Join us tomorrow!
We’re diving into Chapter 9, Coaching & Enablement: AI-Driven Skills Development from Ignite Your GTM with AI.
This session brings features Christina Brady (CEO at Luster) and Amanda Whiteside (Managing Director, Global Merchant Experience, Enablement & Growth at Uber) for a conversation on how AI is transforming enablement, from static training libraries to dynamic, skill-building systems.
⏰ 2:30PM – 3:00PM EST | Thursday, November 13, 2025
🎥 Reserve your spot: https://lnkd.in/gbmwEMpn
As it's stated in our book, "traditional sales enablement is dead."
It’s become a "massive filing cabinet of stuff" that overwhelms reps.
This has created a "diagnostic crisis" where reps don't know their own gaps, and managers often haven't been trained to coach them.
We're stuck measuring "training completion" instead of "true readiness."
Chapter 9 provides the Intelligence Architecture to fix it.
We move from Reactive Enablement (Mistake -> Postmortem -> Retrain) to Predictive Enablement (Signal -> Intervention -> Avoided mistake).
This is about building systems where AI provides objective diagnostics before a rep makes a revenue-impacting mistake, surfacing "just-in-time" learning and skill gaps.
A big thanks to our chapter contributors Toby Carrington (CBO at Seismic), Sheevaun Thatcher, CPC (VP of Enablement at Demandbase), Christina Brady (CEO at Luster), Amanda Whiteside (Managing Director - Global Merchant Experience, Enablement & Growth at Uber).
“Ignite Your GTM with AI” is NOW OUT.
📖 Order the book: https://lnkd.in/g7mAz-4B#IgniteYourGTM#AI#GTM#BookLaunch#Momentum#DataAnalytics#RevOps#IntelligenceArchitecture#SystemsThinking
Every GTM leader feels it.
That quiet panic when another company announces their “AI transformation.”
The pressure to do something, anything, just to keep up.
But here’s the truth: more tools won’t save you.
What will is understanding how to make humans and AI work together to actually move the business forward.
That’s what Ignite Your GTM with AI is about.
It’s not a book of theory, it’s a field manual written with 30 of the sharpest builders in tech, showing how to redesign your revenue engine for the AI era.
It’s out now, in print and eBook, ready to order on Amazon.
Frameworks and field notes from 30 of the sharpest builders in tech — the people redefining how revenue teams run at Winning by Design, ZoomInfo, monday.com, Demandbase, Stage 2 Capital, Seismic, 1Password, and more.
What You’ll Execute
-The 90-Day Foundation Sprint
--Pain-Qualified Segments + Permissionless Value Propositions
---Build vs Buy Decision Matrix
----AI-Driven Coaching Systems.
-----The Triangulation Forecast
------The Intelligence Architecture Stack
And because we believe learning happens in motion, we’re bringing it to life through The Book Tour Webinar Series, a live, multi-session experience where the contributors behind each chapter break down their real frameworks, decision models, and AI applications, showing how every part of the GTM funnel connects in practice.
Get the book: https://lnkd.in/dxZkVTWK
Save your spot for the Book Tour Webinar
Sessions: https://lnkd.in/dQca7hK6
We have seen this story before just with a different title.
An organisation announces its big AI transformation. Demos wow the audience. Leaders get excited. Tools are purchased. Dashboards light up showing adoption rates. Pilot teams deliver “spectacular” results.
And then… production reality hits.
The demos don’t integrate with existing systems.
The tools solve the wrong problems.
The pilots can’t scale.
And those shiny metrics 87% adoption don’t translate to real business outcomes.
Sounds familiar? It should.
We went through the same cycle during Agile transformations.
Teams were doing all the right ceremonies sprint reviews, retros, standups — yet delivery didn’t improve. Organisations celebrated velocity instead of customer outcomes. We optimised for what is visible, not what is valuable.
The same risk exists today with AI.
If we treat AI like another transformation to “look innovative,” we will repeat history.
What I have learned through years of working with Agile transformation is that success comes from staying grounded:
1. Start with a real problem worth solving.
2. Run small, testable experiments.
3. Measure outcomes, not activity.
4. Integrate early with real systems.
5. Define quality in business terms safety, reliability, value.
That’s why I created the AI Experimentation Lab a structured, hands-on way for teams to explore AI safely, learn fast, and turn experiments into measurable impact. If you wants to move from performing AI to practicing AI, let’s connect.
#AITransformation#AgileLeadership#AIAdoption#EngineeringExcellence#DigitalTransformation#AIinEngineering#ContinuousImprovement#TechLeadership#FutureOfWork#ExperimentationCulture
Every GTM leader feels it.
That quiet panic when another company announces their “AI transformation.”
The pressure to do something, anything, just to keep up.
But here’s the truth: more tools won’t save you.
What will is understanding how to make humans and AI work together to actually move the business forward.
That’s what Ignite Your GTM with AI is about.
It’s not a book of theory, it’s a field manual written with 30 of the sharpest builders in tech, showing how to redesign your revenue engine for the AI era.
It’s out now, in print and eBook, ready to order on Amazon.
Frameworks and field notes from 30 of the sharpest builders in tech — the people redefining how revenue teams run at Winning by Design, ZoomInfo, monday.com, Demandbase, Stage 2 Capital, Seismic, 1Password, and more.
What You’ll Execute
-The 90-Day Foundation Sprint
--Pain-Qualified Segments + Permissionless Value Propositions
---Build vs Buy Decision Matrix
----AI-Driven Coaching Systems.
-----The Triangulation Forecast
------The Intelligence Architecture Stack
And because we believe learning happens in motion, we’re bringing it to life through The Book Tour Webinar Series, a live, multi-session experience where the contributors behind each chapter break down their real frameworks, decision models, and AI applications, showing how every part of the GTM funnel connects in practice.
Get the book: https://lnkd.in/eEBg3jqw
Save your spot for the Book Tour Webinar Sessions: https://lnkd.in/eaknT_KJ
Wrapping up my 4-part Product School webinar series on AI agent products
this Wednesday.
The final episode covers the topics attendees have been asking about most:
Scaling and Monetization strategies.
The challenge: traditional SaaS approaches are hard to apply to AI agents
when value delivery and costs can vary 100x across different use cases.
Wednesday's session covers:
→ Scaling strategies from prototype to production
→ Managing variable costs and unpredictable resource consumption
→ Emerging pricing and business models for AI products
→ Building trust and adoption at scale
→ Organizational readiness for AI agent deployments
Drawing on real experience building products serving hundreds of thousands
of users - the practical challenges teams face moving from demo to production.
Final episode: Wednesday, 11:00 AM PT
Last chance to join live and ask questions.
#AIAgents#ProductManagement#ProductSchool#Scaling#Monetization
PS: If you've been following the series, what's been your biggest takeaway
so far?
🧠 What’s the one ingredient missing from most “AI readiness” conversations?
It’s not better models.
Not cleaner data.
Not infrastructure upgrades.
It’s context.
In coaching conversations, I keep hearing the same pattern: Teams experiment with AI, get disappointing results, and quietly conclude "AI doesn’t work for us."
But when you look closer, you see why:
– Asking AI to draft a strategy doc with no company background
– Expecting it to analyze engagement without business context
– Wanting prioritization help without goals or constraints
It’s like handing critical work to a new colleague who knows nothing about your business yet—and then being surprised when the results are off.
🧩 The real challenge is context design: Helping your systems make good decisions by deliberately surfacing what humans usually take for granted.
🎧 In the latest All Things Product episode, Teresa Torres and I dig into this idea: Why context—not just data—will define AI-ready product teams
We talk about:
✅ Creating decision logs and success metrics your AI tools can actually use
✅ The shift from “prompt writing” to real context engineering
✅ Why context design mirrors how we already lead empowered teams
I've also shared some tactical ideas in my latest newsletter: how to design context for your org, and where to start.
👇 Links in the comments.
And I’d love to hear: Is your team already thinking about AI context? Or just getting started?
#ProductLeadership#AIContext#ProductManagement#ArtificialIntelligence#AllThingsProduct
🚨 "We used to think building was the bottleneck. But now its thinking what's worth building"
This powerful line from Nancy captured the essence of today's GenAI Frontier panel.
In a world where building agents is easy, but shipping them to production is hard, we brought together three extraordinary minds who are reshaping how we think about product management in the era of Agentic AI:
🧠 Vikash Rungta → Shared a candid look into aligning models with human values and why the future of PM is about managing risk budgets, not just outcomes.
🎬 Dave Siegfried → Challenged us to rethink trust as a competitive moat and showed how his team built a company around authenticity, consent, and speed.
🌀 Nancy Chu → Offered a human lens on AI product leadership: building taste, psychological safety, and adaptability into teams navigating constant change.
🔥 5 Takeaways That Hit Hard:
1️⃣ Internal agents and AI tools are a goldmine - 70–80% of AI value can be unlocked inside your company. Start by experimenting, dogfooding, and learning before you launch externally.
2️⃣ Guardrails are the new MVP - Don’t just build—bound what your agents can do, and define the risks you are willing to take.
3️⃣ Deep personalization is the moat - Defensibility today comes from: memory, domain knowledge, system integration, and workflow learning not just prompts.
4️⃣ Taste is a product skill - Play. Try. Touch. Experiment. Taste isn’t learned from watching demos it’s developed hands-on.
5️⃣ Build for the slope, not the flat - Everything is changing. Your teams need slack to adapt and psychological safety to explore and evolve.
Thank you to our amazing speakers Vikash, Nancy and Dave for your energy and insights. Grateful for my co-host Swapna, our MSD PM community, and to our sponsors Sean, Matt, Jason for helping make these sessions happen. 🙌
💬 DM me if you are exploring agentic AI, redefining PM in your domain, or just navigating this transformation firsthand. Let’s make this a recurring knowledge exchange because better thinking builds better products.
#AgenticAI#ProductManagement#AIProductDesign#MicrosoftLife#GenAI#TechLeadership#AIFirstPM#Innovation
I had such a good time with the Microsoft team and fellow speakers Vikash Rungta and Dave Siegfried, thank you Garima Tiwari and Swapna M. for the thoughtful invite.
We used to think building was the bottleneck. Now it’s thinking that is.
The old way made sense for its time. Ship fast, iterate faster. Get something live, measure, and move on.
The bottleneck was output, so we optimized for speed.
But AI has changed the equation.
Now, building isn’t the bottleneck anymore.
It’s deciding what’s worth building, and how we know when it’s good WHILE the world is changing all the time:
- Models are changing.
- User expectations are changing.
- Investor expectations are changing.
The old playbook when we used to build on flat surfaces can’t keep up with this new changing slope (or maybe quicksand?)
We no longer want to ship fast that will only lead to rework fast.
Motion is not progress and certainly is not depth.
The new way starts earlier and goes deeper.
It’s not adding AI, but upgrading the organization’s thinking loops.
We don't know how the world will look, but we certainly know it will change weekly, that's why our thinking needs to include more room to allow for more changes.
It's like when Joey from Friends put on his loose pants because he knows he will be eating a lot for Thanksgiving 🦃 🤣
Similarly, the the organization needs the equivalent of Joey's loose pants knowing that changes need to be made and more changes will be coming.
Leaders will then create the appropriate structures and conditions for teams to developing better taste as a product skill, through more exposure, more play, more hands-on trials.
AI doesn’t only accelerate work, it can also amplify the quality of your thinking.
And when thinking becomes your bottleneck, self-leadership and org-leadership become the craft.
Amit S. and I are planning to host a free session to keep the conversation going on how enterprises and orgs can evolve from AI-adoption to AI-First Thinking, because your next-level goal isn’t just on building faster, but to be the leader in your space who thinks clearly while everything around them accelerates.
If that sounds like a conversation your org needs, stay tuned, we’ll be opening invites soon.
Product Leader @Microsoft | Focusing on Agentic AI | Speaker| Product Management Coach
🚨 "We used to think building was the bottleneck. But now its thinking what's worth building"
This powerful line from Nancy captured the essence of today's GenAI Frontier panel.
In a world where building agents is easy, but shipping them to production is hard, we brought together three extraordinary minds who are reshaping how we think about product management in the era of Agentic AI:
🧠 Vikash Rungta → Shared a candid look into aligning models with human values and why the future of PM is about managing risk budgets, not just outcomes.
🎬 Dave Siegfried → Challenged us to rethink trust as a competitive moat and showed how his team built a company around authenticity, consent, and speed.
🌀 Nancy Chu → Offered a human lens on AI product leadership: building taste, psychological safety, and adaptability into teams navigating constant change.
🔥 5 Takeaways That Hit Hard:
1️⃣ Internal agents and AI tools are a goldmine - 70–80% of AI value can be unlocked inside your company. Start by experimenting, dogfooding, and learning before you launch externally.
2️⃣ Guardrails are the new MVP - Don’t just build—bound what your agents can do, and define the risks you are willing to take.
3️⃣ Deep personalization is the moat - Defensibility today comes from: memory, domain knowledge, system integration, and workflow learning not just prompts.
4️⃣ Taste is a product skill - Play. Try. Touch. Experiment. Taste isn’t learned from watching demos it’s developed hands-on.
5️⃣ Build for the slope, not the flat - Everything is changing. Your teams need slack to adapt and psychological safety to explore and evolve.
Thank you to our amazing speakers Vikash, Nancy and Dave for your energy and insights. Grateful for my co-host Swapna, our MSD PM community, and to our sponsors Sean, Matt, Jason for helping make these sessions happen. 🙌
💬 DM me if you are exploring agentic AI, redefining PM in your domain, or just navigating this transformation firsthand. Let’s make this a recurring knowledge exchange because better thinking builds better products.
#AgenticAI#ProductManagement#AIProductDesign#MicrosoftLife#GenAI#TechLeadership#AIFirstPM#Innovation
AI raised the volume.
Your personal brand is the signal.
Use this simple playbook to be remembered and turn views into opportunities:
Position your niche
- Who you help (role or industry)
- The costly problem you solve
- The proof you can show (wins, artifacts, process)
Publish with purpose
- Teach one specific skill or insight
- Show your work (screenshots, before/after, short stories)
- End with one clear question to spark replies
Turn scrolls into opportunities
- Add a next step
- Capture interest with a simple doc or form
- Follow up within 24 hours with value, not a pitch
How this looks in practice
- A PM chooses “onboarding that activates users in 7 days” for SaaS.
- Weekly: breaks down one product’s onboarding, shares a checklist, and asks “What would you change on step 2?”
- Engages in 5 relevant threads daily with useful micro-takes.
- Outcome: recognition in that niche and warm inbound from teams facing that exact problem.
Swipe the carousel for the full playbook and templates.
#PersonalBranding#LinkedInTips#LinkedInStrategy#CareerGrowth#ThoughtLeadership#AI
For SaaS Leaders: Which bucket does your organisation fall into?
As we explore AI across our revenue cycle, we're finding a few key insights:
FOMO-driven exploration: Trying multiple AI tools without yet seeing clear ROI—still in the assessment phase.
Cautious progression: Holding back from full-scale deployment until proven AI results emerge.
Strategic experimentation: Clearly defining the what, why, and expected outcomes as we pilot automated workflows throughout the GTM cycle.
What if you could validate a business idea in 60 minutes?
Or build a complete go-to-market strategy in an afternoon?
Or create investor-ready financial models without a finance degree?
That's what I'm building with Claude Code skills.
Claude Code just launched their skills marketplace--a way to package AI workflows into reusable, shareable tools. At Maigent, I am building something I wish existed when I started my first company.
A comprehensive business strategy toolkit that guides you through proven frameworks:
→ Business Model Canvas
→ Jobs-to-be-Done analysis
→ TAM/SAM/SOM market sizing
→ OKR roadmapping
→ Financial modeling
→ And 20+ more methodologies
Not vague AI advice. Structured, step-by-step strategy work that produces professional outputs. A virtual team of business strategists and analysts at your beck-and-call.
2 weeks or less until launch. Foundation tools will be FREE for as long as sustainable.
This is the beginning of AI-powered business building. And it's going to be wild.
Follow for updates.
#ClaudeCode#AI#StartupTools#BusinessStrategy#StratArts
A powerhouse lineup for this one!