Bringing

Beauty

To life

Image of designs

I’m a lead Product Designer with over a decade of experience shaping complex systems into human-centered experiences. My work lives at the intersection of AI, systems design, and service design to build trust and human abundance.

Contact me

Projects

Image of designs
Image of designs

2024 - 2025

Redesigned Square’s disputes dashboard to build trust

Image of designs

Led the end-to-end redesign of Square’s disputes dashboard and disputes tracker across web and mobile. Improved seller response rates, reduced support calls, and brought the experience into alignment with the broader Square ecosystem. Designed for urgency, trust, and clarity—across 8 global markets and high-stakes seller moments.

Coming soon

Image of designs

2024 - 2025

Built design system for flagging payment risk

Image of designs

Designed an ecosystem-wide system that flags risky and disputed payments across every Square payment product, powered by ML-driven signals. Sellers receive clear context and one-click actions to protect transactions, to reduce fraud and disputes.

Coming soon

Image of designs

2023 - 2025

Personalized insights & recommendations

Image of designs

Partnering closely with ML and data-science teams, I designed a platform that generated tailored fraud and dispute insights and recommended actions for Square sellers to protect their business with Squares guidance. The result: fewer disputes, less operational lift for account managers and support, and sellers who feel proactively protected by Square.

Coming soon

Image of designs

2023 - 2025

Cash App community micro loans concept

Image of designs

A week long Hack Week concept connecting Cash App and Square to enable entrepreneurs raise micro loans from friends and family. Inspired by Ugandan savings circles, the project shows how informal lending can spark businesses.

Coming soon

Image of designs

2023 - 2024

Partnered with small sellers through their first dispute

Image of designs

I led research to understand micro sellers and designed clear, empathetic experience. Through targeted experiments, we reduced churn, built trust, and showed leadership the outsized impact of investing in first-dispute support for the smallest sellers on Square’s platform.

Coming soon

Image of designs

2021 - 2024

Compassionate debt repayment system for sellers growth and retention

Image of designs

Partnered with product, engineering, and MLDS to design tailored repayment plans that fit different business cash flow needs. This shifted Square’s strategic approach from rigid collections to supportive, flexible repayment options—reducing churn, easing stress, and helping more sellers fully repay while strengthening long-term trust and loyalty.

Coming soon

Image of designs

2022 - 2024

AI native knowledge graph for product builders

Image of designs

Founding designer for a AI startup building the core source of truth for product managers, designers and engineers.

Coming soon

Image of designs

2021

Designed a global marketing launch tool for Netflix

Image of designs

I designed an internal tool that streamlined and unified global marketing campaign planning across films, series, and specials aligning billboards, trailers, interviews, and digital assets. The platform enabled focus spend on key titles and drive more cohesive, high-impact launches, by visualizing cadences and consolidating workflows across multiple teams resulting in higher engagement per marketing dollar spent.

Coming soon

Image of designs

2021

Defined agency design sprint practice

Image of designs

As the product design lead at the Underbelly agency, I worked with all the product designers to refine our design sprint process for new projects and startups.

Coming soon

Image of designs

2020 - 2021

Designed dashboard to drive company wide digital transformation

Image of designs

Designed a suite of dashboards for tech leaders to see how their engineers were mastering tech stacks to aligned their teams skills towards their digital transformation goals. By making team capabilities visible and actionable, the dashboard enabled smarter coaching, stronger alignment with strategy for companies using Pluralsight. This platform drove adoption, retention, and enterprise growth for Pluralsight.

Coming soon

Image of designs

2019 - 2020

Pluralsight learner onboarding & engagement

Image of designs

I led the design of Pluralsight’s learner onboarding and engagement ecosystem, combining goal-setting, gamification, and personalized recommendations to sustain motivation. Through research with engineers, we identified what kept them learning even when challenged, then embedded streak tracking, badging, and progress communications into the experience. These features drove higher learner engagement and retention, delivering stronger value for both learners and enterprise customers.

Coming soon

Image of designs

2019 - 2020

Unified communications platform for Pluralsight

Image of designs

I designed Pluralsight’s unified communications platform, collaborating with a machine learning engineer for 20+ product teams. The system powered in-app notifications, emails, and texts—personalized for learners, leaders, and content creators. By standardizing delivery and adding engagement feedback loops, we improved user engagement and gave teams data to refine their communications.

Coming soon

Image of designs

2017 - 2018

Beautiful investigation through natural language processing

Image of designs

My human computer interaction masters thesis project: Eve is a FigJam plug-in that auto-colors feedback as sticky notes by theme, sentiment, or emotion, surfacing human insights through dynamic color gradients.

Coming soon

Rebecca Lynn Bossart-Pavek

Rebecca Lynn Bossart-Pavek

Image of designs

I’m a lead Product Designer with over a decade of experience shaping complex systems into human-centered experiences. My work lives at the intersection of AI, systems design, and service design to build trust and human abundance.

Contact me

Projects

Image of designs
Image of designs

2024 - 2025

AI . UX . User validation . UI . Visual

Redesigned Square’s disputes dashboard to build trust

Image of designs

Led the end-to-end redesign of Square’s disputes dashboard and disputes tracker across web and mobile. Improved seller response rates, reduced support calls, and brought the experience into alignment with the broader Square ecosystem. Designed for urgency, trust, and clarity—across 8 global markets and high-stakes seller moments.

Coming soon

Image of designs

2024 - 2025

AI . Design SystemS . Strategy

Built design system for flagging payment risk

Image of designs

Designed an ecosystem-wide system that flags risky and disputed payments across every Square payment product, powered by ML-driven signals. Sellers receive clear context and one-click actions to protect transactions, to reduce fraud and disputes.

Coming soon

Image of designs

2023 - 2025

Ai . Strategy . UX . User validation

Personalized insights & recommendations

Image of designs

Partnering closely with ML and data-science teams, I designed a platform that generated tailored fraud and dispute insights and recommended actions for Square sellers to protect their business with Squares guidance. The result: fewer disputes, less operational lift for account managers and support, and sellers who feel proactively protected by Square.

Coming soon

Image of designs

2025

AI . Strategy . UX

Cash App community micro loans concept

Image of designs

A week long Hack Week concept connecting Cash App and Square to enable entrepreneurs raise micro loans from friends and family. Inspired by Ugandan savings circles, the project shows how informal lending can spark businesses.

Coming soon

Image of designs

2023 - 2024

ReSearch . Service Design . UX . validation

Partnered with small sellers through their first dispute

Image of designs

I led research to understand micro sellers and designed clear, empathetic experience. Through targeted experiments, we reduced churn, built trust, and showed leadership the outsized impact of investing in first-dispute support for the smallest sellers on Square’s platform.

Coming soon

Image of designs

2021 - 2024

AI . ReSearch . Service Design . Strategy

Compassionate debt repayment system for sellers growth and retention

Image of designs

Partnered with product, engineering, and MLDS to design tailored repayment plans that fit different business cash flow needs. This shifted Square’s strategic approach from rigid collections to supportive, flexible repayment options—reducing churn, easing stress, and helping more sellers fully repay while strengthening long-term trust and loyalty.

Coming soon

Image of designs

2022 - 2024

AI . Design SystemS . Strategy . UX . UI

AI native knowledge graph for product builders

Image of designs

Founding designer for a AI startup building the core source of truth for product managers, designers and engineers.

Coming soon

Image of designs

2021

UX . User validation . UI . Visual

Designed a global marketing launch tool for Netflix

Image of designs

I designed an internal tool that streamlined and unified global marketing campaign planning across films, series, and specials aligning billboards, trailers, interviews, and digital assets. The platform enabled focus spend on key titles and drive more cohesive, high-impact launches, by visualizing cadences and consolidating workflows across multiple teams resulting in higher engagement per marketing dollar spent.

Coming soon

Image of designs

2021

Experience Strategy . Leadership

Defined agency design sprint practice

Image of designs

As the product design lead at the Underbelly agency, I worked with all the product designers to refine our design sprint process for new projects and startups.

Coming soon

Image of designs

2020 - 2021

Ai . Experience Strategy . Visual . UI

Designed dashboard to drive company wide digital transformation

Image of designs

Designed a suite of dashboards for tech leaders to see how their engineers were mastering tech stacks to aligned their teams skills towards their digital transformation goals. By making team capabilities visible and actionable, the dashboard enabled smarter coaching, stronger alignment with strategy for companies using Pluralsight. This platform drove adoption, retention, and enterprise growth for Pluralsight.

Coming soon

Image of designs

2019 - 2020

Design SystemS . ReSearch . UX . UI

Pluralsight learner onboarding & engagement

Image of designs

I led the design of Pluralsight’s learner onboarding and engagement ecosystem, combining goal-setting, gamification, and personalized recommendations to sustain motivation. Through research with engineers, we identified what kept them learning even when challenged, then embedded streak tracking, badging, and progress communications into the experience. These features drove higher learner engagement and retention, delivering stronger value for both learners and enterprise customers.

Coming soon

Image of designs

2019 - 2020

Ai . Design SystemS . Experience Strategy

Unified communications platform for Pluralsight

Image of designs

I designed Pluralsight’s unified communications platform, collaborating with a machine learning engineer for 20+ product teams. The system powered in-app notifications, emails, and texts—personalized for learners, leaders, and content creators. By standardizing delivery and adding engagement feedback loops, we improved user engagement and gave teams data to refine their communications.

Coming soon

Image of designs

2017 - 2018

Ai . Experience Strategy . UX . UI

Beautiful investigation through natural language processing

Image of designs

My human computer interaction masters thesis project: Eve is a FigJam plug-in that auto-colors feedback as sticky notes by theme, sentiment, or emotion, surfacing human insights through dynamic color gradients.

Coming soon

Rebecca Lynn Bossart-Pavek

Rebecca Lynn Bossart-Pavek

Image of designs

I’m a lead Product Designer with over a decade of experience shaping complex systems into human-centered experiences. My work lives at the intersection of AI, systems design, and service design to build trust and human abundance.

Contact me

Projects

Image of designs
Image of designs
Image of designs

2024 - 2025

AI . UX . User validation . UI . Visual

Redesigned Square’s disputes dashboard to build trust

Led the end-to-end redesign of Square’s disputes dashboard and disputes tracker across web and mobile. Improved seller response rates, reduced support calls, and brought the experience into alignment with the broader Square ecosystem. Designed for urgency, trust, and clarity—across 8 global markets and high-stakes seller moments.

Coming soon

Image of designs

2024 - 2025

AI . Design SystemS . Strategy

Built design system for flagging payment risk

Designed an ecosystem-wide system that flags risky and disputed payments across every Square payment product, powered by ML-driven signals. Sellers receive clear context and one-click actions to protect transactions, to reduce fraud and disputes.

Coming soon

Image of designs
Image of designs
Image of designs

2023 - 2025

Ai . Strategy . UX . User validation

Personalized insights & recommendations

Partnering closely with ML and data-science teams, I designed a platform that generated tailored fraud and dispute insights and recommended actions for Square sellers to protect their business with Squares guidance. The result: fewer disputes, less operational lift for account managers and support, and sellers who feel proactively protected by Square.

Coming soon

Image of designs

2025

AI . Strategy . UX

Cash App community micro loans concept

A week long Hack Week concept connecting Cash App and Square to enable entrepreneurs raise micro loans from friends and family. Inspired by Ugandan savings circles, the project shows how informal lending can spark businesses.

Coming soon

Image of designs
Image of designs
Image of designs

2023 - 2024

ReSearch . Service Design . UX

Partnered with small sellers through their first dispute

I led research to understand micro sellers and designed clear, empathetic experience. Through targeted experiments, we reduced churn, built trust, and showed leadership the outsized impact of investing in first-dispute support for the smallest sellers on Square’s platform.

Coming soon

Image of designs

2021 - 2024

AI . Service Design . Strategy

Compassionate debt repayment system for sellers growth and retention

Partnered with product, engineering, and MLDS to design tailored repayment plans that fit different business cash flow needs. This shifted Square’s strategic approach from rigid collections to supportive, flexible repayment options—reducing churn, easing stress, and helping more sellers fully repay while strengthening long-term trust and loyalty.

Coming soon

Image of designs
Image of designs
Image of designs

2022 - 2024

AI . Design SystemS . Strategy . UX

AI native knowledge graph for product builders

Founding designer for a AI startup building the core source of truth for product managers, designers and engineers.

Coming soon

Image of designs

2021

UX . User validation . UI . Visual

Designed a global marketing launch tool for Netflix

I designed an internal tool that streamlined and unified global marketing campaign planning across films, series, and specials aligning billboards, trailers, interviews, and digital assets. The platform enabled focus spend on key titles and drive more cohesive, high-impact launches, by visualizing cadences and consolidating workflows across multiple teams resulting in higher engagement per marketing dollar spent.

Coming soon

Image of designs
Image of designs
Image of designs

2021

Experience Strategy . Leadership

Defined agency design sprint practice

As the product design lead at the Underbelly agency, I worked with all the product designers to refine our design sprint process for new projects and startups.

Coming soon

Image of designs

2020-2021

Ai . Experience Strategy . Visual . UI

Designed dashboard to drive company wide digital transformation

Designed a suite of dashboards for tech leaders to see how their engineers were mastering tech stacks to aligned their teams skills towards their digital transformation goals. By making team capabilities visible and actionable, the dashboard enabled smarter coaching, stronger alignment with strategy for companies using Pluralsight. This platform drove adoption, retention, and enterprise growth for Pluralsight.

Coming soon

Image of designs
Image of designs
Image of designs

2019 - 2020

Design SystemS . ReSearch . UX

Pluralsight learner onboarding & engagement

I led the design of Pluralsight’s learner onboarding and engagement ecosystem, combining goal-setting, gamification, and personalized recommendations to sustain motivation. Through research with engineers, we identified what kept them learning even when challenged, then embedded streak tracking, badging, and progress communications into the experience. These features drove higher learner engagement and retention, delivering stronger value for both learners and enterprise customers.

Coming soon

Image of designs

2019 - 2020

Ai . Design SystemS . Strategy

Unified communications platform for Pluralsight

I designed Pluralsight’s unified communications platform, collaborating with a machine learning engineer for 20+ product teams. The system powered in-app notifications, emails, and texts—personalized for learners, leaders, and content creators. By standardizing delivery and adding engagement feedback loops, we improved user engagement and gave teams data to refine their communications.

Coming soon

Image of designs
Image of designs
Image of designs

2017 - 2018

Ai . Experience Strategy . UX . UI

Beautiful investigation through natural language processing

My human computer interaction masters thesis project: Eve is a FigJam plug-in that auto-colors feedback as sticky notes by theme, sentiment, or emotion, surfacing human insights through dynamic color gradients.

Coming soon

Rebecca Lynn Bossart-Pavek

Rebecca Lynn Bossart-Pavek

Image of designs

I’m a lead Product Designer with over a decade of experience shaping complex systems into human-centered experiences. My work lives at the intersection of AI, systems design, and service design to build trust and human abundance.

Contact me

Projects

Image of designs
Image of designs
Image of designs

2024 - 2025

AI . UX . User validation . UI . Visual

Redesigned Square’s disputes dashboard to build trust

Led the end-to-end redesign of Square’s disputes dashboard and disputes tracker across web and mobile. Improved seller response rates, reduced support calls, and brought the experience into alignment with the broader Square ecosystem. Designed for urgency, trust, and clarity—across 8 global markets and high-stakes seller moments.

Coming soon

Image of designs

2024 - 2025

AI . Design SystemS . Strategy

Built design system for flagging payment risk

Designed an ecosystem-wide system that flags risky and disputed payments across every Square payment product, powered by ML-driven signals. Sellers receive clear context and one-click actions to protect transactions, to reduce fraud and disputes.

Coming soon

Image of designs
Image of designs
Image of designs

2023 - 2025

Ai . Strategy . UX . User validation

Personalized insights & recommendations

Partnering closely with ML and data-science teams, I designed a platform that generated tailored fraud and dispute insights and recommended actions for Square sellers to protect their business with Squares guidance. The result: fewer disputes, less operational lift for account managers and support, and sellers who feel proactively protected by Square.

Coming soon

Image of designs

2025

AI . Strategy . UX

Cash App community micro loans concept

A week long Hack Week concept connecting Cash App and Square to enable entrepreneurs raise micro loans from friends and family. Inspired by Ugandan savings circles, the project shows how informal lending can spark businesses.

Coming soon

Image of designs
Image of designs
Image of designs

2023 - 2024

ReSearch . Service Design . UX

Partnered with small sellers through their first dispute

I led research to understand micro sellers and designed clear, empathetic experience. Through targeted experiments, we reduced churn, built trust, and showed leadership the outsized impact of investing in first-dispute support for the smallest sellers on Square’s platform.

Coming soon

Image of designs

2021 - 2024

AI . Service Design . Strategy

Compassionate debt repayment system for sellers growth and retention

Partnered with product, engineering, and MLDS to design tailored repayment plans that fit different business cash flow needs. This shifted Square’s strategic approach from rigid collections to supportive, flexible repayment options—reducing churn, easing stress, and helping more sellers fully repay while strengthening long-term trust and loyalty.

Coming soon

Image of designs
Image of designs
Image of designs

2022 - 2024

AI . Design SystemS . Strategy . UX

AI native knowledge graph for product builders

Founding designer for a AI startup building the core source of truth for product managers, designers and engineers.

Coming soon

Image of designs

2021

UX . User validation . UI . Visual

Designed a global marketing launch tool for Netflix

I designed an internal tool that streamlined and unified global marketing campaign planning across films, series, and specials aligning billboards, trailers, interviews, and digital assets. The platform enabled focus spend on key titles and drive more cohesive, high-impact launches, by visualizing cadences and consolidating workflows across multiple teams resulting in higher engagement per marketing dollar spent.

Coming soon

Image of designs
Image of designs
Image of designs

2021

Experience Strategy . Leadership

Defined agency design sprint practice

As the product design lead at the Underbelly agency, I worked with all the product designers to refine our design sprint process for new projects and startups.

Coming soon

Image of designs

2019 - 2020

Ai . Experience Strategy . Visual . UI

Designed dashboard to drive company wide digital transformation

Designed a suite of dashboards for tech leaders to see how their engineers were mastering tech stacks to aligned their teams skills towards their digital transformation goals. By making team capabilities visible and actionable, the dashboard enabled smarter coaching, stronger alignment with strategy for companies using Pluralsight. This platform drove adoption, retention, and enterprise growth for Pluralsight.

Coming soon

Image of designs
Image of designs
Image of designs

2019 - 2020

Design SystemS . ReSearch . UX

Pluralsight learner onboarding & engagement

I led the design of Pluralsight’s learner onboarding and engagement ecosystem, combining goal-setting, gamification, and personalized recommendations to sustain motivation. Through research with engineers, we identified what kept them learning even when challenged, then embedded streak tracking, badging, and progress communications into the experience. These features drove higher learner engagement and retention, delivering stronger value for both learners and enterprise customers.

Coming soon

Image of designs

2019 - 2020

Ai . Design SystemS . Strategy

Unified communications platform for Pluralsight

I designed Pluralsight’s unified communications platform, collaborating with a machine learning engineer for 20+ product teams. The system powered in-app notifications, emails, and texts—personalized for learners, leaders, and content creators. By standardizing delivery and adding engagement feedback loops, we improved user engagement and gave teams data to refine their communications.

Coming soon

Image of designs
Image of designs
Image of designs

2017-2018

Ai . Experience Strategy . UX . UI

Beautiful investigation through natural language processing

My human computer interaction masters thesis project: Eve is a FigJam plug-in that auto-colors feedback as sticky notes by theme, sentiment, or emotion, surfacing human insights through dynamic color gradients.

Coming soon

Rebecca Lynn Bossart-Pavek

Rebecca Lynn Bossart-Pavek