Sales Enablement Lead, Weebly

  • New York, NY
  • Full-time

Company Description

Weebly was acquired by Square in May 2018. Founded in 2007, Weebly is a complete platform that allows anyone to start and grow an online business with curated website templates, powerful e-commerce and integrated marketing. More than 40 million entrepreneurs around the world use Weebly to grow their customer base, fuel sales and market their idea. Designed for any entrepreneur who wants to reach a global audience, Weebly gives everyone the freedom to create a high ­quality site and store that works brilliantly across any device. Weebly offers a range of pricing options, including free and premium consumer plans, as well as enterprise offerings and is consistently the highest rated website building mobile app in the App Store and Google Play.

Job Description

As the Weebly Sales Enablement Lead, you will be responsible for setting and executing the key strategic deliverables for Weeblys Ecommerce product suite across key Square divisions (such as Square Account Management team, Square Sales team, etc). This leader will align directly with Sales Leadership, Sales Training leads, and the Weebly Ecommerce Team to formalize ongoing sales training, professional development programs, and overall effectiveness for multiple teams under the sales organization. You will drive key initiatives to ensure managers and reps are achieving individual and team goals while ensuring Weebly/Square has a holistic approach to educating, promoting and consulting Square sellers on Weeblys Ecommerce features and the value proposition for our Sellers.

You will:

  • Partner closely with Sales Leadership, Account Management and Enterprise sales organizations to create a holistic approach to Weebly Ecommerce product sales training.

  • Ability to dive deep into the ecommerce product to gain a comprehensive understanding of its core features, integration within the Square ecosystem, and future roadmap deliverables.

  • Operate independently to design collateral (docs, decks, white papers and 1-pagers) that are well written and well designed.

  • Sit in on a Seller meetings, interviews, or calls to help give insight into the product capabilities.

  • Establish a continuous education program to update new and existing team members on new feature launches or additional integrations with the Square ecosystem.

  • Ability to operate with little oversight, not dependent on consultants for content and comfortable rolling up his/her sleeves to achieve internal goals or deliverables.



  • Lead with Vision and Purpose: Communicate a compelling and inspired vision and sense of common purpose. Invest time to look beyond whats possible today. Sets clear milestones and holds people (and self) accountable to deliver.

  • Execute Effectively: Successful track record of planning and execution. Takes responsibility for assigned tasks and projects. Sets clear goals, monitors process, progress, and results. Designs feedback processes into work to always stay on track.

  • Work Effectively with Senior Leaders: Can build relationships, sell and deal comfortably with executives. Can craft approaches that are perceived as positive and successful.

  • Are a fantastic public speaker. Inspirational and motivational in the classroom: comfortable delivering trainings, speaking engagements, hosting events, and managing a classroom filled with diverse background and unique content

  • Have 5+ years sales enablement experience, preferably with a successful track record of launching a sales enablement program from the ground up.

  • Have a Bachelor's degree

Additional Information

At Square, our purpose is to empower – within and outside of our walls. In order to build the best tools for the businesses and customers we support all over the world, we have to start at home with a workforce as diverse and empowered as our sellers. To this end, we take great care to evaluate all employees and job applicants equally, based on merit, competence, and qualifications. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law. We encourage candidates from all backgrounds to apply and always consider qualified applicants with arrest and conviction records, in accordance with the San Francisco Fair Chance Ordinance. Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us by sending an email to assistance(at) We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible.