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Paul Carpenter
Director
Designer
Manager
Hi. I built my first webpage in 1994, then spent a few decades working to turn a 2-person company into a bigger one. I also took products from vague notions to market leaders. I learned a lot (and still have lots to learn) but am a maker at heart and am eager to share my experiences with a team of great people. I would love the opportunity to help you create innovative and beautiful things that improve lives.
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Paul Carpenter - UX Director, Product Manager, Visual Designer

CloudCME branded portals
Case Study
CloudCME®

The Takeaway: A true 0-1 product, started with nothing but an idea, ended up a market-leading SaaS and got acquired in 2022.

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A SaaS(y) Problem
A Real-World Journey to Better Software
Case Study
TeachIVUS & TeachCTA

The Takeaway: Groundbreaking e-Learning apps that redefined a market, each winning an Adobe MAX Award (beating corporate behemoths like Toyota, Yahoo and TIAA-Cref), and delivered real-world simulation that helped cardiologists save lives.

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TeachIVUS software screenshot
Screenshot of Dashboards
Case Study
SaaS Dashboard Redesign

The Takeaway: Existing dashboard needed extensive new functionality. Paul worked with executive stakeholders to reimagine this critical "first screen" of admin system.

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UX Challenges : Let's Fix It

Every design we encounter offers a learning opportunity. In this ongoing series, I'll examine small details that don't meet my user needs and discuss potential improvements. Designing a SaaS or new software product demands thoughtful consideration of every detail, no matter how minor it may seem. These details collectively shape the overall user experience and can either enhance or impede your audience's interaction. By analyzing such details, I aim to gain insights that I can apply to my own design work.
Design Gallery : Scroll and Click
"Paul is a rare and gifted individual who combines creativity and technical knowledge to produce a wide range of solutions in today’s digital economy... He is versatile and at the same time, adapts to unexpected situations with calmness and wisdom... Paul is also one of those rare individuals who can bridge the gap between developers and technologists, and end-customers... In summary, Paul is a unique and versatile team player who I recommend and hold in the highest regard."
"Paul is a profoundly rare talent that will be working for someone else very soon. Genuinely relational, highly focused, ideally balanced with business acumen and creativity in approaching problems - and solutions to them. In addition to his genial camaraderie, he brings an air of loyalty and commitment that inspire his colleagues."
"[Paul's] contributions have made a lasting impact on our team. [He] has set a high standard for all of us! Working alongside [Paul] has been particularly valuable for me in learning how to better empathize with customers, and I’m grateful for the time we’ve spent collaborating. [Paul's] optimism and encouragement mean a lot, and we will certainly carry forward the spirit of collaboration and care that [he has] fostered here."
"[Paul is] well regarded for [his] intellect, creativity, and positive demeanor. It's clear to me that [Paul was] an incredibly vital component to the success and acquisition of CloudCME... I sense we share a lot of the same values and find similar satisfaction in building great products with small teams of energized, creative individuals... [Paul is] one of the good guys and I'm grateful for the time we had to work together.""

How I Can Help You

Experienced & Effective

I leverage my decades of experience to deliver immediate impact. I integrate seamlessly with design and development teams, effectively managing every project phase: from high-level concepts to wireframing, visual design, development, and stakeholder communication. I quickly adapt to new environments, sharing my expertise while learning about new products and customer needs with minimal downtime. I excel in self-direction, research, plan formulation, and collaboration to achieve project goals efficiently.

Pixels & People

I joined Multiweb Communications as the first employee in 1997 and have spent the past 27 years developing solutions to meet customer needs. In the small company environment, I excelled at crafting designs and code, perfecting visuals, and engaging with stakeholders. I effectively presented concepts to customers and persuaded company leaders to embrace my vision. In my last position as Director of UX and Product Owner in a large company environment, I collaborated with multiple teams to coordinate product development. I thrive in both small and large settings and relish the challenges presented by all aspects of a project.

Design & Development

Over the past three decades, I have delved deeply into both coding and design. Whether creating designs in Photoshop or building responsive and accessible web templates, I adeptly switch contexts between front-end and back-end development. This dual perspective significantly enhances my ability to direct development teams. The agile stories I write and the prototypes I create are informed by my coding experience, ensuring a balanced mix of aesthetics and feasibility. My goal is to maximize development bandwidth by crafting solutions that are both beautiful and achievable.

Student & Teacher

While I bring extensive experience to the table, I readily acknowledge when there are things I don’t know. In a team environment with talented individuals, I actively seek ideas, feedback, and opinions from everyone on the team, filtering these insights through my personal experience to arrive at optimal solutions. A core aspect of my personality is being a lifelong learner, and I believe there is always an opportunity to grow. I value every voice and perspective when collaborating with a quality team.

Technical Skills...

With over 30 years of design and development experience in both small and large company environments, I have worked with an extensive array of technologies, applications, frameworks and hardware. I am confident that with a collaborative and motivating environment I can learn any process or piece of software.
  • Adobe Creative Suite
  • Figma Design & Prototyping
  • Local LLMs and AI Prompt Design
  • JIRA & Azure Agile Process
  • Pendo Data Analytics & NPS
  • HTML / CSS / JS / jQuery / PHP / .NET
  • Graphic Design / Branding
  • Mobile App Development (iOS/Android)
  • eLearning / SCORM
  • GitHub Source Control
  • Payment processing and tokenization
  • API Swagger Management
  • Video Editing & Production
  • Mac/Windows/Network IT

Soft Skills...

Successful design and UX goes beyond pure technology and I have extensive experience in a wide variety of human-focused skills.
  • Development Team Management
  • Customer Communication
  • Webinar & User Group Presenter
  • Design System Development
  • Marketing Material Development
  • Research / Synthesizing Information
  • Documentation / Technical Writing
  • Agile Development Process
  • Customer Focus Group Lead
  • 508C Accessibility Standards
  • Remote worker for 15+ years

Work History - Senior Product Manager

TeamFront: Managing ServiceMonster LLC & Fieldster.io
August 2024 - October 2025
  • Managed two SaaS product teams across companies, ensuring aligned delivery and quality
  • Directed payment system integration, scaling transactions from $0 to $1.5M/month ARR
  • Served as Agile Scrum Master, prioritizing sprints and improving delivery cadence
  • Led integration of 2-way texting in ERP and mobile apps to boost engagement
  • Ran weekly all-hands and monthly business reviews with senior stakeholders
  • Cut developer backlog 40% and raised team velocity 15% through process improvements
  • Partnered with CX, Sales, and Marketing to align features with revenue goals
  • Oversaw onboarding of the 2nd-largest customer, migrating data and tokenizing 300K+ credit cards

Work History - Director, UX & CloudCME Product Owner

HealthStream Inc.
May 2022 - May 2024
  • Contributed to achieving Annual New Order Value goal in a single quarter
  • Spearheaded project to rewrite 25% of the system, resulting in tenfold increase in loading efficiency
  • Increased API adoption by customers 400%
  • Directed the Agile process and 8-person development team
  • Formulated entirely new customer focus group approach, increasing interaction 100%
  • Contributed to 50% reduction in support ticket volume
  • Collaborated with cross-product teams to create design system to enhance consistency across products

Work History - Creative Director

CloudCME
January 2011 - May 2022
  • Managed the UI/UX of the CloudCME SaaS and related marketing sites
  • Collaborated with 70+ hospital and university customers to design and implement custom portals
  • Interfaced with the 6-person development team to improve or build new product features
  • Designed & developed iOS/Android mobile app, increasing user base to 200,000+ installs
  • Assisted with weekly marketing and customer communication
  • Worked with product documentation staff and more

Work History - Lead Designer & Developer

Multiweb Communications
January 1997 - December 2010
  • Founding employee of Multiweb
  • Led design and development of interactive eLearning programs; recognized as the first two-time Adobe MAX Award winner.
  • Created initial concepts, workflows, and UX design for the CloudCME SaaS platform, now a market leader in healthcare education.
  • Designed and developed websites, branding, and marketing materials for corporate clients.
  • Helped guide company pivot into the healthcare technology market, shaping product & brand direction.

Work History - President & Designer

Encarded Playing Card Co.
January 2011 - Present
  • Ongoing, entrepreneurial creative side business
  • Founded S-Corp in 2011
  • Launched with $40,000+ crowdfunding via Kickstarter platform
  • Designed 16 highly sought-after collector decks and sold 35,000+ units
  • Manage the design, marketing, production, fulfillment, customer relations & social media
  • Successfully built a loyal following of thousands of customers worldwide

Notable Highlights

Adobe MAX Awards

Since 2003, thousands of projects have been submitted to Adobe for MAX Award consideration and winners include industry titans like Yahoo, Pepsi, T-Mobile, Nike, NASA, BMW, and eBay. Only three companies have won two awards: Yahoo, Interone Worldwide GmbH and Multiweb Communications. I am honored to have my work with Multiweb be in such impressive company. For both TeachIVUS and TeachCTA I was the primary architect, designer, and programmer.

  • TeachIVUS - 2004 Winner for eLearning Experience - Runner Up: Toyota
  • TeachCTA - 2006 Winner for Training & Collaboration - Runners Up: TIAA-CREF, Honda, Palm

Market-Leading SaaS

As the first employee of Multiweb Communications in 1997, I was an integral part of the development of market-leading SaaS solution CloudCME.

Recently acquired by healthcare software leader HealthStream, CloudCME offers hospitals and universities a complete solution to managing their Continuing Medical Education departments. A complex and very deep app, CloudCME ties together registration and eCommerce, activity catalogues, activity evaluations, physician transcripts, reporting, attendance recording and more into one solution.

From the earliest prototype days in the early 2000's to current redesigns, I have been part of all aspects of the project from branding to screen design to determining feature priority and more. I currently am the product owner of this product at HealthStream.

Mobile App Development

Providing access to commonly used functions while on-the-go was a goal for our CloudCME platform, so I developed an iOS and Android app to give users the ability to interact with the most used subset of functions on their phones.

Using the Cordova open-source framework, I built an app that directly integrates with the backend systems and lets users scan QR codes to record their attendance, view current event calendars and register for activities, complete any outstanding tasks or view their latest medical transcript. The app is currently in use with over 200,000 physicians and nurses and I have handled the entire process: design, programming, build processes and Apple/Google store publishing.

Personal Info & Interests

I currently reside in Sarasota, Florida and am married with two children. I enjoy backpacking, the outdoors, technology of all kinds, playing with cars (particularly EV's these days...), building and making all sorts of things with my 3D printers and laser cutter, collecting fun items like sunglasses/pens/pocket knives, and designing fancy playing cards. I have a lifelong attitude of learning and truly love exploring new topics and having new adventures.


I'd love to discuss your needs, please use the contact button to connect!

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