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 […]
Enterprise Technology
SaaS Isn’t Dead. It’s Growing Up.
I was super early at HubSpot, a first one hundred employee. I watched the company go public. I used some of the gains from that IPO to put a down payment on my house. It was one of those rare moments where a long bet actually paid off in a tangible way. A year ago, HubSpot was trading above $800 a share. Today it sits in the low $200s. That is a decline of more than 70 percent in roughly twelve months. And it is not alone. Across B2B SaaS, billions in market cap have evaporated. Multiples have compressed. Growth stocks have been punished. The easiest narrative is that SaaS is dead and AI finished the job. I do not think that is what is happening. What we are seeing feels much more like SaaS growing up. The Easy Era […]
Research Agenda: Workforce Strategy, HR Enablement & HR Technology in an AI-Augmented World
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 […]
Are GTM Teams Vibe Coding Before They Commit to Platforms Like Gainsight?
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 […]
Video: Human in the Loop or Just a Checkbox? Rethinking AI in HR and Support
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 […]
Video: Executive Turnover Is Disrupting Business – Here’s How to Keep Momentum
In this video Nicholas Biron explores the rising challenge of short executive tenures, now averaging around 18 months, and how this trend disrupts organizational strategy, marketing plans, and product execution. Drawing on research and firsthand observations, Nicholas emphasizes the importance of leadership retention and institutional knowledge for business success. He cautions that frequent executive changes can stall momentum, create strategic uncertainty, and ultimately hinder organizational growth.
Research Agenda: 2026 Go-to-Market B2B
Introduction Building on the insights and conversations from the 2025 GTM Research Agenda, this year’s focus deepens our understanding of how efficiency, authenticity, and AI collaboration are shaping modern go-to-market strategies. Through discussions with industry leaders and operators, we’ve identified emerging intersections between human creativity, data-driven precision, and automation. The 2026 agenda continues this exploration, emphasizing community-driven learning and practical application across the GTM ecosystem. These topics remain working hypotheses but have matured through initial discovery and community conversations. They are shared here to invite continued exploration and deeper dialogue with practitioners, vendors, and operators. Rather than presenting final positions, our intent is to surface the most relevant and timely GTM questions for 2026. We will continue to solicit input, opinions, and insights from practitioners […]
Zero Trust in the Age of AI: Why Enterprise Security Principles Are Becoming the Blueprint for Digital Trust
As enterprises wrestle with how to adopt AI responsibly, they’re rediscovering the same lesson cybersecurity mastered years ago: trust must be earned, verified, and continuously monitored. The Trust Recession in Technology I recently had the opportunity to sit down with John Armstrong, Senior Product Marketing Manager for Application & Network Security at Ivanti. Our conversation started with Ivanti’s approach to cybersecurity and the growing importance of Zero Trust. But as these conversations often do, it quickly expanded. We found ourselves talking not only about the challenges of securing networks but also about the growing challenge of trusting artificial intelligence. That connection between cybersecurity and AI is not accidental. Both domains are struggling with the same fundamental problem: trust. Cybersecurity spent decades building systems to verify […]
Analyst Insight: AI Goes Nuclear
AI – and with it, HR tech – are going for the nuclear option. No, I don’t mean the whole industry is about to go belly up (or at least I hope not), but in the literal sense of the word. Late last year, major AI and technology companies announced their bold plans to invest in nuclear technology to meet the growing energy demands of their industry. There has already been an avalanche of negative press about the energy demands of AI, or even the energy demands of a single query on an AI platform. The infrastructure that powers AI, such as servers and data centers, is placing a significant strain on the energy grids of many states, leading to increased market-rate controlled energy prices […]
Council Guest Post: The Workplace AI Trap – When “Productivity Tools” Actually Make Work Harder
Remember those mysterious farm implements from the Shelburne Museum I wrote about last week AI Is Not Always the Answer? Tools that clearly served important purposes in their time, but whose actual utility has been lost? That same disconnect between sophistication and usefulness is playing across the country as companies rush to deploy workplace AI. “We need to leverage AI to boost productivity,” executives announce, like archaeologists picking up an ancient tool and declaring it must be valuable because it looks complex. They’re so focused on having cutting-edge technology that they forget the most fundamental question every organization should ask: “Will this actually help our people do their jobs better?” With workplace AI spending projected to reach $79 billion by 2025, companies feel pressure to […]
Analyst Insight: HR Techonomics & The Napster Effect
Agentic AI is becoming table stakes, but the pricing model is broken for HR tech vendors. Given that platforms like ChatGPT are free for most HR tech users—or built into the existing fee structures for HR tech platforms—I fear that tying it to a zero-cost model may inadvertently propel HR tech AI into a fate similar to that of recorded music after Napster and the rise of music streaming. Napster proved to the world that music can be free, and the music industry never recovered from it. Record stores closed, artists suffered, and the music market was flooded with even more music, all of which was still available for free. Even decades later, when services like Apple Music and Spotify began to pop up, charging […]
Council Guest Post: AI Is Not Always the Answer
That’s Cool! What is it? (The AI Feature Trap That Can Kill Early-Stage Companies) One of my favorite places to go is the Shelburne Museum in Vermont. Walk into one of the buildings on the expansive grounds and you’ll find yourself staring at a collection of mysterious farm implements. Interesting, well-crafted tools that clearly served important purposes—but nobody alive remembers what those purposes were. Curators can guess based on the materials and construction, but the actual utility? Lost to time. While there’s a pretty long leap from the bucolic scenery of rural Vermont to artificial intelligence, the notion of unclear use is exactly how many early-stage companies are approaching AI features today. “We need AI in our product to stay competitive,” they announce, like archaeologists […]
Council Guest Post: HR Transformation – Aligning HR Initiatives with the Organization’s Culture and Values
A Roadmap to a Harmonious and Productive Transformation Introduction In today’s dynamic and competitive business landscape, organizations are increasingly recognizing the pivotal role of Human Resources (HR) in driving transformation and achieving strategic goals. A critical aspect of successful HR Transformation is aligning HR initiatives with the organization’s culture and values. This alignment ensures that HR policies and practices not only support business objectives but also resonate with employees, fostering a cohesive and engaged workforce. Understanding Organizational Culture Organizational culture is the set of shared beliefs, values, norms, and practices that shape the behavior and interactions of employees within an organization. It is the social glue that binds the organization together and influences how employees perceive their roles, responsibilities, and the link of their role […]
Council Guest Post: HR Transformation – Leadership Buy-In and Effective Change Management
Understanding the Cornerstones of Successful HR Transformation Transformation in any organization necessitates a fundamental shift in mindset, processes, and strategies. In the realm of HR transformation, securing leadership buy-in and effectively managing change are pivotal to ensuring the success of any initiative. This article delves into the intricacies of garnering leadership support and the principles of change management that are essential for HR transformation. The Importance of Leadership Buy-In Securing leadership buy-in is critical during HR transformation since leaders set the tone and direction for the rest of the organization. Without their support, even the most meticulously planned initiatives can falter. Leadership buy-in is not merely about obtaining approval; it is about engaging leaders as active advocates and participants in the transformation process. Why Leadership […]
Anatomy of a Decision: Rebrand, Rebuild, Realign – An Enterprise Software Provider’s Journey to a Modern GTM Stack
Rebrand, Rebuild, Realign: An Enterprise Software Provider’s Journey to a Modern GTM StackAn Anatomy of a Decision from 3Sixty Insights What happens when IT and business reimagine growth—together? In this exclusive Anatomy of a Decision, discover how a $2B enterprise software provider undertook a sweeping transformation of its go-to-market (GTM) operations to fuel an ambitious growth strategy. From rebranding to restructuring, the company aligned IT, Sales, and Marketing to build a modern, integrated, and insight-driven GTM stack—with powerful results. Learn how executive alignment, a best-of-breed tech strategy, and a focus on usability helped the company: Replace outdated systems with tools like Outreach, Demandbase, and Gong Drive cross-functional collaboration and seller adoption Retire redundant platforms and reduce MarTech overhead Operationalize insights to scale revenue generation Download […]
The New Digital Enterprise: How AI, Automation, and Consolidation Are Reshaping the Future of Work
In today’s hypercompetitive landscape, organizations across industries are under pressure to move faster, work smarter, and do more with less. The digital enterprise of 2025 is no longer just about adopting the latest technology; it’s about orchestrating that technology to drive measurable outcomes, securely and at scale. In my latest Solution Spotlight series, 3Sixty Insights explored three companies: Appian, Gainsight, and OroCommerce, each redefining what it means to build enterprise-grade digital solutions. While they serve different parts of the business, a common thread connects them: the convergence of AI, automation, and platform consolidation as strategic imperatives for the modern enterprise. Appian: Reliable, Secure, and Scalable AI Starts with the Data Fabric For Appian, the key to successful AI isn’t just the algorithm, it’s the foundation. […]
Research Preview: How Are AI and Automation Transforming Product, Marketing, Sales, and Customer Success Teams?
Framing the Hypothesis In 2025, we believe we’re no longer just experimenting with AI—we’re evolving alongside it. The central hypothesis of our research holds strong: AI and automation are enhancing team efficiency, reducing time to market, and driving revenue growth by enabling team members to focus on higher-value strategic tasks. But what we’re discovering is even more nuanced and impactful. Through our ongoing conversations, podcasts, market alerts, and deep dives like Anatomy of a Decision, we’ve uncovered a layered story of transformation across every corner of go-to-market (GTM) teams. This isn’t just about tools—it’s about cultural shift, leadership alignment, and a redefinition of team dynamics. What We’ve Learned So Far 1. AI as a Strategic Co-Pilot, Not Just an Automation Tool Across GTM teams, AI […]
#HRTechChat: Heidi Barnett on ApplicantPro’s Evolution and Integration with isolved
As workforce expectations evolve and hiring challenges mount, the need for seamless, scalable recruitment strategies has never been more critical—especially in industries where speed and simplicity make or break business outcomes. In this episode of #HRTechChat, 3Sixty Insights’ Dylan Teggart sits down with Heidi Barnett, former CEO of ApplicantPro and now President of isolved Talent Acquisition to discuss the recent merger between the two companies—and what it means for the future of talent acquisition. Heidi brings her marketing-first mindset to HR, unpacking how ApplicantPro’s streamlined, high-conversion applicant tracking capabilities are now being scaled through isolved’s expansive HCM platform. Together, they explore the rising pressures on HR teams in SMB and mid-market companies, the realities of modern recruitment in high-turnover sectors like restaurants and healthcare, and the […]
Remote Work Is Not a Fad—It’s a Strategic Advantage
I recently came across the work of Stanford professor of economics Nick Bloom, who has spent years leading research into one of the most hotly debated topics in workforce management these days: remote work, hybrid work, and working from home (WFH). His platform, wfhresearch.com, offers a data-driven look at how flexible work shapes productivity, retention, and long-term business resilience. The verdict? Hybrid work is here to stay, and for good reason. Bloom’s research underscores the enduring nature of remote and hybrid work models, highlighting their potential benefits for both employees and organizations. In fact, over 80% of Fortune 500 companies already operate on a hybrid model for managerial and professional roles. Here’s why the model works: Productivity remains strong: Employees working from home two days […]
Guest Podcast: 3Sixty Insights’ Dylan Teggart on How to Evaluate AI
Mark’s guest is 3Sixty Insights’ Dylan Teggart. As you’d expect, as an analyst Dylan tracks a lot of vendors and talks to a lot of customers about their use of AI and technology, specifically in HR. They are going to talk about how non-technology people can approach AI, educate themselves about it, and guide it through the purchasing process. And more, on this edition of PeopleTech. Listen to the full podcast here: 3Sixty Insights’ Dylan Teggart on How to Evaluate AI
