Most product leaders don't lack ambition. They lack a thinking partner who is currently navigating the same challenges they are. I coach B2B SaaS product leaders as an active operator, not a retired one. Sitting SVP of Product. Right now.
Currently in the seat
Most coaches advise from past roles. I'm actively navigating the same AI transformation, pricing decisions, and org design challenges as my clients, at scale, right now.
Pure B2B SaaS depth
My entire career is B2B SaaS, from PLG startups to enterprise scale. Not consumer tech. Not theory. The exact context your challenges live in.
Pricing as a core specialty
I built pricing strategy at SendGrid from zero, drove $20M+ in revenue impact, and am currently leading a pricing and packaging revamp at Siteimprove. This is lived expertise, not a framework.
"Most first-time product leaders are promoted for execution and then expected to operate strategically. Nobody teaches them how."
The gap between strong PM and great product leader isn't skill. It's perspective, pattern recognition, and having someone honest in your corner who's navigated the same challenges at scale.
Moving from shipping features to shaping business outcomes.
Operating credibly at the CEO, board, and ELT level.
Turning product decisions into revenue architecture.
Moving from AI hype to real agentic product strategy.
You're technically sharp and deeply motivated. What you need is a thinking partner who's operated at the level you're building toward.
Great product coaching isn't one thing. Depending on where you are, you may need help with discovery (finding the right problems before committing to solutions), leadership (operating credibly at the executive level), or transformation (shifting from feature factory to product-driven). Most of my clients are navigating B2B SaaS challenges specifically: enterprise roadmap pressure, pricing inflection points, AI strategy that has to work in production, and the organizational changes that make all of it possible.
Defining a compelling North Star, building a narrative that lands with investors and leadership, and translating vision into a roadmap that drives real outcomes, not just features.
Pricing is the most underleveraged lever in product. We work through monetization architecture, tier design, and how to frame pricing changes internally and externally.
Moving beyond "add AI" to building agentic workflows, embedding intelligence into your product, and developing an AI strategy that creates real competitive moats.
Team structure, PM career ladders, operating models, and how to build a product organization that can scale from scrappy to strategic without losing speed.
Breaking down the product ↔ sales ↔ marketing divide. Building shared language around positioning, ICP, and how product decisions drive expansion revenue.
Operating at the ELT level, communicating with boards, managing CEO expectations, and developing the executive presence that earns trust across the organization.
Moving from feature-delivery to empowered product discovery: customer interviews, opportunity sizing, validated learning, and building the habits that consistently find the right problems before committing to solutions.
Shifting a product org from feature factory to product-driven by changing the incentives, rituals, and culture that keep teams shipping the wrong things fast. This is the hardest coaching, and the highest leverage.
I'm currently SVP of Product at Siteimprove, on the Executive Leadership Team, where I launched a new product strategy and shipped the company's first AI agents. Before that, I was VP of Product and Interim CPO at Contentful for three years, and VP of Product at Red Canary where I built their first product function from scratch.
Earlier, I led product at Twilio after the SendGrid acquisition, and spent three years at SendGrid through their IPO in 2017 and Twilio's $3B acquisition. I've built products at every stage of growth, and I've lived the VP to CPO transition more than once.
I keep my client list small on purpose. Every engagement gets real attention, not a recycled playbook.
🎤 Frequent speaker at corporate product management events, covering customer-first discovery, zero-to-one strategy, de-risking innovation, and AI-first product transformation.
"Kalvin has a rare ability to cut through the noise. In our first session, he reframed a problem I'd been stuck on for months. His combination of strategic clarity and operational experience is exactly what I needed stepping into my first VP role."
"As a founder, I needed someone who could think about pricing as a product problem, not just a finance exercise. Kalvin helped us completely restructure our packaging strategy. The impact was immediate."
"What sets Kalvin apart is that he's doing the work right now. He's not giving advice from 10 years ago. He's navigating the same AI transformation questions I am, just at a larger scale. That context is invaluable."
I work with a small number of clients at a time. Start with a 30-minute intro call. No pitch, just a real conversation about where you are and where you want to go.
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