Hi! I'm
Jose Maestas
Product Leader. Creator.
Change Agent.
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Leadership is an art
Product Executive with 25+ years leading enterprise product management, design, UX strategy, and digital innovation across AI, SaaS, eCommerce, enterprise platforms, IoT, and mobile ecosystems.
Proven record of building and scaling high-performing design organizations, transforming design maturity, and aligning product design with business strategy to drive measurable growth.
Experienced partner to C-suite leadership, product, and engineering teams delivering large-scale digital transformation and 0-1 customer-centered digital product experiences.
Product Leadership Impact
100K+
Scaled and led product teams supporting enterprise platforms with more than 100,000 active users.
$74M/yr
Led product strategy and go-to-market execution for 2-hour delivery feature on time and on budget, generating $74M in incremental annual revenue.
+65%
Owned product roadmap for AI-powered Field Service Management platform that reduced technician time-on-task by 65%.
-35%
Defined product roadmaps and OKRs across 4+ enterprise platform teams, reducing design/development cycles by 35% and accelerating time-to-market for major feature releases.
- Product Roadmap Ownership
- Backlog Prioritization
- Sprint Planning
- Release Management
- Go-to-Market Strategy
- User Stories
- Product Discovery & Strategy
- Voice of Customer (VOC)
- User Research
- Customer Journey Mapping
- Data-Driven Decision Making
- ROI Evaluation
- Business Case Modeling
- Cross-Functional Team Leadership
- Stakeholder Management
- Digital Transformation
- Agile
- AI Workflow Design
- AI Experience Architecture
- Claude • Gemini • ChatGPT
A multi-disciplinary design leader with 25+ years of experience
Always advocating for the right balance of form and function, because neither can exist without the other.
Transforms Complexity Into Clarity and Team Alignment.
"Jose is the rare kind of leader who makes everyone around him better — his team, his stakeholders, and the organizations he serves. As a Senior Digital leader, Jose brought a relentlessly customer-first mindset to everything he touched. He had an exceptional ability to take complex, ambiguous digital transformation initiatives and drive them forward with clarity and conviction — translating customer insight into product decisions that moved the business. What set Jose apart was his gift for people. He built trust across stakeholder groups that don't always agree, created alignment where others saw gridlock, and consistently kept the focus on outcomes over politics. He was equally invested in his team — the kind of leader who showed up for them, developed them, and made sure their voices were heard.
The results spoke for themselves: major transformation efforts, delivered with both strategic rigor and a human touch. Any organization would be fortunate to have Jose at the table. He doesn't just lead — he elevates."
Calm Leadership. Consistently Exceptional Product Delivery.
"Jose was a key leader on our digital product team and consistently delivered high-quality products for both internal and external users. He brought a strong focus on UI/UX and ensured the solutions we built were thoughtful, intuitive, and effective.
Beyond his technical and product leadership, Jose stood out for his professionalism and collaborative approach. He is even-keeled, balanced in his thinking, and a great partner across teams."
Strategic Thinker Who Builds Trust and Momentum.
"Jose has that rare combination of strategic thinking and operational rigor. He brings deep curiosity to understanding customer needs, translating those insights into thoughtful product direction, and rallying teams to deliver meaningful outcomes. What stood out most when we worked together was his ability to lead with both clarity and empathy. He built trust quickly and created momentum around shared goals.
Just as importantly, Jose is genuinely a joy to work with. Any organization looking for a thoughtful product leader who can balance vision, execution, and team leadership would gain an exceptional partner who makes every team he joins better."
Customer-Obsessed Leader Driving Real Business Impact.
"Jose is an exceptional product leader and brings a customer-obsessed mindset along with a relentless focus to help drive meaningful business outcomes. He is an outstanding partner to the engineering teams and played a key role in delivering on some of the major transformative initiatives for Progress Residential, including the implementation of a new field service management platform that modernized maintenance operations, as well as a procure-to-pay solution that streamlined core business processes."
Turns Vision Into Results Through Strong Leadership.
"I had the pleasure of working with Jose on some of the company’s most high-impact initiatives, and he consistently proved himself to be an exceptional product leader. Jose is a master at translating product vision into clear, executable strategy, and then rally teams around it. He aligns stakeholders, creates momentum, and ensures that ideas don’t just stay conceptual but are delivered with real results.
What truly sets Jose apart is his leadership style. He leads with empathy, builds trust quickly, and creates an environment where teams feel both supported and accountable. This balance drives high performance without sacrificing culture. Any organization would benefit from Jose’s ability to lead people, execute strategy, and deliver meaningful outcomes."
Case Studies

Industry-leading beauty retail experience
2-Hour Delivery

Simplifying a complex workflow with intuitive UX
Wound Care App

Leveraging UX research to reduce customer support friction
Error Code Lookup

Driving efficiencies through UX
Service Operations Transformation

A smarter way to track agency performance
Clinical Agency Dashboard

Putting power back into the hands of our customers
HVAC Proposal Builder
Have an opportunity in mind?
Let’s connect over coffee or have a quick virtual chat.
