Remote SMB Account Executive: Close Deals & Grow

Square; Chicago (IL); Remote; USD 104,000 - 156,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Job summary

Square is seeking an Inside Sales Account Executive to convert inbound leads and source new opportunities for SMBs. You will own the full sales cycle, qualify and demo, and collaborate with Onboarding, Product, Marketing, and Support to ensure a great customer experience.

If you excel in a fast-paced, data-driven environment and have a hunter mindset with superb communication, you will thrive and help us expand Square's reach for sellers across multiple industries.

Qualifications

• 2+ years of inside sales or full-cycle closing experience in SaaS/payments/SMB
• Proven ability to exceed quota and close business in a high-volume, short-cycle motion
• Strong phone, video, and written communication skills
• Hunter mindset focused on disciplined outbound outreach
• Curiosity and empathy: uncover real needs and position the right solution
• Ability to thrive in ambiguity; self-motivated and coachable
• CRM fluency (Salesforce or similar) and data-driven activity management

Responsibilities

• Own the full sales cycle from first conversation to close for SMB merchants across diverse industries
• Engage and convert a steady flow of warm inbound leads from marketing, partnerships, and product interest
• Supplement your pipeline with outbound prospecting and create demand where none existed
• Qualify, demo, and close deals quickly; manage time and priorities in a high-volume environment
• Understand customer pain points and deliver value-based, consultative solutions
• Collaborate across Onboarding, Product, Marketing, and Support for a seamless customer experience
• Track and forecast your pipeline accurately in Salesforce and use data to improve performance
• Consistently hit and exceed monthly and quarterly revenue goals

Skills

Inside sales

Quota achievement

Communication skills

Hunter mindset

Curiosity & empathy

Ambiguity tolerance

CRM fluency

Team collaboration

Tools

Salesforce

Job description

Square is seeking an Inside Sales Account Executive to convert inbound leads and source new opportunities for SMBs. You will own the full sales cycle, qualify and demo, and collaborate with Onboarding, Product, Marketing, and Support to ensure a great customer experience.

If you excel in a fast-paced, data-driven environment and have a hunter mindset with superb communication, you will thrive and help us expand Square's reach for sellers across multiple industries.