Sales Enablement, Weebly

  • San Francisco, CA
  • 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 strategic roadmap for Weebly’s Ecommerce product suite across key Square divisions (such as Square Customer Support, Square Account Management, Sales, 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 Weebly’s Ecommerce features and the value proposition for our Sellers.

You will:

  • Partner closely with Sales Leadership, Account Management and Customer Support organizations to create a holistic approach to Weebly Ecommerce product training and Square integration.

  • Ability to dive deep into the product to gain a comprehensive understanding of a complex product & integration.

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

  • Sit in on a customer or partner pitch to help give insight into the product capabilities.

  • Establish a continuous education program that ensures we are delivering regular Weebly Ecommerce training for new employees joining the Account Management, Sales, Customer Support, and Business Development teams. In addition, your continuous education program would also keep existing team members up to date on new feature launches or additional integrations with the Square ecosystem with a set of products and services that are improving on a weekly basis.

  • Work closely with partners and product marketing teams to strategically deliver product training, assets, and collateral during product releases and updates.

  • 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.


You have:

  • Leads with Vision and Purpose: Communicates a compelling and inspired vision and sense of common purpose. Invests time to look beyond what’s possible today. Sets clear milestones and holds people (and self) accountable to deliver

  • Executes Effectively: Successful track record of planning and execution. Clearly assigns responsibility for tasks and decisions. Delegates well. Sets clear goals and measure, monitors process, progress, and results. Designs feedback processes into work to always stay on track.

  • Works Effectively with Senior Leaders: Can build relationships, sell and deal comfortably with executives. Can craft approaches that are perceived as positive and successful. Knows how to deliver to build credibility

  • 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

  • 4 + year sales experience and/or sales effectiveness experience, preferably with a successful track record of managing people and/or project teams.

  • Bachelor's degree required

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.