Digital and Operating Model Transformation Ideas

Find resources and tips for leaders at the helm of Digital Transformation and Operating Model Transformation in product-led organizations.

3 Actionable Leadership Insights to Scale Your Organization More Gracefully

Running a team, an IT practice, or an entire organization can sometimes be a lonely job.  As we close out our second year at Tuckpoint Advisory Group, I find myself reflecting on a journey marked by scaling pains and, at times, burnout and overwhelm. In that spirit, I’m sharing three actionable insights you can put into practice to scale more smoothly and navigate the sometimes lonely road of leadership.

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The Path to a Modern Operating Model: Navigating Transformational Leadership in Uncertain Times

This year has ushered in some “anti-pattern” behaviors across many product-led organizations, including a natural tendency to default to what feels comfortable and familiar, like command-and-control leadership behaviors. In this article, you'll learn the "watch outs" for defaulting to old ways of working, and the importance and rewards of honing transformational leadership characteristics within your org.

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Outcomes vs Outputs: A Key Mindset Shift for High-Performing Product Organizations

An important characteristic of high-performing product organizations is the company-wide ability to focus on outcomes over outputs. This article will help you understand the importance of focusing on outcomes over outputs, with some initial steps and “watch outs” to follow as you cultivate this mindset across your transforming organization.

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Change Leadership vs Change Management in Product-Led Organizations

When you’re transforming to a product-led organization, change management is futile without the necessary change leadership approach to drive the process. This article details the difference between change leadership and change management, along with the necessary mindset shifts every leader needs to make in order to support a successful transformation toward product-led ways of working.

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The Roadmap to Product-Led Success: Transforming Your Financial Model

In this article, you’ll learn why transforming your financial model is necessary to become a high-functioning product-led organization, as well as the mindset shifts required to unlock increased efficiency, flexibility, and long-term value creation.

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Analytics: A Job for Product Managers or Product Ops?

A company's product development and delivery processes are only as good as the data that drives the decision-making behind it. But whose job should it be to wrangle all of the data – the individual Product Manager, or the Product Operations team? The answer helps teams do their jobs better, delivering products with the most value to the consumer and in the highest support of the organization’s goals.

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The Characteristics of High-Performing Product Organizations

Organizations with healthy, mature, and thriving product management practices have many common characteristics that you can learn to cultivate within your organization. This article explores the traits of high-performing product organizations so that you can better assess where your organization currently stands and opportunities for closing the gap between where you are and where you want to be.

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Trends Shaping the Future of Product Management

Here are some of the things Tuckpoint founder Jen Swanson is thinking about as we move into what we’re beginning to think of as the second wave of Digital Transformation, which focuses on operating models rather than on the technology we’re implementing.

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Don't Project Manage Your Digital Transformation: Try A Roadmap Mindset For Better Results

No matter where you’re at in your Digital Transformation endeavors, breaking from a Project Management mindset can be really difficult. Today we’ll explore the reasons why a Project Management approach falls short in the context of Digital Transformation, and why a Roadmap mindset is key to paving the way for success.

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Digital Transformation, Leadership Jen Swanson Digital Transformation, Leadership Jen Swanson

What the Pandemic Taught Us About the Future of Digital Transformation: A Leadership Lesson

Many companies have started return-to-office initiates, mandated in-person attendance, and are shifting back to pre-pandemic norms. But is it the right play? Today’s article explores this misstep with specific regard to Digital Transformation and sheds light on the significant opportunity leaders have to reimagine the way teams work to build resilient structures that take them into the future.

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Digital Transformation Brent Swanson Digital Transformation Brent Swanson

Land a Coaching One-Two Punch for a Knockout Transformation

When it comes to digital transformation, many organizations try implementing Agile and Product sequentially, doing one first then following up with the other. In either of these approaches, something is missing from the landing. Today's article shares a proven technique for layering in Product and Agile coaching to make digital transformation efforts significantly more effective.

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Clear Signs Your Product Leader Needs Help ASAP

If you’re at the helm of a product-led organization, it’s important that you recognize the signs that your product leaders and managers need extra support. In this article, you’ll learn the external and internal triggers that threaten a product practice and, as a result, your product managers’ and leaders’ ability to create effective outcomes for the org. 

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