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The all-in-one platform to power your Barbershop Operations
The Role
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 more than 30,000 barbers across 5,000+ shops in more than a thousand cities worldwide. 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
As a Sales Representative, you will be responsible for owning the full sales cycle, prospecting, qualifying, and nurturing new leads, developing relationships with barbers, running product demonstrations, negotiating and closing business. You’ll connect with prospects across multiple channels-phone, email, social media, and events - building authentic relationships and positioning our product as a must-have solution for shop owners. You’ll lead product demonstrations, understand customer pain points, and confidently guide prospects from first conversation through contract signature. This role is perfect for someone who brings energy, resilience, and a love of winning - and who’s excited to sharpen their sales craft in a fast-paced startup environment.
Our Austin office is a high-energy, collaborative environment where winning together is part of the culture. From team celebrations and friendly competition to daily collaboration and support, the Austin team brings enthusiasm, drive, and personality to everything they do. It’s a place where motivated sales professionals thrive, learn fast, and genuinely enjoy coming to work.
This position reports to the Sales Manager and is based in-office in Austin, TX. We are onboarding a new class of Sales Representatives starting March 2, 2026.
JOB DUTIES AND RESPONSIBILITIES
- Build and manage a healthy pipeline by prospecting barbershop owners through outbound calls, email, social media, referrals, and events.
- Own the full sales cycle: prospecting, qualifying, product demonstrations, negotiation, and close.
- Deliver engaging product demos that highlight key features, real customer outcomes, and business impact.
- Develop a strong understanding of each prospect’s business, challenges, and goals to tailor messaging and solutions.
- Maintain accurate records of calls, emails, and deal activity in Salesforce.
- Partner closely with Sales and Onboarding teams to ensure smooth customer onboarding and successful ramp-up.
- Identify decision-makers, manage follow-ups, and work to shorten the sales cycle.
- Represent the company at trade shows and industry events as needed.
- Uphold standard pricing, contract terms, and invoicing schedules while navigating approvals for exceptions.
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
- 1+ years of customer service experience.
- Experience in outbound prospecting, inside sales, or a similar customer-facing role at a startup preferred but not required.
- You’re hungry, competitive, and thrive on hitting goals - you’re a hunter.
- Comfortable managing a high volume of outbound activity and handling rejection constructively.
- Curiosity and eagerness to learn the barbershop industry and our product inside and out.
- Strong organization and time-management skills to juggle multiple deals at once.
- Must be willing and able to work in-office in East Austin area Mon-Fri.
- Availability to start on March 2, 2026.
WHAT WE OFFER
- Base salary ($45,000+) + Variable Comp ($45,000+ at 100% attainment, uncapped).
- New hire stock grant.
- 100% employer-paid medical/dental/vision insurance for you and your dependents.
- 401K plan with company contribution.
- Generous PTO and Parental Leave policies.
- Recognition for top performers, including a President’s Club trip each year and quarterly Sales Quota Club trips.
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 [email protected] 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.
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The Company
What We Do
SQUIRE is the world’s leading and fastest-growing software technology platform for barbershops, a hundred-billion-dollar global industry. We provide a one-stop solution that helps small business entrepreneurs run and grow their businesses.
SQUIRE is also the premiere booking engine that connects people with great barbers nationwide. We make it easy to discover and book the best barbers wherever you are, in just a few taps.
With headquarters in New York and a presence in major cities in the United States, U.K. and Canada, SQUIRE is the market leader in technology solutions for the barbershop industry.
SQUIRE is a Series D company and has raised over $165M to date.
For more information, please visit getSquire.com or download the SQUIRE app from the App or Play Store.
Why Work With Us
We're not just another start-up; we're a community of innovators, drivers, and achievers driven by our mission - to elevate, celebrate and empower the barbering community.
Check out our Culture Book to learn more - https://handbooks.getsquire.com/recruiting.
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