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Squire

Barbershop operations software with bookings

Account Executive

Account ExecutiveConfirmed live in the last 24 hours
Full-timeAustin, TX, USA

About the Job

Requirements

  • At least 1 year of sales experience with consistent quota attainment in a high-volume, self-sourced role, such as inside or phone sales, sales development or business development representative work, door-to-door sales, canvassing, commission-based retail, or small and medium-sized business field sales.
  • Demonstrated ability to prospect and build a pipeline independently.
  • Ability to manage more than 80 dials per day, navigate objections, and respond constructively to rejection.
  • Motivation by goals, accountability for results, and persistence in advancing opportunities.
  • Curiosity and willingness to develop a strong understanding of the barbershop industry, SQUIRE’s platform, and its customers.
  • Organizational and time-management skills sufficient to manage multiple opportunities at different sales stages.

Responsibilities

  • Own the full sales cycle from initial outreach and qualification through product demonstrations, negotiation, and closing.
  • Build and maintain a healthy pipeline by prospecting barbershop owners through outbound calls, email, social media, referrals, and industry events.
  • Develop an understanding of each prospect’s business, challenges, and goals to tailor the sales approach and recommendations.
  • Identify key decision-makers, manage follow-up activity, and maintain momentum throughout the sales process.
  • Lead 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.
  • Maintain accurate, up-to-date records of outreach, conversations, and deal activity in Salesforce.
  • Partner with Sales and Onboarding teams to support a smooth handoff and successful customer launch.
  • Represent the company at trade shows and industry events as needed.

Desired Qualifications

  • Full-cycle sales experience, including product demonstrations, negotiation, and closing.
  • Demonstrated success in a short sales cycle, closing deals within one day to a few days.
  • Experience selling to owner-operators, small business owners, or small and medium-sized business customers.
  • Phone-based inside sales experience in a high-volume environment.
  • Experience using Salesforce or a similar customer relationship management system.
  • Familiarity with the barbering, beauty, wellness, or vertical software-as-a-service industries.

About the Company

Squire

Barbershop operations software with bookings

Squire is an all-in-one business software platform for barbershops. It combines appointment bookings, payment processing, membership and loyalty program management, and booth rental payments in a single system to streamline shop operations. The platform also provides detailed reports to help barbershops identify their most profitable services and products. A key feature is social media integration, allowing customers to book appointments directly from a barber’s Instagram page, which helps boost sales. Squire generates revenue by charging barbershops a subscription or usage-based fee for access to the platform. The company differentiates itself by focusing exclusively on the barbershop niche, offering an integrated solution tailored to their specific needs and workflows, including social-media-enabled booking. Its goal is to simplify day-to-day operations, increase revenue, and improve customer relationships for barbershops through a centralized, easy-to-use platform.

Company size
201-500
Company stage
Debt Financing
Total funding
$196.8M
Headquarters
New York City, New York
Founded
2015

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