Billy Masterson
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Billy Masterson Email & Phone Number

IT Portfolio Management | Scrum Master | Agile | Financial Analysis
Location: Louisville Metropolitan Area, United States 4 work roles 1 school
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Role
IT Portfolio Management | Scrum Master | Agile | Financial Analysis
Location
Louisville Metropolitan Area, United States

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Billy Masterson is listed as IT Portfolio Management | Scrum Master | Agile | Financial Analysis based in Louisville Metropolitan Area, United States. AeroLeads shows a matched LinkedIn profile for Billy Masterson.

Billy Masterson previously worked as Lead IT Portfolio Manager at Humana and Senior Technology Leadership Professional at Humana. Billy Masterson holds Bachelor’S Degree, General Studies from Indiana University Southeast.

Profile bio

About Billy Masterson

Recognized for optimizing multimillion-dollar portfolios, implementing transformative financial reporting tools, and guiding agile teams to favorable outcomes. Adept at streamlining processes, meeting budget targets, and coaching high-performing teams. Make strategic decisions, fostering cross-functional collaboration, and delivering exceptional results in dynamic and fast-paced environments.Available to discuss new opportunities in the Louisville Metropolitan area or virtual (remote), please contact me at mastersonbilly@gmail.com

4 roles · 14 years

Billy Masterson work experience

A career timeline built from the work history available for this profile.

Lead It Portfolio Manager

Louisville, Kentucky, United States

• Achieved projected spend targets and reduced underspend by 25% by managing portfolio of $14.7M.• Transformed financial reporting tools for member Wellness platform, ensuring precise tracking of actuals and projected spend across 14 development teams.• Developed and maintained Excel-based financial roster system for Agile Release Train staffing, managing costs for ~800 team members across 11 Release Trains and 50+ development teams.• Provided financial guidance to IT leadership, enabling confident decision-making on organizational priorities and team composition.• Progressed business objectives through Lean Portfolio Management process by coordinating with business sponsors and subject matter experts.

Jan 2023 - Jan 2024

Senior Technology Leadership Professional

Louisville, Kentucky, United States

• Managed annual budget of ~$3.5M across IT area, meeting financial targets each year.• Provided oversight for all facets of IT team’s finances, including project budget forecasts, estimation, team staffing / rosters and allocating / balancing team budgets.• Mentored two associates as they transitioned into roles as Scrum Masters in the Humana Specialty Insurance segment, guiding teams on Humana's first fully functional SAFe Agile Release Train.• Facilitated weekly meetings with Scrum Masters on budget alignment, reviewing new project funding, workload and staffing analysis.• Reduced cycle time by 20% in 2021 by tracking OKR’s for project cycle time and advised teams on improvement opportunities.

Jul 2021 - Jan 2023

Scrum Master

Louisville, Kentucky Area

• Budgeted ~$1M across average of 40 projects annually.• Served as subject matter expert and single point of contact for software releases requiring Vice President approval during Humana’s annual Medicare open enrollment period.• Achieved a 100% change approval rate each year through clear and concise documentation and communication in approval meetings with Director and VP level leadership.• Implemented Azure DevOps backlog management tool and trained development team and business users on functionality.• Guided teams through staffing restructure due to significant budget reductions.

Jul 2015 - Jul 2021

Technology Business Analyst

Louisville, Ky

• Served as Analyst and Technical Product Owner, performing complete overhaul of Humana’s consumer facing Medicare Advantage sales tools.• Prioritized work items for sprint planning, including facilitating backlog grooming sessions and writing technical user stories.• Executed project management tasks, including development impacts, change requests, project estimation, and status reporting.• Provided Product Owners and testing teams with demos of completed story work at end of each sprint

2013 - Jul 2015
1 education record

Billy Masterson education

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What is Billy Masterson's role at their current company?

Billy Masterson is listed as IT Portfolio Management | Scrum Master | Agile | Financial Analysis.

Where is Billy Masterson based?

Billy Masterson is based in Louisville Metropolitan Area, United States.

What companies has Billy Masterson worked for?

Billy Masterson has worked for Humana.

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What schools did Billy Masterson attend?

Billy Masterson holds Bachelor’S Degree, General Studies from Indiana University Southeast.

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