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Hello, I’m Dave.

Product Management leader with 20+ years scaling SaaS and API platforms from 0 to $100M+ ARR

✅  0-to-1 Product Development at 8+ Startups

✅  Experience at both B2B and B2C companies

✅  Technical expertise with API/Developer Products

✅  Artificial Intelligence(AI) product mastery

Business

I excel at understanding complex pricing models, market dynamics, and competitive positioning. I combine strategic market analysis with practical execution to identify opportunities and drive sustainable growth.

Data

I leverage data to inform product strategy and validate decisions, emphasizing continuous discovery practices and iterative refinement based on real user feedback and performance indicators.

Technical

I work closely with development teams through structured weekly planning sessions, ensuring alignment between vision and technical feasibility while maintaining strong team relationships and delivery momentum.

User Experience

I bring UX sensibility to product management strategy. This enables me to champion user-centered thinking while balancing business and technical inputs to create products that are both powerful and easy to use.

My Expertise

🚀  Product Road Mapping 

📊  Market Analysis

👥  Team Management 

🌱  Product Led Growth (PLG)

🧠  Product Vision 

🔬  Customer Research 

🔨  Individual Contributor 

⚡  Agile Software Development

🔎  Design Discovery

💼  GTM Business Strategy 

💡  Data-Driven Decisions

💯  OKR and KPI Planning

Product Roadmap Development

I excel at defining product vision and roadmaps that align cross-functional teams with business objectives and drive measurable revenue. At Yesware, I transformed a flat-growth business by devising a new strategy with customers, then championed “Prospecting” functionality from zero to one—creating a differentiating data enrichment model that bypassed competitors. At Vendasta, I identified a play to increase our TAM 2x without changing team deliverables or diluting the core business. I balance strategic planning with agile execution, using customer research, market analysis, and data to inform decisions while maintaining flexibility to iterate quickly. My roadmaps don’t just outline features; they tell a story about where the product is going and why it matters to the business.

Product Roadmap
Data Driven Decisions

Data-Driven Decisions

We embed data analytics at every stage of the product lifecycle, establishing clear success metrics (e.g. API adoption rates, time-to-first-value, enterprise retention, etc.) before we make any major decision. We work with engineering to build dashboards that surface leading indicators so we can course-correct quickly, running continuous A/B tests on critical flows and analyzing cohort behavior to understand what drives engagement. At Yesware, this approach helped us identify a 40% drop-off in our onboarding flow; we redesigned based on the data and reduced drop-off by 60%. The best product decisions combine hard metrics with customer empathy—data tells you what is happening, but you need users to understand why and determine the right intervention.

Cross-Functional Team Leadership

I’ve built and led cross-functional teams of 50+ people across product, design, engineering, sales, and customer success. I’ve worked with teams operating across multiple time zones and continents. My approach is to establish clear product vision and strategy while empowering teams to execute with autonomy—I align stakeholders early through regular syncs with engineering on technical feasibility, design on user experience, and go-to-market teams on customer needs and competitive positioning. At Vendasta, I facilitated weekly cross-functional standups that cut our product-to-market cycle time by 25% by surfacing blockers early and ensuring everyone understood their role in the roadmap. I’ve learned that great products come from great collaboration, so I invest heavily in building trust across departments, translating technical constraints for business stakeholders and business objectives for technical teams, ensuring everyone feels heard and aligned on what success looks like.

Cross-Functional Team Leadership
Technical Fluency

Technical Fluency Working with Engineers

I’ve spent 20+ years earning credibility with engineering teams by actually understanding what they’re building. I’ve learned that we need to push for clarity at all times. I understand tech stacks—from API design patterns to distributed systems to the kind of database decisions that come back to haunt you. Engineers don’t need to translate for me. I can review docs, weigh in on technical trade-offs, and ship products that work at scale because I understand both the code and the customer. I am a Product Manager who bridges the gap without slowing anyone on the team down.

Agile Methodologies

I’ve led Agile product development using Scrum as a framework to ship fast and iterate based on real user feedback. I’ve run two-week and six-week sprints with clear acceptance criteria, daily standups to unblock the team, and retrospectives to continuously improve our process. The key is balancing velocity with quality—I work with engineering to break down complex features into shippable increments so we’re delivering value every sprint, not waiting months for a big-bang release. I work to adapt Agile principles to fit the team and product context rather than following dogma—sometimes that means longer sprints for infrastructure work, sometimes it’s Kanban for support-driven priorities. What matters is maintaining a steady cadence of shipping, learning, and improving.

Agile Methodologies

Product Lifecycle Management

The best products aren’t born perfect—they’re discovered through disciplined iteration. In the 0-to-1 phase, I focus on shipping early and often to replace assumptions with real-world feedback. This “Ship, Learn, Repeat” approach means getting a minimal viable product into users’ hands quickly, extracting meaningful insights from how they actually use it (not how we think they will), and rapidly incorporating those learnings into the next iteration. It’s about building momentum through validated learning rather than pursuing perfection in isolation. Whether launching a new API capability, developer tool, or enterprise platform, this philosophy has helped me build products that solve real problems and scale effectively from zero to substantial ARR.

Enterprise Experience

Building for enterprise customers requires balancing speed with precision. I’ve spent years working with customers like Yelp, Twitter, and Autodesk, understanding that enterprise products demand more than just features—they require robust APIs, comprehensive security controls, seamless integrations, and the operational rigor to support mission-critical workflows at scale. Success comes from progressive rollouts, deep customer partnerships, and iterating within the constraints of SLAs, compliance requirements, and multi-quarter roadmaps. I’ve helped scale B2B platforms to $100M+ ARR by understanding that enterprise success is built on trust through reliability while maintaining the agility to evolve with customer needs.

Enterprise Product Experience

Builds Product & Design Teams from Scratch

I’ve built product and design functions from the ground up multiple times, turning empty org charts into high-performing teams that ship products customers love. Success comes down to the fundamentals: hiring people who care about outcomes over outputs, establishing the right rituals and frameworks, and creating genuine collaboration. The hardest part isn’t actually the hiring—it’s building the culture and processes that let talented people do their best work.

Recommendations

Dave came on board to help us rebuild our Product and Design organization. He quickly rose to the challenge and facilitated added strong team members onto our existing embedded engineering teams. He was a trusted member of our exec team who seamlessly fit in with our GTM leadership and strategy. His ability to get the team shipping quickly was key to us achieving our financial objectives.

Joel StevensonCEO

Dave is curious and thoughtful in his execution and is excellent at functioning within a hybrid design and product management role. He seeks continuous improvement in the product, moves quickly, creates high-fidelity mockups, listens to feedback from internal and external customers, then factors in any technical strengths and/or limitations for the next iteration. He always seeks to understand the company’s objectives and aligns his product processes toward the common mission.

Chris HarrisonCEO

Dave is a thoughtful and resourceful product leader. He and I worked together closely for two years coordinating the product and engineering teams at Yesware. In that time, he was a trusted resource for long range project planning as well as more tactical decisions.

Dave embodies the Agile principles of building a minimally viable product and iteratively improving on it through user feedback. His design background really shows through in his approach to product - knowing when a fully-polished UI/UX is needed and when it's better to get something simpler in the hands of customers. He excels at competitor research, and can define and defend product roadmaps.

Mark KostickVP of Engineering

Dave and I were members of the executive team collaborating on a frequent basis. I was consistently impressed with Dave's ability to balance the needs of the customer & the business. Dave is a strong product leader, who builds a strong customer-centric team. Dave's a natural coach, mentoring new teammates. He has the ability to see big picture, but also roll up his sleeves and get into weeds with his team. Dave is a strong people manager who cares and advocates for his team.

As a product leader, Dave is great at building the why and thinking through the customer use case. Dave is able to identify what is needed to go to market and then build upon that based on customer and internal feedback. Dave is a strong collaborator and worked well with our Success, Sales, and Support divisions. He understands the customer and the impact that the product has on the user.

Jackie WilliamsVP of Customer Success

Dave was the VP of Product while I was the VP of Sales & Marketing at Yesware. We worked very closely together for 2+ years. Dave excels at synthesizing the firehose of product feedback from sales and customer success into a cohesive product roadmap that meets clients needs and established a vision prospective customers believe in. He was able to systematically advance our product from quarter to quarter, while giving sales and marketing space to provide feedback throughout the development cycle. It was a pleasure working with Dave and he became a good friend of mine over the years.

Ian AdamsVP of Sales and Marketing

I had the incredible opportunity to work with Dave Stadler at Yesware, where he brought me on board as a Senior Product Manager. From the start, Dave exemplified what it means to be a servant leader in every sense of the word. Empowering his team and happily rolling up his sleeves to get the job done no matter what. He has this unique leadership style that combines freedom and direction in just the right balance, encouraging the team to pursue our ideas with confidence.

Dave’s exceptional listening skills and his role as a steadfast advocate for his team truly set him apart. He strove to make everyone feel heard and valued, fostering an environment where all voices contribute to the evolution of our product. He has a keen product sense honed by his decades of startup experience; Dave intuitively knows how to navigate the complex product landscape, ensuring we maintained agility and got to market swiftly to learn and adapt. Dave’s curiosity and eagerness to learn are infectious, making him not just an exceptional leader but also a constant source of inspiration.

What impressed me most about Dave, though, is his genuine respect for everyone, regardless of their role or level within the company. He treats each person with kindness and dignity, creating a culture of mutual respect and collaboration that drove our team forward.

To anyone fortunate enough to work with Dave in the future, you’re in for a rewarding journey. Dave doesn’t just lead teams; he builds communities of passionate, innovative thinkers who feel empowered to be the best versions of themselves.

Paul CarolloSenior Product Manager

I had the pleasure of working alongside Dave as the lead designer for numerous complex projects. His approachable demeanor and openness to ideas make him incredibly easy to collaborate with. He possesses a real skill for creating a supportive and inclusive atmosphere where everyone's contributions are heard.

Dave was an invaluable leader to our team, particularly during times of uncertainty. He has a remarkable ability to provide solidarity and guidance, instilling confidence and motivation even in the face of challenges. His decisive actions and clear communication were instrumental in navigating through some tough situations.

Overall, Dave's combination of exceptional communication, collaboration, and leadership skills make him an invaluable asset to any team. It has been a privilege to work alongside him, and I wholeheartedly recommend him for any role where these qualities are valued.

Loni SiegersLead Designer

Blog Posts:

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