Sales Enablement Specialist

Hybrid Full TimeAustin, TX, United States (Remote)SQUIRE

SQUIRE is the leading business management system designed for the needs of barbers, shop owners, and their communities. We believe the pursuit of artistry and autonomy should not be restricted by the complexities of running a business. With SQUIRE, we provide custom-branded tools, resources, and guidance to help barbers of all stages and experience levels attract and retain more customers, efficiently manage their shop operations, and increase their revenue.

Founded in 2015, SQUIRE is trusted by barbers in 3,000+ shops in more than a thousand cities around the globe. From streamlined booking and opening new shops to real-time earning dashboards and building lasting customer relationships, SQUIRE supports shop owners in seamlessly bridging the gap between their personal craft and business goals. SQUIRE enables barbers everywhere to unlock their full potential both as artists and as entrepreneurs.

For more information, please visit or download the SQUIRE app from the App or Play Store.


The Sales Enablement Specialist will be responsible for overseeing, developing, and managing the onboarding and ongoing training program for our growing Sales team at SQUIRE, across the U.S., Canada, and the UK. These programs will include both virtual instructor-led and live instructor-led training, as well as eLearning, video, coaching guides, and other enablement assets. This role will work closely with the GTM Enablement team, GTM Operations, Product Marketing and Sales Leadership to identify areas of opportunity to build out content and training that will enable the team to perform at its best potential and capacity.

The person that will succeed in this role is independent, a problem solver, and a great collaborator. This position is a fit for anyone that loves the challenge of training sales teams across a variety of skill levels, and pushing everyone to be the best versions of themselves.


Director, GTM Enablement


Austin, TX – Hybrid (in-office minimum 2 days a week)

Job Duties And Responsibilities

  • Build out and lead onboarding for Sales new hires
  • Assign and manage completion of all onboarding training assignments
  • Partner with Enablement and Sales leadership to identify continuous learning opportunities and change management needs for our Sales team and to drive alignment across the field
  • Conduct end to end training and enablement for continuous development tracks while actively tracking team activity and achievement
  • Create enablement packages that include multiple learning modes (live, eLearning, reference documentation, reinforcement guides) and use available tools to surface that content in the flow of work
  • Leverage data and insights to best inform on training and curriculum development, as well as develop content and materials needed to help our sellers sellSupport the sales team’s ability to effectively engage with prospects at customer events
  • Provide additional coaching and feedback as needed for reps at all stages of the sales cycle, in partnership with our sales managers

The duties and responsibilities outlined above are not a comprehensive list and additional tasks may be assigned from time to time based on business needs.

Requirements And Qualifications

  • 2+ years of experience in a training or coaching role (ideally with a revenue enablement team but not required)
  • Familiarity with GTM playbooks, developing sales cadences, and/or running GTM experiments by leveraging data
  • Familiarity with Salesloft, Salesforce and LMS platforms
  • Ability to multi-task and operate under pressure
  • Expert communicator who can foster change when needed
  • Fast learner with a growth mindset who loves to continue to improve
  • Ability to be in office minimum 2 days a week

SQUIRE provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Tagged as:

  • This position has been filled

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