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About the Role
As an Account Executive on Square's Mid-Market Team, you will re-imagine how mid-market businesses grow by bringing Square’s ecosystem to new sellers. You will build, shape, and close your own pipeline, running sophisticated, multi-product deals from first touch to final close, blending hunter instincts, consultative depth, and strategic execution.
Responsibilities
- Own the full outbound sales cycle — from prospecting to negotiation to close — with mid-market merchants.
- Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies.
- Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s unique needs.
- Partner with Business Development on lead flow while independently driving net-new logo acquisition.
- Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals.
- Act as a consultant and trusted advisor — seamlessly flexing across BDR, AE, and AM responsibilities when needed.
- Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
- Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
- Consistently hit and exceed revenue goals — monthly and quarterly.
Requirements
- 6+ years of full-cycle B2B sales experience with consistent quota achievement.
- Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
- Experience closing complex, multi-threaded deals with longer sales cycles.
- Ability to build pipeline from scratch using targeted, strategic outreach.
- Exceptional communication, presentation, and negotiation skills across phone, video, and written channels.
- Strong consultative selling skills — diagnose business challenges and map tailored solutions.
- A hunter’s mindset — resilient, creative, and driven to win.
- Ability to work independently while contributing to a team-first environment.
- Advanced proficiency with Salesforce and modern sales tools.
- BA/BS degree or equivalent experience.
- Requires working with other employees in multiple time zones.
- May be required to perform work outside of normal business hours.
Skills
- Salesforce
- Modern sales tools
- Cold outreach
- Social selling
- Targeted campaigns
- Outbound strategies
- Consultative selling
- Negotiation
- Presentation
- Communication
Location
- Globally distributed
Work Type
- Remote
- Full-time
Experience Level
- 6+ years of full-cycle B2B sales experience
Education Level
- BA/BS degree or equivalent experience
Benefits
- Remote work
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning
About the Company
- Square enables anyone to take payments and never miss a sale, expanding into software to build integrated, omnichannel solutions.
- Square offers software for sellers to sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff.
- Square embeds financial services tools at the point of sale, allowing merchants to access business loans and manage cash flow.
- Afterpay furthers Square's goal to provide omnichannel tools that unlock meaningful value and growth for sellers.
- Square is a partner to sellers of all sizes, from large enterprises to small businesses.
- Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy.
- Square makes commerce and financial services accessible to sellers.
- Cash App is the easy way to spend, send, and store money.
- Afterpay is transforming the way customers manage their spending over time.
- TIDAL is a music platform that empowers artists to thrive as entrepreneurs.
- Bitkey is a simple self-custody wallet built for bitcoin.
- Proto is a suite of bitcoin mining products and services.
- Together, Block is helping build a financial system that is open to everyone.
Equal Opportunity
- Block is a proud equal opportunity employer.
- We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class.
- 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.