Account Executive

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. \n

ABOUT THE ROLE

As an Account Executive, you’ll own the full sales cycle from prospecting and qualifying new opportunities to leading product demonstrations, negotiating terms, and closing business. You’ll connect with barbers and shop owners across multiple channels, including phone, email, social media, and industry events. By understanding each prospect’s goals and challenges, you’ll build trusted relationships and clearly demonstrate how SQUIRE can support and grow their business. This role is best suited for someone who brings energy, resilience, and a results-oriented mindset. You’re comfortable creating new opportunities, navigating challenges, and continually strengthening your sales skills in a fast-paced, high-growth environment. Reports To: Sales Manager Location: Austin, TX (In-Office, Mon - Fri) Type: Full-Time Start Date: September 1, 2026 YOUR CRAFT (Job Duties & Responsibilities) Own the full sales cycle from initial outreach and qualification through product demonstrations, negotiation, and close. Build and maintain a healthy pipeline by prospecting barbershop owners through outbound calls, email, social media, referrals, and industry events. Develop a strong understanding of each prospect’s business, challenges, and goals to tailor your approach and recommendations. Identify key decision-makers, manage follow-up activity, and maintain momentum throughout the sales process. Lead engaging product demonstrations that connect SQUIRE’s features to customer needs, business outcomes, and measurable value. Follow established pricing, contract, and invoicing terms while navigating approvals for exceptions. Keep accurate and up-to-date records of outreach, conversations, and deal activity in Salesforce. Partner closely with Sales and Onboarding teams to ensure a smooth handoff and successful customer launch. Represent the company at trade shows and industry events as needed. 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. YOUR FOUNDATION (Experience & Skills) 1+ years of sales experience with consistent quota attainment in a high-volume, self-sourced role (such as inside or phone sales, SDR/BDR, door-to-door sales, canvassing, commission-based retail, or SMB field sales). Demonstrated ability to prospect and build your own pipeline. Comfortable managing a high volume of outbound activity, navigating objections, and responding constructively to rejection. Motivated by goals, accountable for results, and persistent in moving opportunities forward. Curious and eager to develop a strong understanding of the barbershop industry, SQUIRE’s platform, and the customers we serve. Strong organizational and time-management skills, with the ability to manage multiple opportunities at different stages of the sales process. EXTRA CUT (Nice to Haves) Full-cycle sales experience, including product demonstrations, negotiation, and closing. Experience selling to owner-operators, small business owners, or SMB customers. Phone-based inside sales experience in a high-volume environment. Experience using Salesforce or a similar CRM. Familiarity with the barbering, beauty, wellness, or vertical SaaS industries. Don’t let this list stop you from applying - If you are interested in the role, we’d love to hear from you!

OUR CULTURE

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.

WHY SQUIRE?

SQUIRE is the #1 platform for barbershops, and the sales team plays a key role in expanding that impact. As an Account Executive, you’ll own your pipeline, manage your book of business, and see your performance reflected directly in your commission. You’ll strengthen your sales craft alongside a motivated team that shares ideas, holds a high bar, and works toward ambitious goals together. With uncapped commission, meaningful ownership of your accounts, and the opportunity to continue building your skills and scope, this is a role where strong performance can open the door to what comes next.

WHAT WE OFFER

Base Salary ($65,000) + 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 \n 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 View email address on click.appcast.io 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.