SMB Account Executive

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

The Role

At Square, we're re-imagining how small and midsize businesses grow. As an Inside Sales Account Executive, you'll convert high-quality inbound leads into long-term customers — while also sourcing your own opportunities to keep your pipeline full. You'll be at the heart of our growth engine: fast-paced, data-driven, and motivated by results.

If you're a closer who thrives on momentum, loves solving problems for real businesses, and wants to work hard in a high-energy environment where effort translates directly into success — this is your role.

Square offers the opportunity to operate in a fast-paced outbound environment where your outreach brings Square's tools to more sellers - and your success becomes part of our mission to level the playing field for entrepreneurs. We move fast, learn continuously, and reward grit and results by offering uncapped earning potential.

You Will

• Own the full sales cycle — from first conversation to close — with SMB merchants across a variety of industries.
• Engage and convert a steady flow of warm inbound leads from marketing, partnerships, and product interest.
• Supplement your pipeline with outbound prospecting: you know how to identify new opportunities, craft personalized outreach, and create demand where none existed.
• Quickly qualify, demo, and close — you manage time and priorities effectively in a high-volume environment.
• Understand customer pain points and deliver value-based, consultative solutions that drive measurable impact.
• Collaborate across teams (Onboarding, Product, Marketing, and Support) to ensure a seamless customer experience and continuous feedback loop.
• Track and forecast your pipeline accurately in Salesforce — you're data-driven and use metrics to improve performance.
• Consistently hit and exceed monthly and quarterly revenue goals.

You Have

• 2+ years of inside sales or full-cycle closing experience, ideally in a fast-paced SaaS, payments, or SMB-focused environment.
• Proven ability to exceed quota and close business in a high-volume, short-cycle motion.
• Strong phone, video, and written communication skills — you build trust fast and move deals forward decisively.
• A hunter's mindset - A hunter's mindset focused on disciplined outbound outreach, allowing you to build and accelerate pipeline independent of inbound demand.
• Curiosity and empathy: you dig into the customer's business, uncover real needs, and position the right solution with confidence.
• Ability to thrive in ambiguity — you're self-motivated, coachable, and hungry to grow.
• CRM fluency (Salesforce or similar) and a data-driven approach to activity management.
• A team-first attitude — you celebrate wins together, share learnings, and raise the bar for those around you.

 

Pay Transparency

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. To find a location's zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.

Zone A: $111,000-$153,000 OTE

Zone B: $103,000-$142,000 OTE

Zone C: $98,000-$135,000 OTE

Zone D: $89,000 - $134,000 OTE

Amounts listed above include target variable compensation.

 

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.

We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page.

While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.