“Often, there’s a real lack of clarity about where we are now. And it can be a very uncomfortable, painful set of truths that people don’t want to face. But to create progress, you need to face uncomfortable truths and understand where you’re starting from." - Natalie Field

In this episode, we’re joined by Natalie Field. Nat recently commenced as CEO of Informed Decisions and has accrued a wealth of portfolio leadership experience over the course of her career. Highlights include serving as the Chief Digital and Data Officer for BUPA Asia Pacific, Chief Technology Officer at Belong, and General Manager of the digital portfolio at Australia Post.

Nat is a customer-centric leader with 20 years of global experience in innovation, customer, product, digital, data, and technology. A catalyst for change, she has worked across multiple industries, including health, telecommunications, and services. She has a proven track record of leveraging digital, data, and technology to increase the impact of existing business models and unlock new growth opportunities.

She is recognized for her ability to work across organizational silos to create an ambitious vision and bring that vision to life in a way that creates customer and commercial growth while focusing on operational excellence.

Her passion for leadership and accessing excellence in others is combined with a fierce determination to exceed expectations.

During our conversation, Nat delves into the realities of leading large portfolios and navigating executive roles. She shares hard-won lessons about balancing quick wins with long-term vision, building outstanding leadership teams, tapping into their strengths, and using metrics to drive strategic outcomes. Through candid reflections, Nat offers valuable advice on creating clarity, building resilient teams, and managing the delicate balance between purpose and progress. Her approach to leadership is shaped by a clear focus on empathy, transparency, and aligning people with purpose.

In this episode, we cover:

• (00:00) Introduction
• (04:02) Where do you focus first when you take on a new portfolio?
• (10:15) Why try to bring the biggest naysayers closer?
• (13:46) How do you balance the tension between sustainable change and rapid results?
• (19:43) What role do you feel metrics play in strategy?
• (27:31) What about purpose?
• (35:58) What stereotypes did you have about the role of a CEO back when you didn’t have it?
• (43:03) What’s the secret to sustaining energy for the vision in the face of day-to-day reality as a leader?
• (46:58) How do you pick your advisors?
• (51:31) Can you provide an example of using a strengths finder to inform your leadership approach?

References:

• Good to Great - Jim Collins
• The Five Dysfunctions of a Team - Patrick Lencioni
• Reality is Broken - Jane McGonigal
• The Power of Full Engagement - Jim Loehr and Tony Schwartz
• Gallup StrengthsFinder

"Real strategy deployment empowers teams to act on strategic intent with ownership and clarity." - Karl Scotland

We’re joined by Strategy Deployment expert Karl Scotland in this episode.

Karl helps businesses become Learning Organisations through outcome-oriented, continuous transformation, engaging everyone, everywhere.

Over the last 20+ years, he has been an advocate of Lean and Agile approaches to achieve this, working with companies including the BBC, Yahoo!, EMC Consulting, Rally Software, Cisco, SDL, Legal & General, Allegis, HSBC, Bank of America, Vocalink, Sky, and Irwin Mitchel.

During this time, he has been an early adopter of XP and Scrum, a contributor to Agendashift, and a pioneer of using Kanban Systems and Strategy Deployment for product development. He is a founding member of both the Lean Systems Society and Limited WIP Society, active in the Lean and Agile community, and a regular conference speaker. As a result, he was awarded the honorary Brickell Key Community Contribution Award at the 2013 Lean Kanban North America conference.

Our conversation explores Karl’s journey with Strategy Deployment, particularly how he learned and applied it during his time at Rally Software. He explains how models like the X-Matrix help to align aspirations, strategies, and tactics by visualizing and connect strategic decisions to tangible actions. Karl emphasizes that strategy deployment is a continuous, evolving process that requires ongoing feedback and adaptation rather than a static plan. He shares how using Strategy Deployment at Rally fostered collaboration, benefited from customer involvement in strategic planning, and enabled the organization to make more informed decisions about what to prioritize and what to stop doing.

Karl also introduces us to the “TASTE” model he has developed as a framing model for understanding the state of a group’s strategy deployment:

• (T)rue North - What direction are we trying to head in?
• (A)spirations - How are we defining success?
• (S)trategy - How are we going to get there?
• (T)actics - What are we actually going to do?
• (E)vidence - What leading metrics will indicate whether we’re making progress?

In this episode, we cover:

• (00:00) Introduction
• (08:05) What led you to Strategy Deployment?
• (15:42) What is the connection between Strategy Deployment and Big Room Planning?
• (30:45) What happened when you brought real customers into your strategic planning events?
• (38:52) How would you describe the difference between Strategy Deployment and Participatory Budgeting?
• (48:20) What is the thinking behind ‘acting in the present?’
• (54:20) What advice would you give someone starting their Strategy Deployment journey?

Cast:

Karl Scotland

Eric Willeke

Mark Richards

References:

• Karl's Blog
• Hoshin Kanri for the Lean Enterprise - Thomas Jackson
• The Art of Action - Stephan Bungay
• Good Strategy Bad Strategy - Richard Rumelt

"So on any given day, I'm just managing those planes and flight patterns and trying to make sense and create that sequencing of road maps. Or at least highlight, hey, you're not going to achieve that, because this strategy over here in this portfolio isn't even thinking that way” - Christine Babowicz

When we decided to start inviting guests to join us, we were passionate about finding people with real lived experience to share their hard-won insights and wisdom. We were very grateful when Christine Babowicz agreed to join us as our second guest, and she certainly brought plenty of wisdom.

Christine currently serves as Head of Global Execution Excellence at MetLife. She joined MetLife almost nine years ago after spending time at Intel and Adesa. Initially serving in a PMO capacity, she became involved in the launch of MetLife’s Global Lean-Agile CoE 6 years ago. It quickly became a pull-based global agility and ways of working transformation.

Her role has recently expanded into partnering with Enterprise Strategy and 16 portfolios across MetLife to bring their AI strategy to life, focused on creating differentiated experiences for their associates and customers.

Over the years, she's spoken at various Agile Conferences and SAFe Summits, and her topics show her passion for leadership empathy during times of change. She was also a founding member of Raleigh-Durham Women in Agile. Recently, her leadership style and transformation efforts have earned her the Triangle’s Business Journal 40under40 award.

Our conversation takes us through her journey as a change leader over the past six years. Christine shares the challenges of forming an Agile PMO amidst established practices and how her background in lean thinking shaped her approach. We discuss the importance of translating between old and new methodologies, building empathy and trust with stakeholders, and focusing on the problems portfolio leaders face rather than the solutions the textbook provides. She also shares the value of grounding conversations across portfolio boundaries in the organizational mission and a deep understanding of business processes.

As a leader, she highlights the privilege of these transformative roles and the importance of staying humble and prepared when navigating such complex landscapes.

In this episode, we cover:

• (00:00) Introduction
• (05:44) What was it like forming an agile PMO in the middle of a very project-centric world?
• (11:01) How do you navigate the translation between the old and new worlds?
• (15:21) What triggered your transition to portfolio?
• (21:03) With 16 portfolios, how did you pick where to start?
• (24:50) What was your first step once you found your leverage point?
• (30:08) What’s critical for a coach trying to connect with portfolio-level leadership?
• (35:27) What secrets have you found to enabling change across portfolio boundaries?
• (39:56) As a change leader, how do you make it safe for your team to tackle challenging conversations?
• (47:28) Have you found recurring patterns that enable scaling of your change efforts?
• (52:46) How do you help leaders balance aspiration and obligation?
• (59:52) What parting wisdom would you share?

Cast:

Christine Babowicz

Eric Willeke

Mark Richards

“The right collective organization tends to have fewer blind spots, because, by definition, a team is a transactional memory system of sufficient predictive power that we can know how to work together” - Luke Hohmann

When we decided to start inviting interesting guests to join our portfolio conversations, Luke Hohmann was an obvious first choice.

Luke is a four time author, three time founder, SAFe® Fellow, keynote speaker, and internationally recognized expert in Agile Software Development. His passion is sustainably profitable businesses, because it is only through sustainable profits that a business can thrive.

As Chief Innovation Officer of Applied Frameworks he works with executives to fulfill their mission of helping our customers create sustainably profitable businesses. His most recent book, Software Profit Streams™: Designing Sustainably Profitable Businesses , is co-authored with Jason Tanner and shares key insights from their experience helping businesses succeed.

He co-founded Every Voice Engaged, a nonpartisan 501c3 nonprofit that helps citizens, governments, and nonprofits collaboratively solve unsolvable problems. He founded Conteneo, creator of Weave, the Strategy Engine, and Knowsy, later acquired by Scaled Agile Inc.

Our conversation blends deep insights with practical advice. Luke shares stories from his extensive experience, discussing how to start a Lean Portfolio Management journey by understanding and improving existing practices rather than introducing entirely new ones. He emphasizes the importance of having the right people at the portfolio table, including often-overlooked roles like finance and HR, to ensure a balanced and holistic approach.

Luke also delves into the cognitive challenges leaders face in balancing long-term strategy with immediate operational demands, offering strategies to navigate these complexities. He highlights the significance of recognizing when something should no longer be a portfolio concern, advocating for a focus on reducing unnecessary burdens to maintain agility. Throughout, Luke interweaves his Profit Stream™ thinking, showing how profitability can be integrated into portfolio management, especially in traditional settings. He concludes with a compelling argument for why embracing these practices leads to a more sustainable and successful organization.

In this episode, we cover:

• (00:00) Introduction
• (06:00) Where do you begin your Lean Portfolio Management journey?
• (14:25) What are some common mistakes you see people make?
• (18:57) Who are the right people to have at the Portfolio table?
• (35:56) How do Portfolio Leaders manage the cognitive load of balancing tomorrow’s strategic focus with today’s operational demands?
• (40:17) How do you determine what should and should not be a Portfolio concern?
• (47:43) How do you introduce your Profit Stream thinking into more traditional Portfolios?
• (56:19) What is your parting wisdom on why someone should embark on this journey?

Cast:

Luke Hohmann

Eric Willeke

Mark Richards

"The journey to get there isn’t easy. The outcomes, when it works, are pretty amazing and unbelievable, but you’ll find a whole new set of problems you never imagined could go wrong"

Eric Willeke

With the initial arc complete, this episode adopts a new perspective triggered by our conversations at the SAFe Summit in Berlin. We step into the shoes of portfolio members, embarking on a lean journey. The conversation begins by exploring how their first steps into lean portfolio management will look different from your first steps into agility. As the episode unfolds, we delve into the changes you might anticipate, from shifting boundaries and constraints to evolving events and workflow. We also explore how the relationship with senior stakeholders will transform, requiring greater ownership, self-discipline, and proactivity. The conversation highlights the importance of patience and empathy for yourself and those leading the portfolio as everyone navigates this uncharted territory. As with any significant change, there will be moments of discomfort and uncertainty, but the potential for growth and increased collaboration is immense.

In this episode, we cover:

• (00:00) Introduction
• (03:12) What are some differences between beginning the portfolio journey and beginning the team or team-of-teams journey?
• (11:10) What are some of the first changes you might expect as the portfolio you’re a part of starts its lean journey?
• (16:11) How might your constraints change
• (23:29) What sort of changes might you see in portfolio events?
• (29:12) What about the flow of work?
• (34:05) How should your connection to senior stakeholders change?
• (37:35) What shift might you experience in the expectations between you and your portfolio?
• (44:29) Which growth challenges might you encounter as a leader?
• (46:34) What should start to disappear?
• (55:45) How does the dynamic change when the portfolio is no longer the police?
• (1:02:33) What if it looks like they’re making mistakes?

Cast:

Eric Willeke

Mark Richards

"You get a mad underspend in Q1; then you spend Q2 and Q3 trying to catch up on the questions about your Q1 underspend. This is variation waste, and causes massive issues in terms of the ability of the system to absorb the work" - Mark Richards

In this episode, we turn our attention to the application of lean to Portfolio Operations and Governance. Eric focuses on improving flow, while Mark wants to reduce waste. We start by looking at aggregating and analyzing patterns from portfolio members. Discussing moving from PMO to VMO is a prelude to exploring the lean evolution of portfolio events and governance.

We cover:

• (00:00) Intro
• (2:16) How does the systems view of the portfolio help you find points of leverage?
• (10:31) What happens when you aggregate and analyze problem data from portfolio members?
• (15:10) Why are standards so important to portfolio insights?
• (19:38) What typical patterns does a portfolio-level view of Inspect & Adapt events reveal?
• (23:51) How can you learn from analyzing escalation patterns?
• (32:10) What’s the difference between a PMO and a VMO?
• (38:01) What happens when you apply the classic lean waste definitions to portfolio operations and governance?
• (46:42) How does monitoring and governance change in a lean world?
• (51:41) How do you improve the data that supports effective operational governance?
• (1:02:04) Is empathy still important for strategic portfolios?

Cast:

Eric Willeke

Mark Richards

Book References:

Lean Product and Process Development – Allen Ward

From PMO to VMO – Augustine

"In most cases, the portfolio itself is under a fog of war. You can't actually see what's going on unless you take your telescope and really zoom in on an area" - Eric Willeke

This episode concludes the initial six-part arc laying the foundations of lean portfolio management. The first five episodes were devoted to building a clear picture of your portfolio ecosystem. Picture in hand, we explore the insights it might yield and the ensuing interventions they should trigger. The conversation dwells primarily on strategic insights, exploring the concept of 'acting this fiscal year' with operational interventions and preparing to activate strategic interventions next fiscal year.

In this episode, we cover:

• (00:40) Episode Intro
• (01:56) How do you avoid just having great conversations?
• (05:14) How do you pick the right interventions and get support to act on them?
• (16:13) Why start with strategy? What are some typical insights, what kind of interventions do they yield, and how does the fiscal year influence things?
• (33:26) How do you leverage operational interventions to act on strategy insights?
• (38:24) What happens when you focus on portfolio-level strategy insights rather than the ecosystem?
• (51:13) How do you move from executive hunches to data-driven insights and interventions?
• (58:05) What about outcome-based insights?
• (1:03:51) Wrap

Cast:

Eric Willeke

Mark Richards

Show Notes

"It's common for people to say they have a platform strategy that doesn't necessarily resemble a platform strategy so much as a center of dependency hell" - Mark Richards

In Episode 3, we explored the influence of Moore's Zone to Win model on understanding the portfolio ecosystem. Episode 4 explored the role of purpose, context, and structure in modeling the ecosystem you have and starting to look at it through Lean eyes. In this episode, we combine these ideas with the portfolio examples defined in the SAFe Portfolio article Eric contributed to last year. This sets the stage for exploring leveraging the examples to make sense of the portfolio ecosystem you have today and begin to think about the one you'd like to have tomorrow.

In this episode, we cover:

• (00:39) Episode Intro
• (02:51) Why is understanding the portfolio ecosystem so important?
• (05:31) What was the thinking behind SAFe's Portfolio examples?
• (15:49) What is the Single Portfolio example, and when is it too simplistic?
• (26:37) Which portfolio examples live in the Performance Zone?
• (54:10) Why are the Productivity Zone examples so useful?
• (01:06:31) How do you avoid the misconception that an Innovation Portfolio is the only place where innovation happens?
• (01:13:07) Why do none of the examples naturally map to the Transformation Zone?
• (01:18:43) Wrap

Cast:

Eric Willeke

Mark Richards

Show Notes

Book References:

• Zone to Win – Geoffrey Moore

Other References:

• SAFe Portfolio Article