Senior Manager, B2B Leadership Development

    • Boston, MA

Senior Manager, B2B Training Innovation (Leadership/Management/Coaching/Industry Best Practices)

Wayfair is seeking a dynamic leader with advanced experience in sales management and training techniques for a fast-paced B2B environment. This person will be responsible for creating strategy and managing a team small team; tasked with implementing related tactics for all aspects of Leadership, Management and Coaching training in addition to sourcing and integrating B2B sales best practice into new and existing initiatives. 


This person will report to the Associate Director of B2B Training. They will be expected to quickly develop an understanding of large and small scale B2B initiatives, processes and needs. This person must be comfortable presenting to large audiences of all tenures and levels, and will be expected to devise and optimize solutions that make the most of Wayfair’s resources while integrating relevant external content. We are looking for a clear, effective communicator and relationship builder who is passionate about developing others and effecting change in a large, national sales organization


  • Partner with senior B2B management to build and implement a data driven sales management training strategy that aligns with business objectives and growth projections
  • Lead a team of high performing training managers 
  • Lead creation of a manager development plan starting with new hire onboarding and continuing with advanced skill development
  • Create and execute a strategy to vet and incorporate B2B best practice into Wayfair Professional’s sales engagement, coaching and training methodologies
  • Partner with relevant B2B Insights and Strategy leaders to create and execute a data driven measurement strategy
  • Conduct a best practice analysis and use ongoing findings to develop associated trainings (classroom/e-learning) and certifications
  • Collaborate with Directors & Sr. Managers to onboard new managers
  • Partner with all levels of B2B leadership to promote and grow the B2B Coaching initiative through observations, feedback and sharing of coaching concepts
  • Facilitate trainings
  • Oversee development of Wayfair B2B's leadership development program
  • Vet and attend relevant industry events with an eye towards sales skill and sales enablement best practices
  • Create a culture of positive leadership, coaching, learning and development

Desired Skills & Experience:

  • Proven experience developing and executing coaching initiatives and both leadership & management development programs - preferably in a sales environment
  • 3+ years management experience, preferably in a B2B environment
  • 3+ years as a training facilitator and/or relevant experience in a sales role
  • Demonstrated in-depth knowledge of B2B sales and management techniques
  • Proven ability to develop and conduct in-depth needs assessments with key stakeholders
  • Proven ability to lead teams across multiple sites
  • BA/BS required
  • Proven success building and optimizing sales management solutions
  • Articulate, persuasive communicator across multiple organizational levels
  • Savvy, quick thinking and comfortable in a dynamic, fast-moving environment
  • Goal oriented, entrepreneurial self-starter
  • Ability to analyze data to identify solutions
  • Expertise in Google Suite required
  • Experience with Seismic or other CMS/LMS platforms preferred

About Us

Wayfair is one of the world’s largest online destinations for the home. Whether you work in our global headquarters in Boston or Berlin, or in our warehouses or offices throughout the world, we’re reinventing the way people shop for their homes. Through our commitment to industry-leading technology and creative problem-solving, we are confident that Wayfair will be home to the most rewarding work of your career. If you’re looking for rapid growth, constant learning, and dynamic challenges, then you’ll find that amazing career opportunities are knocking.

No matter who you are, Wayfair is a place you can call home. We’re a community of innovators, risk-takers, and trailblazers who celebrate our differences, and know that our unique perspectives make us stronger, smarter, and well-positioned for success. We value and rely on the collective voices of our employees, customers, community, and suppliers to help guide us as we build a better Wayfair – and world – for all. Every voice, every perspective matters. That’s why we’re proud to be an equal opportunity employer. We do not discriminate on the basis of race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, or genetic information.

Wayfair is a technology leader, reinventing the way people shop for their homes.

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