Job Description
WHO WE ARE 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 4,000+ 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 getsquire.com or download the SQUIRE app from the App or Play Store.
SUMMARY The Sales Trainer will be responsible for overseeing, developing, and managing the onboarding and ongoing training program for our Sales team at SQUIRE. 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, Revenue Operations, and Sales Leadership to enable the team to perform at its best potential and capacity.
The person who will succeed in this role can work independently, is a problem solver, and is 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.
REPORTS TO Director, GTM Enablement
LOCATION Austin, TX - Hybrid (minimum 3 days a week in office, but will need to be in office 5 days a week during NHO and needs to be on-site for any training with the ATX-based team)
JOB DUTIES AND RESPONSIBILITIES - Revise, optimize, and lead onboarding for Sales new hires, including building out decks, creating engaging activities, and facilitating all sessions
- Partner with the Strategy & Insights team and Sales Leadership to identify skill or knowledge gaps and create cohort-based training & coaching programs that close those gaps
- Track sales performance across the field and work to turn C players into B players and B players into A players using real-time coaching, ride-alongs, and deal support on the sales floor
- Create enablement packages for ongoing training reinforcement that include multiple learning modes (live, eLearning, reference documentation, reinforcement guides) and use Highspot to surface that content in the flow of work
- Conduct call reviews regularly to monitor for skill & knowledge gaps
- 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.
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REQUIREMENTS AND QUALIFICATIONS - 1+ years of experience in a Sales Enablement or Training role, working directly with quota-carrying teams OR 2+ years of experience in an Inside Sales or SDR role with heavy cold calling and self-prospecting
- Familiarity with Sales playbooks, cold call scripts, cadence tools, and other structures that support high-velocity sales motionsFamiliarity with Salesloft, Salesforce, Chili Piper, and Highspot preferred
- Ability to multi-task and operate under pressure, delivering high-quality work on tight timelines and pivoting as needed
- Expert communicator who can gather buy-in from key stakeholders and drive change with the Sales team
- Fast learner with a growth mindset who believes feedback is a gift and gives and receives it in that spirit
- Ability to be in office minimum 3 days a week and up to 5 days a week when the business requires it (this requirement is not flexible, and ideal candidates for this role must thrive in a sales floor environment)
- Fluency in Spanish is a plus but not required
WHAT WE OFFER - Base Salary ($80K - $90K) + VC ($30K - $40K) for an OTE of $120K
- New hire stock grant
- 100% employer paid medical, dental, and vision insurance for you and your dependents
- 401K plan with company contribution
- Generous PTO and Parental Leave policies
Interview Accommodations SQUIRE is committed to working with and providing reasonable assistance to individuals with physical and mental disabilities. If you are an individual with a disability requiring an accommodation to apply for an open position, please email your request to and someone on our team will respond to your request.
EEO Provision 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.
Pay Transparency Nondiscrimination Provision SQUIRE will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor's legal duty to furnish information.
E-Verify Participation SQUIRE participates in E-Verify. Learn more about E-verify here.
Job Tags
For contractors, Local area, Remote job, Flexible hours, 3 days per week,