Influence Without the Title, with Jenny Wanger (A Chat with Cross-Functional Experts)

Dianna interviews Jenny Wanger about why product teams stay misaligned and how to influence upstream decisions even without formal authority. Jenny identifies a structural problem: efficiency-focused handoff workflows that strip away customer context, lock leaders into circular strategy conversations, and leave cross-functional teams scrambling to fix decisions they didn’t help make.

This interview is part of our series, “A Chat with Cross Functional Experts”. Our focus is speaking with people that are typically part of a cross-functional team within engineering projects.

About Jenny

Product organizations hire Jenny Wanger when they’re in the middle of a major transition and the way the team operates hasn’t caught up. The trigger is usually an AI transformation, a reorg, a merger, or a leadership change. She comes in, talks to twenty-plus people across the company in the first few weeks, and figures out what’s actually going on: where collaboration has broken down, where work is disappearing into the gaps, and why everybody isn’t pulling in the same direction. Then she works with the people doing the work to redesign how the team operates — and stays to make sure it lands.

Her clients describe the result as something you can feel. The product org starts humming. There’s alignment, clear direction, and genuine collaboration where there wasn’t before. The change sticks because Jenny doesn’t force new processes on teams — she changes how people think about the problems they’re solving, so the new way of working becomes theirs.

That ability to lead change from the back — building consensus instead of forcing compliance — comes from years of coaching senior product leaders through the same kinds of transitions. She’s a practitioner who also coaches, not the other way around. The coaching sharpens the consulting: years of helping individual leaders rethink their patterns have given her a rare fluency in how people actually change.

Her past work includes leading the consumer product team at SpotHero, running developer experience at Arity (an Allstate-founded startup), and co-founding the TCN Coalition, a pandemic-era tech consortium focused on digital contact tracing that she merged into the Linux Foundation. She holds degrees from Harvard College and MIT Sloan.

What Jenny and Dianna Talk About

We introduce our topics with common painpoints and causes.

Key Symptoms of Misalignment

When teams stay misaligned, you see fire drills and constant pivots. Multiple initiatives get stuck at 80% with nothing actually shipped. The environment becomes politicized, characterized by low trust. Cross-functional teams end up feeling like they’re cleaning up messes created by decisions made without them.

The Root Problem: The Factory Mindset

Speed-focused organizations treat product development like an assembly line. Design hands off to engineering, product hands off to manufacturing. Everyone stays “hands on keyboard” for efficiency. The consequence: lost customer insight, wrong assumptions, and products that don’t land with customers.

Downstream Costs

The costs compound. Teams build the wrong thing. Valued team members feel excluded and leave, driving higher turnover. Sales and customer success are left selling a poor fit. And then there’s compounding rework with the constant cycle of fixing what should have been right the first time.
[Read more…]

What Are You Really Trying to Learn? Chad Schneider on Prototyping with Purpose (A Chat with Cross-Functional Experts)

Before you build anything, before you open CAD, before you request a quote, before you sketch on a whiteboard: can you name the specific question you’re trying to answer?

Dianna talks with Chad Schneider who runs a successful engineering shop where a cardboard box became a prototype and where killing their own project was considered a win.

His team doesn’t think of prototyping as a phase. They think of it as a discipline, one that starts with knowing what you don’t know.

This interview is part of our series, “A Chat with Cross Functional Experts”. Our focus is speaking with people that are typically part of a cross-functional team within engineering projects.

About Chad

Chad Schneider is the CEO and founder of Root3 Labs, an engineering and device development company in Maryland. He’s a professional engineer with a background in mechanical engineering, haptics and medical robots. With over twenty-five years of experience across medical device and aerospace and defense, Chad and his team specialize in applied research, rapid prototyping, and design for manufacture. They help clients turn ideas into prototypes and prototypes into finished products. He’s named on sixteen patents and is a Goldman Sachs ten thousand Small Businesses alumnus.

What Chad and Dianna Talk About

They talk about why prototyping isn’t about building miniature versions of your final product. It’s about answering questions before they get expensive. We cover how Root3 Labs uses low-fidelity prototypes like cardboard mockups to test assumptions early, why Chad starts every project by separating needs from wants, how his team navigates the tension between what stakeholders ask for and what users actually need, and why killing a project can be the best outcome prototyping delivers.
[Read more…]

The Most Expensive Question You Didn’t Ask

Sometimes engineering has to do some rework. Usually, it isn’t caused by bad answers. This engineering rework is caused by questions that were never asked or the right questions answered with the wrong tool at the wrong fidelity.

Prototyping should be the antidote to that. But for a lot of engineering teams, it’s actually part of the problem. Not because prototyping is wrong, but because the way most teams practice it skips the thinking that should come first.

Here are three traps I see teams fall into, and they all share the same root cause.

[Read more…]

Local LLMs: Where to Actually Start, with Vincent Deeney (A Chat with Cross-Functional Experts)

If you’re an engineer or quality professional wondering how to actually start using AI beyond the chatbots and CAD plugins your company already provides, this episode is your starting point.

Vincent Deeney (technologist and AI enthusiast) joins Dianna to break down how to run large language models (LLMs) on your own hardware, why that matters for data privacy, and how to get real work done with modest equipment. No programming required.

This interview is part of our series, “A Chat with Cross Functional Experts”.

About Vincent

Vincent Deeney is a director who has spent the past five years helping organizations navigate complex software decisions. Before that, he built a nearly two-decade career specializing in data quality, master data management, and governance. He holds a Master’s in Organization Leadership and, perhaps most tellingly, an undergraduate degree in Philosophy. He’s someone who asks the right questions before reaching for a solution. Lately he’s been exploring local LLMs on his own time.

What Vincent and Dianna Talk About

They walked through the practical side of running local LLMs.

We covered why data privacy and token costs push people toward local setups, what hardware you actually need (from your existing laptop to a dedicated AI machine like the DGX Spark), and which free tools — Ollama, LM Studio, OpenCode, Hermes Agent — make it possible to get started without writing code. We dug into how local models compare to frontier models like Claude, and Vincent shared his approach to using both together: plan with the frontier model, execute with the local one.

We also talked about managing context windows, using sub-agents, and connecting local models to tools you’re already using. The episode wraps with a practical challenge to get you started this week.

[Read more…]

The Knowledge Your Team Has That Nobody’s Using

You’ve been in this meeting before. Engineering is three months into detailed design when someone from manufacturing finally sees the concept and says, “We tried this two years ago. Here’s why it failed.”

The knowledge existed, but it didn’t have a path into the conversation when it actually mattered. We often treat this as a “people problem” or a failure of a database, but it can actually be a structural problem: when you engage for this information in product development. After all, it’s significantly cheaper to change a piece of paper during concept development than it is to retool a production line later.

In this episode, I share the results of an experiment I ran using AI agents to test two different development approaches across three distinct products: a solar service design, a medical device, and a field harvester. The results were clear: the traditional approach produces “answers,” but the structured concept development approach produces clarity.

[Read more…]

The ROI of Engineering Motivation with Cassie Leonard (A Chat with Cross-Functional Experts)

What if the career move that looks wrong on paper is actually the right call — and there’s an equation to prove it?

In this episode, Dianna talks with Cassie Leonard — aerospace engineer, executive coach, and two-time bestselling author of STEM Moms and Beyond the Pipeline — about why the traditional “linear pipeline” model of engineering careers is failing both people and the products they build.

Cassie introduces an ROI-style equation rooted in expectancy-value theory that explains why engineers make the career moves they do. And how leaders can use the same framework to retain talent, recognize top performers, and build more empathetic cross-functional teams.

This interview is part of our series, “A Chat with Cross Functional Experts”. Our focus is speaking with people that are typically part of a cross-functional team within engineering projects.

About Cassie

Cassie Leonard is an engineer, two-time bestselling author, and dedicated working parent with 19 years of experience in technical leadership and executive coaching. Through her company, ELMM (Engineers, Leaders, Moms, and Mentors), she helps working parents and allies in STEMM grow fearlessly, connect wholeheartedly, and design careers that actually work.

Aerospace is at her roots. With degrees from UCLA and the University of Sheffield, she spent 16 years climbing the corporate ladder from entry-level analyst to Senior Aircraft Integration Leader. Today, she pairs that technical grit with mom skills to help clients reverse-engineer their own version of success.

As Editor and Lead Author of Beyond the Pipeline: Redefining Value, Success, and the Future of Women in STEMM — Together, Cassie collaborated with women and allies worldwide to create an insightful, practical, and action-oriented exploration of today’s technical workplaces. Beyond the Pipeline has been an international bestseller since its launch in August 2025. Her first book, STEM Moms: Design, Build, and Test to Create the Work-Life of Your Dreams, launched her into this global conversation with stories and
solutions for solving the partial differential equations of life as a mother in a male-dominated industry.

Learn more at ELMMcoaching.com

What Cassie and Dianna Talk About

She shares how a simple ROI framework, rooted in decades of research, can explain the career moves that look surprising from the outside. And how leaders who understand it stop losing their best people to decisions that could have gone differently.

You’ll walk away with:

• A six-factor equation for evaluating career decisions — and how to apply it to your team, not just yourself
• A new way to think about retention that goes beyond compensation and titles
• One conversation starter you can use in your next 1-on-1 to uncover misalignment before it becomes an attrition risk

This isn’t about forcing engineers into a five-year plan. It’s about understanding what actually drives the people on your team so you can build the kind of environment where great engineers choose to stay and do their best work.
[Read more…]

The Quiet System: Why Your Lessons Learned Aren’t Sticking

It’s incredibly frustrating when your team faces the same exact problems over and over again. You spend months untangling a complex project issue, only to discover someone two cubicles down solved the exact same thing three years ago.

This continuous cycle of rediscovery isn’t happening because your team is careless. It’s happening because most organizational systems are accidentally built to be reactive and protective—focusing on stopping the bleeding rather than preventing the next injury.

[Read more…]

Shannon Cummings on Why Marketing Should Be in the Room Before the First Prototype (A Chat with Cross-Functional Experts)

You’ve probably been there: a team of brilliant engineers, a clear roadmap, and months of work, only to launch a product that no one uses. The customer needs were never fully understood. Marketing showed up too late. The “why” got lost in the “how.”

This isn’t a failure of talent. It’s a failure of process. And more often than not, it’s because marketing (so often seen as a “support” function) wasn’t part of the conversation until it was too late.

In this episode, Dianna Deeney speaks with Shannon Cummings, a seasoned product and marketing strategist who’s spent his career bridging the gap between Marketing, Product, and Engineering. He’s launched life-changing medical devices, cut development time in half, and done it all by bringing marketing into the room before the first prototype.

This interview is part of our series, “A Chat with Cross Functional Experts”. Our focus is speaking with people that are typically part of a cross-functional team within engineering projects.

About Shannon

Shannon Cummings is a seasoned product and marketing strategist who helps organizations bring clarity to complex markets and build products that truly resonate with customers. He’s known for bridging the gap between Marketing, Product, and Engineering: translating customer insight into actionable product direction and strengthening cross‑functional alignment.

What Shannon and Dianna Talk About

Shannon doesn’t just talk about alignment. He lives it. He shares how early customer insight, shared processes, and intentional collaboration aren’t just “nice to have”. Instead, they’re essential for building products that matter.

You’ll walk away with:

• A clear framework for involving marketing early in product development
• Real-world examples of how cross-functional teams achieve breakthrough results
• One actionable step you can take today to reduce misalignment and build better products, faster

This isn’t about adding more meetings. It’s about building smarter teams, where everyone speaks the same language, and everyone is working toward the same goal.

[Read more…]

Stop Being a Witness to Decisions That You Should be Helping to Shape

You’ve been there. You walk into a design review, a planning session, or a phase gate meeting. You’re ready to contribute, to challenge, to solve. But within minutes, you realize: the decision was already made. The room is a stage, the discussion a script, and you’re just an audience member.

This isn’t just frustrating. It’s a sign of a deeper systemic issue.

In this episode, Dianna shares a powerful personal story from attending a state-level congressional hearing that mirrored the exact same dynamic she’s seen in product development: a performance, not a process. She reveals why these “formal” meetings often fail, not because of bad people, but because of broken incentives and poor timing.

The real solution? Influence doesn’t happen in the meeting. It happens before it. By shifting your focus to early, intentional conversations with cross-functional teams, you can stop being a witness and start shaping the outcome. This isn’t about being louder. It’s about being earlier for upstream influence in product development.

Learn how to build credibility, surface risks, and align on problems before solutions are locked in. The result? Less rework, better decisions, and teams that actually move forward together.

[Read more…]

Karli Auble THRIVEs: Positive Psychology Meets Engineering Rigor (A Chat with Cross-Functional Experts)

In our latest episode of our interview series, “A Chat with Cross-Functional Experts,” we delve into the human aspect of engineering with Karli Auble. Karli is a leader from the defense industry whose unique perspective integrates systems engineering with positive psychology.

With a decade of experience under her belt, Karli introduces us to her THRIVE Framework, a holistic approach for engineers to balance technical and human elements effectively.

About Karli

Karli Auble is an Engineering Leader in the defense industry who has over a decade of experience leading high-pressure teams. She is also a Speaker, Author, and Coach. With her combination master’s in systems engineering and positive psychology, she created THRIVE: a six‑pillar framework whose name stands for Thoughts, Habits, Relationships, Instincts, Values, and Environments. Karli contributed a chapter to the book Beyond the Pipeline, where she shares how engineers can embed THRIVE into their everyday lives.

What makes Karli’s perspective especially valuable for you (whether you lead a design team, drive R&D strategy, or advise high‑tech organizations) is that she translates human behavior into more reliable engineering design.

Karli’s Insights

1. Engineering with Human Error Codes in Mind: Karli emphasizes the need for engineers to recognize the ‘error codes’ in their own bodies, akin to the ones in technical systems. By paying attention to physical responses like stress or anxiety in high-pressure meetings, engineers can mitigate burnout and enhance decision-making.

2. Instincts and Environments: Two pillars of the THRIVE Framework discussed extensively by Karli are Instincts and Environments. She shares personal anecdotes and practical tools like ‘box breathing’ to manage stress and avoid ‘fight or flight’ responses during critical moments.

3. Improving Communication and Coordination: Karli touches on the necessity of fine-tuning communication, whether addressing team dynamics or engaging in conflict resolution. She shares strategies such as meeting follow-ups and environment adjustments (both physical and virtual) to foster healthier interactions.

Karli Auble’s approach, which seamlessly blends positive psychology with engineering principles, provides a refreshing perspective for professionals seeking sustainable success. By addressing both the tangible and intangible aspects of work, engineers can not only solve technical problems but thrive personally and professionally.
[Read more…]

Constraints Unlock Creativity: Why Frameworks Beat Blank Slates in Product Concept Design

Too many product teams spend months chasing ideas that feel safe, generic, or simply “meh.” They brainstorm with no direction, leaving a blank canvas that overwhelms participants. Or they wait until a prototype is already built, causing “fixedness” where people can’t unsee the existing design. The result? Stagnant concepts, wasted time, and missed market opportunities.

In this episode, Dianna shows how the right frameworks act like a drum‑less track for a drummer: they provide structure, genre cues, and sections to focus on, yet leave the creative freedom to craft something new.

By applying the Goldilocks principle (neither too little nor too much guardrails) and using the Concept Space Model (inputs, process, outputs), teams can hit the sweet spot after business approval but before detailed design to generate high‑impact ideas that are both feasible and market‑loving.

You’ll walk away with a clear method to set up constrained‑creative sessions, concrete examples of how to map customer experiences into design inputs, and actionable steps to run your own framework‑driven brainstorming without it feeling like another status meeting.

[Read more…]

Cut Through the Design Fog

[Read more…]

The Design Fog is Derailing Your Project

[Read more…]

Expected Value Makes Uncertainty Manageable

[Read more…]

Define Kill Criteria to Avoid Zombie Projects

[Read more…]