Navigating Agile Portfolios: Funding Products, Making Trade-offs, and Aligning Teams
This is part two of my conversation with Dave West and Darryl Fernandez from the Scrum.org Community Podcast.
If part one was about seeing the portfolio mess, this one’s about wrestling with it: funding models that don’t quite fit, PMOs caught between old habits and new expectations, and the perennial challenge of making real trade-offs instead of just handing out more goals like party favors. We dig into why “fund the product, not the work” sounds great until you’re staring at 87 initiatives and a nonprofit board that thinks everything is top priority. We talk about how shifting from initiative-based funding to stable teams is less about spreadsheets and more about giving real ownership—and how that shift can get political, fast.
You’ll hear stories from the trenches—like how time sheets and CapEx accounting become the last hill to die on, and why running old and new models in parallel is sometimes the only sane way through. We also get into the weeds on cross-product initiatives, initiative owners vs. product owners, and why the only thing harder than aligning incentives is getting people to actually make choices.
If you’re looking for a playbook, you won’t find it here. But if you want to hear how leaders are actually navigating the mess—balancing flow, evidence, and the human side of change—you’re in the right place.
00:00 Introduction to Goal Setting Challenges
00:43 Welcome to Scaling With Agility
02:27 Introduction to the Podcast and Guests
04:31 Diving into Budgeting and Funding Models
05:49 Challenges with Funding Models and Team Structures
07:24 Political and Organizational Changes in Funding
13:37 Prioritization in Mission-Based Organizations
16:20 Capitalization and Financial Management
23:39 Adopting Evidence-Based Management
24:35 Product Portfolio Strategy in Startups
27:56 Aligning Product Decisions with Strategy
29:22 Implementing Guardrails and Empowerment
30:29 Balancing Technical Debt and Market Demands
32:48 The Importance of Transparent Conversations
39:47 Managing Cross-Product Initiatives
45:44 Empowering Product Owners and Initiative Owners
50:00 Aligning Business and Technology Goals
53:48 Conclusion and Key Takeaways
This episode was initially published on the Scrum.org Community Podcast https://podcasts.scrum.org/872401/episodes/16698612-q-a-on-product-portfolio-management-part-2-evolving-portfolio-management-for-product-success
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