Squire

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

• 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.

• 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.

• 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.

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.

• 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