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Square Sales Jobs (NOW HIRING)

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Territory Account Executive, Boston

Boston, MA · On-site

The Role Square is looking for a Territory Account Executive to join our newly established field sales organization. Our goal is to bring a local experience to our Sellers (aka customers/merchants ...

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Square Sales information

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$16.5K

$56.3K

$118K

How much do square sales jobs pay per year?

As of Aug 10, 2026, the average yearly pay for square sales in the United States is $56,329.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,000.00 and $65,000.00 per year, depending on experience, location, and employer.

What does a Square Sales representative do?

A Square Sales representative is responsible for promoting and selling Square's payment and business solutions to small and medium-sized businesses. They engage potential clients, explain the benefits of Square's products, and help onboard new customers. Their role often involves understanding clients’ needs, providing product demonstrations, and maintaining relationships to ensure customer satisfaction and growth.

What is the difference between Square Sales vs Cash Register Sales?

AspectSquare SalesCash Register Sales
Required CredentialsBasic sales knowledge, POS familiarity, optional Square certificationBasic cash handling skills, POS operation
Work EnvironmentRetail, mobile, online salesRetail stores, restaurants, small businesses
Employer & Industry UsageBusinesses using Square POS systemsBusinesses with traditional cash registers
Common Search & ComparisonYesYes

Square Sales professionals focus on using Square POS systems for sales transactions, often in retail or mobile settings, while Cash Register Sales roles involve operating traditional cash registers in physical stores. Both roles require basic sales and cash handling skills, but Square Sales emphasizes digital payment solutions and mobile sales environments.

Does Square allow remote work?

Square Sales roles often offer remote work options, depending on the position and team needs. Candidates should review the specific job listing for remote work availability and be prepared to use tools like video conferencing and collaboration platforms. Remote work policies can vary by location and role requirements.

What are the key skills and qualifications needed to thrive as a Square Sales representative?

To thrive as a Square Sales Representative, you need strong sales acumen, product knowledge of Square’s offerings, and experience in B2B sales, often supported by a degree in business or a related field. Familiarity with CRM systems like Salesforce, digital payment platforms, and point-of-sale (POS) technologies is typically required. Excellent communication, relationship-building, and problem-solving skills set top performers apart in this role. These abilities are crucial for effectively identifying client needs, closing deals, and fostering long-term customer relationships in a competitive fintech market.

Does Square Sales pay well?

Square Sales representatives typically earn a base salary plus commissions, with total compensation varying based on experience and sales performance. Entry-level positions may start at industry-standard rates, while experienced salespeople can earn higher incomes through performance bonuses. Compensation also depends on the sales environment and regional market conditions.

What does a typical day look like for someone working in Square Sales?

A typical day in Square Sales involves a mix of prospecting new clients, following up with leads, conducting product demonstrations, and collaborating with onboarding and support teams to ensure customer satisfaction. Sales professionals at Square often work in a fast-paced, team-oriented environment, using data-driven tools to identify opportunities and tailor solutions to small and medium-sized businesses. Regular communication with marketing, product, and customer success teams helps align strategies and address client needs efficiently. This collaborative structure supports both individual growth and team success.
More about Square Sales jobs
What cities are hiring for Square Sales jobs? Cities with the most Square Sales job openings:
What states have the most Square Sales jobs? States with the most job openings for Square Sales jobs include:
What job categories do people searching Square Sales jobs look for? The top searched job categories for Square Sales jobs are:
Square Sales jobs near you
Infographic showing various Square Sales job openings in the United States as of August 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 92% In-person, and 8% Remote job distribution, with an average salary of $56,329 per year, or $27.1 per hour.

Ann Taylor Bellevue Square Sales Associate

KnitWell Group

Bellevue, WA • On-site

$15.75 - $21.50/hr

Full-time

Retirement

Re-posted 16 days ago

KnitWell Group rating

7.9

Company rating: 7.9 out of 10

Based on 34 frontline employees who took The Breakroom Quiz

3rd of 104 rated fashion retailers

Job description

About usAnn Taylor embodies and celebrates the spirit, heritage, and confidence of American women leading the lives they love. Since its beginnings, Ann Taylor has been committed to providing women with everything they need to feel inspired and motivated as they navigate their multifaceted lives. Our effortlessly polished styles are thoughtfully designed to go anywhere—from the office to special occasions (and everywhere in between).


 

Discover a culture centered on empowering employees, with access to industry leaders and tools you need to expand your skills and stretch your abilities. We'll meet you at every milestone with opportunities and benefits to make life better in and outside of work (not to mention your closet). Ready to join us?


 

About the role

As a Sales Associate, you are the ultimate brand ambassador. You create authentic connections with customers and guide their shopping journey by offering personalized styling recommendations. You help keep the store looking beautiful by ensuring merchandise is well-organized and in the right place on the sales floor, ready to impress customers. You'll collaborate with your team to create personalized customer experiences and support our always-inviting environment on the sales floor.
 

The impact you can have

In this role, you'll have the opportunity to:

  • Connect with customers and listen to their needs to create personalized customer experiences.

  • Share product knowledge and recommendations to help style the customer.

  • Use brand behaviors and personalized service to drive brand loyalty.

  • Uphold the highest visual and operational standards while keeping the focus on the customer.

  • Use technology to stay informed on company priorities and promotions and provide customers with a seamless omnichannel shopping experience by utilizing available tools.

  • Partner with store leaders to achieve individual goals and daily expectations.

  • Build productive relationships by sharing ideas and being helpful to others.
     

You'll bring to the role

  • Sales Associate or customer-focused experience (preferred)

  • Brings a hospitality mindset when engaging with customers

  • Flexible availability – including evenings, weekends, and holidays

  • Technology proficient and ability to operate a point-of-sale system

  • Takes initiative in making thoughtful decisions
     

Benefits

  • Merchandise discount across our brands: 50% off regular-priced merchandise at Ann Taylor and LOFT, plus you may also be eligible for discounts at other KnitWell Group brands

  • Support for your individual development plus opportunity for growth within our family of brands

  • A culture of giving back – opportunities to support our philanthropic partners that benefit local communities*

  • 401(k)*
     

*Job offers will consider factors such your qualifications, relevant experience, and skills. Eligibility of certain benefits and associate programs is subject to employment type and role, and program requirements.


 

Location:

Store 1139-Bellevue Square-ANN-Bellevue, WA 98004Position Type:Regular/Part timeEqual Employment Opportunity

The Company is committed to hiring and developing the most qualified people at all levels.  It is our policy in all employment decisions to ensure that all associates and potential associates are evaluated on the basis of qualifications and ability without regard to sex (including pregnancy), race, color, national origin, religion, age, disability that can reasonably be accommodated without undue hardship, genetic information, military status, sexual orientation, gender identity, or any other protected classification under applicable law.  We do not discriminate in any of our employment policies and practices.  All associates are expected to follow these principles in all relationships with other associates, applicants, or others with whom we do business. 

The Company welcomes applications from people with disabilities.  Accommodations are available on request for candidates taking part in all aspects of the application process. 

Washington Pay Information: https://knitwellgroup.com/assets/WA-Posting-Ann-Taylor.pdf

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