Product leadership coaching

Product leadership coaching

You’re navigating a major transition in your role, a rough stretch, or a big change.

You know what good looks like, but you can’t consistently get there in your current environment.

Or maybe it’s simpler than that: the role is isolating, the thinking is lonely, and you need a peer with real product chops who has no stake in your org’s politics. Either way, you’re ready for an outside perspective that helps you lead through it.

Watercolor line-art illustration of Jenny Wanger in a coaching conversation with a product leader

What coaching does

This isn’t advice on demand. It’s structured, ongoing work that changes how you lead: how you read situations, how you communicate, and how the teams around you operate as a result.

We work through your real problems (the ones on your plate this week) and use them to surface the patterns underneath. The recurring dynamics you fall into. The blind spots that keep showing up. The signals in your organization that are driving behavior you don’t want.

Over time, you develop heuristics and mental models that let you navigate these situations on your own. The goal isn’t to give you answers. It’s to build the capacity to figure it out.

How it works

We start with your goals. Every engagement begins by establishing what you actually want to get better at. We revisit those goals quarterly so they stay relevant as your situation evolves.

Sessions are weekly and problem-driven. You bring what you’re navigating right now. We work through it together, then pull back to identify what’s really going on: the system-level dynamics producing the problem, not just the surface symptoms.

The work compounds. Each session builds on the last. Patterns you couldn’t see in month one become obvious by month three. The frameworks we develop together are yours, grounded in your context, not generic leadership advice.

How coaching works: a compounding loop from real problems to surfacing patterns to building capacity

A systems thinker to the core, Jenny has this great knack for asking deep thoughtful questions and get to the heart of the matter in no time! She has helped me make better data driven decisions and contribute to the Product Strategy. Highly enthusiastic and always willing to help, I certainly recommend her for all things Product Management!

Chaitan Shet

Chaitan Shet

Principal Product Manager | The Linux Foundation

Working with Jenny has been a transformative experience for me as a product operations professional. She helped me refine my job search strategy by focusing on my strengths and unique perspective, which boosted my confidence during interviews. Her tailored guidance allowed me to approach networking in a more effective and genuine way, leading to valuable connections and opportunities. I was skeptical about coaching during organizational change, but Jenny’s practical, empathetic guidance delivered immediate results and lasting habits. I highly recommend working with Jenny if you are looking for a whip-smart and tactical coach to provide a supportive environment to hone in on your purpose or next step in your career.

Victoria Behrens

Victoria Behrens

Head of Product Program Management, CloudKitchens

What changes

You see your own patterns

You develop the ability to recognize when you’re falling into a familiar trap, and respond differently. Self-awareness stops being a nice idea and becomes a leadership tool you actually use.

Your team gets better

Better communication, stronger presence, more out of the people reporting to you. The coaching changes how you show up, which changes how the team operates.

Who this is for

Senior product leaders (typically Directors looking to advance to VP, or VPs working towards CPO) who are in-role and navigating big changes. A new position. A mandate to reshape the org. A transition that demands they lead differently than they did before.

Also: founders who’ve become their company’s de facto product leader. You know the strategy and the direction. The challenge is getting everyone else to go there with you. You need a peer who speaks the language, not another advisor who doesn’t understand the product.

This is not career coaching, job search help, or strategy consulting. It’s for leaders who are doing the work and want to get meaningfully better at it.

Who works with Jenny: senior product leaders navigating high-stakes transitions

Thanks to Jenny who unblocked me today — amazing what a 30min chat with someone can do when you’re feeling stuck. She reminded me to tackle this like a product person, prioritise, be clear on the problem, and solve it one piece at a time. I was able to action some of her suggestions immediately, and give clear direction to the teams.

Shabnam Osman

Shabnam Osman

Product Director, Yoco

With thoughtful, but pointed review and suggestions, Jenny was able to help me work through a survey to understand current state and iterate on the product operations Vision and Strategy I was putting together to meet my goals and the business’s needs. She reminded me constantly to ‘look up’ and ‘think beyond the ask’ to identify true organizational needs. I would recommend Jenny to anyone looking for a coach or mentor in the Product Operations and Product Strategy space. She has great insights and a way of getting to the root of what can be improved very quickly and the time investment, and financial investment was well worth it for me.

Pamela Easterbrook

Pamela Easterbrook

Sr. Manager of Product Operations, Absorb

Clients include

Alloy

What the unlimited coaching program includes

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Goal setting

We begin by getting clear on what you actually want to get better at. Your goals shape every session that follows, and we revisit them quarterly as your situation evolves.

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Weekly sessions

Problem-driven and structured around what you’re navigating right now. Need an extra session this week? Just ask.

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Unlimited async

Between meetings, you’ll have unlimited access to me via Slack, email, and text so you’re never blocked waiting for the next session.

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Personalized workspace

You’ll get your own personalized coaching workspace with templates, guides, and resources.

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Session summaries

After every session, you get a written summary — key insights, decisions, and next steps — so the work continues between calls.

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Company sponsorship

Most engagements are company-sponsored. I can help you frame the ask.

This is an unlimited program. Sessions default to weekly, but you can schedule additional time whenever you need it — during a critical launch, a reorg, or a moment where you just need to think out loud with someone who gets it.

There is a 3 month minimum with the option to extend monthly.

$5,500 / month

Frequently asked questions

Sessions default to weekly, but because this is an unlimited program, you can schedule additional time whenever you need it — during a critical launch, a reorg, or any moment where real-time thinking would help. Between sessions, you have unlimited async access via Slack, email, and text, plus a personalized workspace for sharing updates, workshopping drafts, and getting feedback.

Coaching is about your capacity as a leader. We work through real problems together, but the goal is to develop how you think and lead, not to solve the problem for you. The outcomes belong to you: the frameworks, the pattern recognition, the ability to navigate the next hard thing without me.

Consulting is different in kind. I step into the org, redesign how the team operates, and take responsibility for the outcome. It’s not about your development; it’s about the org’s performance. If you’re not sure which fits your situation, the consult call is the right place to figure that out.

I’m a product person, not a generalist. I’ve built and run product teams, I’ve coached dozens of product leaders through these transitions, and I bring a systems lens to every problem. When you describe what’s happening on your team, I know exactly what you’re talking about. I’ve been in the room where it happens.

Yes — most clients use their professional development or L&D funds. If your company needs an invoice or statement of work, I can provide that. I can also help you frame the ask around the organizational stakes (the transition you’re leading, the outcomes the business needs), not just personal development.

Perfect. Many of my clients are stepping into a leadership role where they’re responsible for how the team operates for the first time. We focus on building the right foundations (strategy alignment, workflows, and influence) so you don’t just set up tools, you shape how the org collaborates.

The initial three months are designed to help you make visible progress quickly. From there, most clients choose to continue for 6–9 months or longer as they deepen their impact, take on new challenges, or move into expanded leadership roles. You decide what’s right for you.

You’ll see tangible shifts quickly — in your focus, in how you communicate with executives, and in how your team responds. Most clients report faster alignment across functions, fewer fire drills, and a stronger sense of control over their work. The ultimate goal: a system that keeps improving even after our coaching ends.