Inside Sales Representative

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  or download the SQUIRE app from the App or Play Store.

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.

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
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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.

• 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.

• 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.

• Base salary ($45,000+) + Variable Comp ($45,000+ at 100% attainment, uncapped).
• New hire stock grant.
• 100% employer‑paid…