Rachel Robert

Director of Software Engineering

HealthEquity

Oct 2025 - Current (9 months)

Director, Development

Insurity

Mar 2023 - Oct 2025 (2 years 8 months)

• Drive business process enhancements and optimize system functionality using industry-leading change management practices. • Strategically develop and implement workforce plans that attract, onboard, and retain exceptional talent. • Define and communicate departmental strategy, aligning team goals with organizational priorities, and fostering goal-oriented execution. • Oversee program management by reporting on financial performance, KPIs, and organizational initiatives to senior leaders, managers and team members. • Serve as an Executive Sponsor, cultivating trusted partnerships with clients to ensure their long-term success.

Senior Manager, Development

Insurity

Mar 2020 - Mar 2023 (3 years 1 month)

• Led, coached, and inspired globally distributed, high-performing teams to deliver innovative solutions by emphasizing the “why” behind the “how.” • Strengthened cross-functional collaboration and communication to streamline the SDLC and meet organizational goals. • Fostered a culture rooted in strategic alignment, guiding principles, and company core values. • Championed organizational change by introducing and adopting forward-thinking policies and processes. • Balanced leadership with technical expertise as a hands-on full-stack contributor, ensuring the seamless delivery of team objectives. • Earned certification as a SAFe 5 Agilist & Practitioner to enhance Agile methodology proficiency.

Lead Developer

Insurity

Jan 2018 - Mar 2020 (2 years 3 months)

• Delivered end-to-end development for complex SaaS solutions using full-stack expertise in C#, ASP.NET MVC, WebAPI/REST, and T-SQL. • Collaborated closely with analysts, testers, and developers to design and implement client-focused features for policy, claims, and billing systems. • Optimized SDLC efficiency by conducting peer code reviews and providing technical mentorship and training to team members. • Diagnosed and resolved intricate application issues with accuracy and speed, acting as a key escalation point for technical queries. • Promoted Agile principles in iterative development cycles, achieving seamless feature delivery and client satisfaction.

Developer

Tropics Software

Jun 2016 - Jan 2018 (1 year 8 months)

• Designed, developed, and maintained features for enterprise insurance solutions, leveraging expertise in software development lifecycle management. • Delivered high-quality solutions by collaborating with cross-functional teams to align technology implementations with business objectives.

Manager, Production

Tropics an Insurity Company

Jul 2014 - Jun 2016 (2 years)

• Directed Agile development processes, ensuring quality requirements were implemented, validated, and delivered on time. • Acted as a central figure in the software development lifecycle, coordinating between development, QA, and stakeholders to meet organizational goals. • Led business analysis efforts, managing a team to define and document comprehensive requirements for software features and system design. • Fostered collaboration between business and technical teams to align solutions with business objectives, while mentoring team members in best practices.

Senior Business Analyst

Tropics an Insurity Company

Oct 2012 - Jul 2014 (1 year 10 months)

• Defined end-to-end system requirements for complex software enhancements, driving alignment with organizational objectives. • Configured, implemented, and provided end-user training for customized client software solutions. • Developed database solutions using Oracle PL/SQL and Microsoft SQL Server, while designing Crystal Reports/SSRS and analyzing conversion data.

Business Analyst

Tropics an Insurity Company

May 2010 - Oct 2012 (2 years 6 months)

• Collaborated with stakeholders to define requirements and deliver system enhancements that aligned with business needs.

Deployment Specialist

Tropics an Insurity Company

Jul 2009 - May 2010 (11 months)

• Facilitated the seamless deployment of software solutions through effective planning and execution.

Account Executive

Konica Minolta Business Solutions

Apr 2008 - Jul 2009 (1 year 4 months)

• Analyzed client workflows to recommend and implement network-integrated systems that improved efficiency and productivity. • Exceeded sales quotas, earning recognition for advanced computer and networking expertise. • Utilized Oracle-based CRM systems to manage client relationships and sales pipelines.

B

Computer Consultant to Senior Citizen Residents

Bay Village of Sarasota

Oct 2007 - Dec 2019 (12 years 3 months)

• Specialized in assisting senior citizens with troubleshooting and maintaining personal computers, offering tailored support to meet individual needs. • Delivered hands-on instruction, repair, and maintenance for both Windows and macOS systems, as well as PC and Apple hardware. • Provided expert consultation on network connectivity and ensured seamless integration of software and hardware solutions.

C

Health Insurance Field Representative

Cornerstone America

Aug 2007 - Mar 2008 (8 months)

• Held Florida 2-15 Health & Life (Including Annuities & Variable Contracts) Agent License. • Consulted with clients to design customized health and life insurance plans, balancing their needs and budgets. • Achieved “Top Gun Award” for exceptional performance during a 13-week sales competition.

C

Sales Consultant for Verizon Wireless, Alltel Wireless, and Cingular Wireless

Cellular Phone Sales

May 2004 - Jul 2007 (3 years 3 months)

• Delivered outstanding customer service in a fast-paced retail environment, addressing technical issues and offering tailored solutions.

Department Supervisor

Best Buy

Sep 2000 - May 2004 (3 years 9 months)

• Managed teams of 5-20 employees, coaching and mentoring to achieve sales and customer service goals. • Oversaw operations across multiple departments, ensuring seamless coordination to meet customer expectations.

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