Senior Mid-Market Account Executive

The role

You will own the full outbound sales cycle for mid-market merchants. You will build and manage a pipeline to deliver multi-product solutions across the Square ecosystem.

What you will do

• Own the full outbound sales cycle from prospecting to negotiation to close.
• Build and manage a high-quality pipeline through cold outreach, social selling, and targeted campaigns.
• Develop multi-product solutions tailored to each merchant's needs.
• Partner with Business Development on lead flow and drive net-new logo acquisition.
• Conduct discovery, demos, and negotiations with multi-stakeholder deals.
• Act as a consultant and advisor across BDR, AE, and AM responsibilities.
• Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
• Maintain pipeline management and forecasting accuracy in Salesforce.
• Hit and exceed monthly and quarterly revenue goals.

Required qualifications

• 7+ years of full-cycle B2B sales experience with consistent quota achievement.
• Proven success in outbound prospecting and net-new business creation within a target-account motion.
• Experience closing complex, multi-threaded deals with longer sales cycles.
• Ability to build a pipeline from scratch using targeted, strategic outreach.
• Exceptional communication, presentation, and negotiation skills across phone, video, and written channels.
• Strong consultative selling skills.
• A hunter's mindset.
• Ability to work independently while contributing to a team-first environment.
• Advanced proficiency with Salesforce and modern sales tools.
• A bias towards adopting the latest technology solutions.
• BA/BS degree or equivalent experience.

Nice to have

• SaaS or fintech experience

Benefits

• Remote work
• Medical insurance
• Flexible time off
• Retirement savings plans
• Modern family planning

Before you apply

• Candidates may submit up to 9 active applications within a 60-day period.
• Reapplications to the same role are accepted 90 days after a previous application has been reviewed.
• Automated AI tools may be used to evaluate job applications.

About the company

Block, Inc. builds technology to increase access to the global economy through brands like Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.