The Product Guy

JUNE 17, 2025

Some situations require assertive leadership. Organizational Strategy and Product Leadership Product leadership is about more than managing a backlog. Strategic PMs impact the organization, not just the roadmap. Panelists described context switching not just as a tactical skill, but a leadership necessity.

Analytic Tools

The Product Guy

JUNE 12, 2025

In this Roadmap to Mastery article from The Product Way Patreon , we focus on one of the most essential, high-stakes skills in product management: knowing when and how to say no — and making that decision stick. Saying yes is easy. Saying no is what separates strategic product leaders from the rest.

Leadership

Roman Pichler

JANUARY 20, 2025

First, as a coach who offers strategy and leadership guidance to the person in charge of the product. My Strategy Stack , shown in Figure 6, explains the connections between the product strategy and the business, product portfolio, and technology strategies. There are two effective ways in which the individual can be involved.

Systems Review

The Product Guy

MARCH 12, 2025

You’re Stuckand It’s Because You’re Playing by the Rules In product management, youve been told to follow the rules: stick to the roadmap, build consensus, and hit your OKRs. As can be easily found in many organizations: Roadmaps trap you in outdated plans. Rule 1: Trust the Roadmap Roadmaps are your comfort zone.

Data Visualization

The Product Guy

APRIL 3, 2025

Youve aligned the roadmap. Read it now on The Product Way Patreon : [link] Exclusive Access to Mastery This post is part of the Roadmap to Mastery Collection , a premium series on The Product Way Patreon. Youve got the stakeholders in the room. But still things stall. Because alignment isnt enough.

Leadership

Productside

MARCH 6, 2025

Technology and processes? Technology Roadmap Figure out the dev stack, the product backlog tools (Jira vs. The Product Ops Power Move Most big M&A sprees result in Frankenstein processesdifferent roadmaps, templates, product lifecycles, all living under one corporate roof. People issues come first.

Technical Review

The Product Guy

MAY 16, 2025

Prioritization is where product leadership gets tested. This new Patreon-exclusive article in the Roadmap to Mastery series explores how to lead prioritization with structure, confidence, and buy-in. Balancing technical constraints, stakeholder agendas, and long-term goals is hard.

Technical Review

Userpilot

OCTOBER 31, 2024

If your current metrics are not enough, consider revising them by asking yourself: Are leadership and all functional teams in agreement on which metrics matter most? Outdated technology. Then, as you define these problems, ensure you have a list of metrics that can adequately measure your product’s performance. Lack of team resources.

Data Visualization

The Product Guy

MAY 21, 2025

This new Patreon-exclusive article in the Roadmap to Mastery series explores how to lead feature removals with evidence, clarity, and confidence. Feature bloat slows teams down, confuses users, and hides the real value of your product. But most teams avoid removals because they feel risky, political, or like an admission of failure.

Leadership

People-First Product Leadership

FEBRUARY 4, 2025

Over the past two decades, I've navigated three major career transitions, each aligned with significant technological shifts. This guide distills the key lessons and actionable strategies from my journey, offering you a roadmap to navigate your own career pivots in the tech industry. to offer 24/7 coaching services.

Data Visualization

The Product Guy

AUGUST 3, 2025

This shift is exactly why we’re launching a new Roadmap to Mastery series on The Product Way: Product + AI: The 8 Zones of Impact A 4-part deep dive into where AI is changing the game, and where it might be quietly eroding your team’s product judgment.

Product Research

BrainMates

JUNE 15, 2025

Product leaders are quick to invest in tools, platforms, and tech upgrades but often overlook the human capability needed to bring those technologies to life. Because the future of product leadership isn’t just about systems, it’s about the people who power them. We’ve become fluent in the language of technology.

Technical Review

Lenny Rachitsky

FEBRUARY 25, 2025

At Headspace back in 2016, we had established our product roadmap and success metrics and our mission and vision, but teams were still confused about why we were working on the projects we chose. The plan or roadmap is basically an ordered list of projects based on some notion of prioritization and sequence of delivery.

Strategy

The Product Guy

JULY 29, 2025

AI-generated ideas filled the roadmap. Inside the Full Article This shift is just one of three structural changes I explore in the first deep-dive of Product + AI , a new strategic series within the Roadmap to Mastery Collection on The Product Way. Join The Product Way to access this article and the full Roadmap to Mastery library.

Product Research

The Product Guy

JANUARY 17, 2025

If youve been frustrated by the limitations of roadmapping software, this episode offers insightful reflections on whats needed in the market. What You’ll Learn: The Challenge with Tools: Why existing systems fail to tie strategy, roadmaps, and tasks together effectively.

Product Manager

The Product Guy

JULY 15, 2025

In this week’s Roadmap to Mastery article on The Product Way , I dive deep into the structural forces that cause even high-performing product teams to burn out and what you can do to stop it before it spirals. Join The Product Way to access this article and the full Roadmap to Mastery library. And it’s not personal weakness.

Roadmap

The Product Guy

MAY 7, 2025

Saying no to leadership Prioritizing customer needs over politics Aligning cross-functional teams These challenges do not reflect a lack of skill. They require balancing diplomacy, data, and leadership under pressure. Most PMs struggle with three things at some point.

Customer Satisfaction

People-First Product Leadership

APRIL 30, 2025

Try this exercise: Take your current roadmap and ask "Why?" It needs ongoing refinement as markets, technologies, and customer needs evolve. A - Audience, assess your position with colleagues, stakeholders, and leadership (skills, impact, satisfaction). There’s no one-size-fits-all path to strategic leadership.

User Testing

Userpilot

APRIL 24, 2025

This will involve close collaboration with Stripe’s and our financial partners product and engineering organizations to prioritize valuable investments over a multi-quarter roadmap, considering distribution potential, performance, costs, and risks. Experience owning/driving roadmap strategy and definition.

Research Software

UX Planet

FEBRUARY 5, 2025

For example, the more technical the product, the larger the designers technology gap that must be filled by an engineer. This dynamic can play out on any scalefrom a minor UX improvement to a roadmap-level epic discussion. If the UXs long-term and holistic considerations are included in the final solution, then its cooperation.

Technical Advisors

UX Planet

MAY 27, 2025

Leverage Technology to ElevateValue If youre not yet using AI, machine learning or personalized insights, youre already falling behind. The right technology understands what customers need and delivers solutions that truly make their lives easierwhether thats faster loan approvals or budgeting tips tailored just for them.

Finance

The Product Guy

APRIL 9, 2025

In our newest Patreon-exclusive Roadmap to Mastery article , we explore: The types of questions that unlock clarity across customers, teams, and stakeholders. This is part of the Roadmap to Mastery Collectionavailable exclusively on The Product Way Patreon. How asking What are we really trying to solve?

Strategy

The Product Guy

JULY 7, 2025

That’s why I wrote this week’s Roadmap to Mastery article on The Product Way Patreon. Get access to this, the full Roadmap to Mastery library, and much more content here: [link] This is the trap of busyness, and it’s one too many PMs fall into. We confuse output with impact. We chase responsiveness instead of results.

Roadmap

The Product Guy

MAY 1, 2025

But it can help you do them more effectively.

Roadmap

The Product Guy

APRIL 16, 2025

Innovation doesnt mean chasing every idea or launching fast for the sake of it. It means creating space for experiments, reflection, and learning – even when things dont go as planned.

Framework

The Product Guy

FEBRUARY 26, 2025

In our latest Patreon-exclusive article , part of the Roadmap to Mastery Collection , we explore: Why trust is now a product featurenot just a brand value. This is part of the Roadmap to Mastery Collectionavailable exclusively on The Product Way Patreon. Actionable strategies to integrate trust into your product strategy.

Differentiation

Userpilot

FEBRUARY 24, 2025

You will work closely with Meta product and engineering teams to deliver on Meta’s product roadmap. A person without a formal leadership title. Apple is seeking a highly experienced Digital Product Data Manager to join its Worldwide CSO Technology team. Who would be the best fit for this job?

Analytic Tools

Product Innovation Educators

DECEMBER 30, 2024

This knowledge area covers: Developing and implementing product strategies Aligning product roadmaps with business objectives Identifying and prioritizing market opportunities Competitive analysis and positioning By mastering strategic thinking, product managers can ensure that their efforts contribute to the overall success of their organization.

User Testing

The Product Guy

MARCH 5, 2025

In our latest Patreon-exclusive article , part of the Roadmap to Mastery Collection , we explore: The most common mistakes PMs make in stakeholder alignment. This is part of the Roadmap to Mastery Collectionavailable exclusively on The Product Way Patreon. How to use the 5 Whys technique to uncover the real root cause.

Roadmap

NextBigWhat

DECEMBER 12, 2024

”  This foundational shift will determine how humanity interacts with technology in the years to come. Beyond First-Mover Advantage: Google’s AI Strategy Google’s leadership in AI began with groundbreaking innovations like Transformers, yet competitors like OpenAI and Microsoft are catching up.

Healthcare

Userpilot

MARCH 24, 2025

If you have a passion for mobile technology, field service solutions, and integration-driven product development, they want to hear from you! Requirements 5+ years of experience in mobile product management, with a proven track record of delivering complex technology products, preferably in mobile, AI, and/or field service domains.

Analytic Tools

Gainsight

JULY 17, 2025

Whether you’re just starting your AI journey or looking to level up, the roadmap to agentic scale is within reach. For companies navigating complex customer lifecycles, this shift isn’t just a technological upgrade—it’s a strategic imperative.

Leadership

The Product Guy

FEBRUARY 21, 2025

This article is part of the Roadmap to Mastery Collectionavailable exclusively on The Product Way Patreon. Dont miss outunlock the full article today: [link] Exclusive Access to Mastery This post is part of the Roadmap to Mastery Collection , a premium series on The Product Way Patreon. Ready to future-proof your PM career?

Systems Review

UX Planet

OCTOBER 22, 2024

That initiative was a calculated yet risky investment from leadership, and the controlling group of the organization. It was accomplished by a deeply committed team, where representatives of various groups made this endeavor a priority for what they were aiming to fulfill on their roadmap.

Research Software

Userpilot

MAY 27, 2025

Use your background in developing digital products, encouraging collaboration on growth projects across departments, ensuring product quality, and demonstrating effective leadership to support Firefox’s growth. Strong team leadership: 5+ years of direct PM management experience. Image] Who would be the best fit for this job?

Analytic Tools

Userpilot

JANUARY 29, 2025

As Lead Product Manager for Core Product, youll oversee state-of-the-art technologies, collaborate with top-tier engineers, and develop products that shape the industry. Strong leadership, organizational, and execution skills, along with proven communication abilities. Salary $385,000 $465,000 USD + offers equity. Apply here 2.

Analytic Tools

UX Planet

JUNE 13, 2025

To become decisive, the product designer should do their homework, especially for enterprise and technology heavy products. This helps you make a stronger case for including strategic UX initiatives in the roadmap and better articulate the fundamental challenges that need solving, rather than just reacting to immediate issues.

User Testing