Senior Program Manager

Gwynnie Bee, New York, NY

Plus Size Clothing Subscription Boxes

About us:
Launched in 2012, Gwynnie Bee offers an unlimited-access clothing subscription service that utilizes innovative technology to transform the lives and wardrobes of women. Fueled by data, we challenge fashion’s status quo with our revolutionary subscription model that allows women to access and experience endless clothing styles without limitations or commitment.
Gwynnie Bee is an owned and operated tenant of CaaStle, a technology platform enabling retailers and brands to offer an unlimited-access clothing subscription service to complement existing business models.
Comprised of offices in New York City, Mountain View, New Delhi, Bangalore, and two distribution centers located in Groveport and Phoenix, at CaaStle you'll discover a data- centric team that thrives on collaboration, camaraderie, and productive feedback.

About the role:

The Senior Program Manager will support several of CaaStle's core business teams.  These teams are distributed across our corporate offices in Mountain View CA, New York NY, and New Delhi & Bangalore India.

The Senior Program Manager will be responsible for owning each team’s Project Program, a set of processes to ensure the prioritization and execution of projects on a continual basis.  They will also serve as resident Process Management expert, leading process architecture and governance. The Senior Program Manager will contribute to & master the standards & processes of the Program Management Office (PMO), including Portfolio, Project, & Process Management.  

What you'll do:

  • Own Project Programs, provide strategic leadership, direction, and process standardization
  • Develop & implement processes & best practices that enhance the functioning of the teams
  • Serve as advisor to teams’ management, providing support and/or ownership on critical initiatives
  • Develop and maintain a deep understanding of all team operations
  • Design & lead training program for new hires across the teams  
  • Mentor and develop project and process management skills within the teams
  • Actively manage an expansive project portfolio and stack ranking process for each team
  • Partner with technology teams across the organization to generate innovative solutions
  • Ensure resource availability and allocation for projects across the teams
  • Assist in the defining of projects, involving all relevant stakeholders and ensuring feasibility
  • Develop detailed project plans to monitor and track progress against individual initiatives
  • Establish regular reporting to update key stakeholders on status, risk, and progress of initiatives
  • Drive on-time delivery of projects, within scope and budget
  • Identify projects at risk, determine actions in collaboration with stakeholders, escalate as needed
  • Assist in the execution management, and retrospecting of projects and significant events
  • Manage changes to scope, schedule, and budget
  • Identify and own the teams’ overall Portfolio, Project, and Process Management KPIs
  • Measure portfolio, project, and process performance using appropriate analysis tools
  • Create and maintain comprehensive project and process documentation
  • Champion PMO best practices, building team culture
  • Collaborate with a diverse, global team of Program Managers
  • Support broader PMO initiatives as needed

We'd love for you to have:

  • Education: Bachelor’s Degree in Engineering, Business, or related technical field
  • Experience: 7+ years of project management, 3+ years of program management
  • Must display strong leadership and innovation
  • Experience leading progressively complex projects involving business & technology teams
  • Understanding of the interdependence between technology, operations and business needs
  • Ability to thrives in ambiguous environments, strong self-starter
  • High comfort level with entrepreneurship; open to change, learning, and self-improvement
  • Excellent relationship building skills
  • Excellent written and verbal communication skills
  • Solid organizational skills and uncompromised attention to detail
  • Moderate to advanced Microsoft Excel skills
  • Familiarity with Project Management tools
  • Flexible thinker, able to learn new approaches and apply them in unanticipated ways
  • Accountable, Tenacious, Team Player, Collaborative, Organized, Analytical
  • Ability to travel: up to 15%

Even if you don’t meet all of these qualifications above, we’d still love to hear from you. Tell us about your unique qualifications in your cover letter.

CaaStle is committed to equality of opportunity in employment. It has been and will continue to be the policy of CaaStle to provide full and equal employment opportunities to all employees and candidates for employment without regard to race, color, religion, national or ethnic origin, veteran status, age, sexual orientation, gender identity, or physical or mental disability. This policy applies to all terms, conditions and privileges of employment, such as those pertaining to training, transfer, promotion, compensation and recreational programs.

About Gwynnie Bee

WELCOME TO GWYNNIE BEE & YOUR NEW CLOSET More than five years ago, a few of us came together on a mission to create an exciting new service that helps women discover, experience, and enjoy great clothing without limitations. We believe that fashion has the ability to transform your sense of self–to make you look stunning and feel just as amazing. When I was a little girl growing up in rural Pennsylvania, my aunt made all of my clothing for me. Every Monday I had a fresh box of clothes for the week. Bright prints, matching separates, trendy styles—you name it, I wore it! They always fit and made me feel confident even as I was changing size. Traditional shopping means considering all the limiting factors—how often you will wear each garment, whether it will match your wardrobe or go out of style, and the stress of finding the right fit when you change a size. We hope to deliver all the great things that fashion has to offer, without all the stress. Welcome to the Gwynnie Bee family. With Love, Christine

Want to learn more about Gwynnie Bee? Visit Gwynnie Bee's website.