if you will. Because enterprise social media did not die. It got professionalized. And in the process, it quietly became something else entirely. Enterprise Social Narrowed Instead of Expanding. It Got Safer. Enterprise social today looks less like a growth channel and more like a modern press release wire: approved messages, distributed at scale, optimized for consistency and safety rather than experimentation. This didn’t happen because social teams forgot how to be creative. It happened because the cost of being […]

When 80% Becomes Good Enough: How Categories Collapse Into Features

Posted on January 20, 2026January 30, 2026 by Kyle James

We are seeing more GTM categories compress into platform features, not because point solutions stopped innovating, but because platforms already own two advantages that are hard to overcome: the system of record and distribution. Once a platform owns where data lives and where work happens, it gains the ability to embed capabilities directly into existing workflows, bundle them into existing contracts, and price them at or near zero marginal cost. At that point, even a strong point solution faces a tougher question than feature parity: Is the incremental value worth the incremental cost and complexity? Why This Is Happening Now Several forces are reinforcing each other: Systems of record are consolidating. CRMs and revenue platforms increasingly serve as the canonical source of truth. Distribution has […]

The Hidden Cost of AI in Marketing: When Thinking Gets Outsourced

Posted on January 14, 2026January 14, 2026 by Kyle James

Why critical thinking is becoming marketing’s most valuable skill AI has changed marketing faster than almost any technology before it. In a matter of months, tools like ChatGPT, Copilot, and Claude have made it possible to generate campaigns, content, ads, and messaging variations at a speed that would have been unthinkable just a few years ago. For many teams under pressure to do more with less, that speed feels like a lifeline. But there’s a quieter question emerging beneath the hype: If marketing is getting easier to execute, why does so much of it feel increasingly forgettable? That tension sat at the center of a recent GTM Innovators conversation with Joey Lai, B2B Marketing Director at Mastercard. What followed wasn’t an anti-AI rant, but something […]

GTM Innovators: Why AI Is Making Average Marketing Easier and Great Marketing Rarer

Posted on January 12, 2026January 11, 2026 by Kyle James

AI has made it easier than ever to produce content, launch campaigns, and optimize performance at scale. But has it actually made marketing better? In this episode of GTM Innovators, Kyle James sits down with Joey Lai, B2B Marketing Director at Mastercard, for a candid and deeply thoughtful conversation about what’s being lost as AI tools become embedded in everyday marketing work. Drawing on her experience across fast-growing startups and large enterprise organizations, Joey argues that while AI accelerates output, it often erodes the critical thinking, creativity, and human insight that separate average marketing from great marketing. Together, they explore why optimization has become easier, originality has become rarer, and why the next generation of marketers faces a very real risk of outsourcing their thinking along with their tasks. This conversation goes beyond AI hype to examine: […]

#HRTechChat: The Economics of HR – Speaking the Language of Business with Maria Scarangella

Posted on January 7, 2026January 30, 2026 by Nicole Roberts

In this episode of #HRTechChat, Nicole Roberts is joined by Maria Scarangella to tackle one of the most persistent challenges facing HR today: proving business value in a climate defined by cost pressure, efficiency mandates, and heightened executive scrutiny. Drawing on her 37-year career at GEICO—including leadership of a $2.5B P&L—and her current work building Marstella, Maria explains why HR risks losing its strategic seat when it speaks only in HR metrics instead of business outcomes. Together, they explore how quantifying the true cost of hiring, onboarding, training, and turnover can fundamentally change executive decision-making—from smarter workforce planning to more targeted investments in technology and development. Maria outlines why “a lot” is not a number, how lifecycle cost visibility creates accountability across leaders, and why […]

#HRTechChat: Jeff Smith of 15Five on Building Better Managers in the Age of AI

Posted on December 12, 2025January 5, 2026 by Nicole Roberts

In this episode of #HRTechChat, Nicole Roberts sits down with Jeff Smith, COO of 15Five, to unpack what it really takes to build better managers in an era of AI, constant change, and overflowing HR to-do lists. A psychologist by training with deep R&D and product experience, Jeff brings a rare lens on how organizations can redesign systems, expectations, and technology to truly support people leaders—not just measure them. They dig into the mounting pressure on HR and managers, the shift from “HR owns all people issues” to shared accountability, and why management has to be treated as a daily practice, not a one-time promotion. Jeff explains how tools like 15Five and Kona AI can turn everyday one-on-ones into continuous performance data, simplify review cycles, […]

Analyst Insight: What Makes a Certified Great Place To Work Company

Posted on December 11, 2025December 11, 2025 by Dylan Teggart

Many careers pages today seem to carry a badge: “Great Place To Work Certified.” But to the job market, what does it typically signal, and where does it fall short? As an analyst engaging with HR leaders, employees, and HR tech vendors, it seems like Great Place To Work certification is seen less as the sole indicator of a “good company” and more as part of a body of evidence that includes retention statistics, internal mobility metrics, cultural trends, and employee feedback initiatives. Taking a Closer Look Great Place To Work (GPTW) is a workplace culture consultancy that has spent over 30 years researching employee experience and positioning itself as a global authority on workplace culture. GPTW says more than 10,000 companies across 60 countries […]

Video: Human in the Loop or Just a Checkbox? Rethinking AI in HR and Support

Posted on December 10, 2025December 10, 2025 by Nicholas Biron

In today’s video, Nicholas Biron break down a growing problem in both customer service and employee experience: AI is being used as a barrier, not an enabler. Vendors love to talk about “human in the loop,” but in reality, that human is usually sitting behind the scenes, not where customers and employees actually interact. The result? Frustration, loss of empathy, and an experience that feels increasingly robotic. He shares real example; from trying to reach a live agent at major providers, to a recent doctor’s visit where AI-driven prompts replaced real human connection, to how AI is affecting performance management. But it’s not all doom and gloom. AI can dramatically improve experience when used correctly. Payroll support is a great example, where AI agents can […]

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