It didn’t happen gradually. It happened all at once. Five years ago, we were adjusting to remote work, digital transformation, and a fractured political climate. Today, we’re recalibrating again—this time to something deeper, faster, and more existential: AI.
In Winsome’s work with professional services CMOs, one pattern is clear. The firms that treat AI as a strategic lever—not a shiny toy—are already seeing material gains in productivity, precision, and pipeline efficiency. But many others are still unsure where to begin.
Let’s talk about how we got here—and what to do next.
In our ongoing conversations with high-growth firms, we’ve seen a clear shift in what keeps CMOs up at night. In 2023, market unpredictability led the list of business challenges. Today, it’s AI—and by a wide margin.
According to the 2025 High Growth Study by Hinge, over 50% of professional services firms now cite AI and automation as their top challenge—eclipsing every other concern by more than 35%.
That’s not hype. It’s the new operating reality.
What changed? In a word: velocity. Since the release of ChatGPT in late 2022, professional services firms have faced a deluge of AI-driven disruption across marketing, operations, recruitment, and service delivery. But while the tech evolved fast, human systems didn’t. And many CMOs are now in catch-up mode.
Many firms are still approaching AI with the same mindset they used for digital transformation: slow, siloed, and reactive. That’s a mistake.
AI isn’t just a tool; it’s a new logic layer for your firm.
Here’s what CMOs should be doing right now:
Before adding new platforms, CMOs should audit what already exists. Most enterprise tools now come with embedded AI—often underutilized.
CRMs: AI-powered lead scoring, segmentation, and personalized workflows
Marketing Automation: Predictive content scheduling, behavior-based triggers
Project Management: AI-enabled resource allocation and time tracking
If you’re paying for this functionality and not using it, that’s a margin loss hiding in plain sight.
Your firm’s data is likely richer than you think. AI tools can analyze open-text survey responses, call transcripts, email engagement, and behavioral patterns to identify:
Silent churn risks
Upsell/cross-sell signals
Hidden segments and intent data
Start with existing datasets and apply tools like Claude, Perplexity, or a secure instance of ChatGPT Enterprise to extract meaning and patterns. Then translate those findings into real-time GTM adjustments.
CMOs don’t need to turn marketers into prompt engineers. But you do need a training layer that makes tactical AI use second nature:
Brainstorming content ideas with Gemini or Claude
Drafting campaign outlines using AI co-writers
Segmenting personas with predictive AI tools inside CRMs like HubSpot or Salesforce
At Winsome, we’ve helped multiple firms set up AI onboarding sprints—two-week internal accelerators where teams test, adapt, and build comfort with the tools they already have.
CMOs must draw a hard line between AI for efficiency and AI for originality.
Use AI to save time. But never to replace voice, thought leadership, or high-trust content. Codify this in your internal content playbook—just like we do at Winsome. Our policy? AI may inform research and help summarize data, but it never authors strategic narratives.
Why? Because trust still lives in human language. And nothing erodes thought leadership faster than copy that sounds machine-made.
AI isn’t the future—it’s now the substrate of modern firm growth. Ignore it, and you risk falling behind not just in productivity, but in relevance.
The CMOs who will win in the next five years are those who:
Integrate AI into marketing workflows—not just as tools, but as accelerators
Upskill their teams fast to create AI-literate marketers
Redraw their KPIs to include automation gains, quality-of-insight scores, and time-to-campaign metrics
This isn’t about surviving disruption. It’s about building a new kind of firm.
Winsome Marketing specializes in helping professional services firms integrate AI thoughtfully—without compromising brand voice or strategic intent. From CRM optimization to content workflow design, we help you turn complexity into clarity.
Let’s talk. Schedule a free strategy consult today.