CB
Mid Market Account Executive
Contract type
Ongoing
Work mode
Remote
Experience
Mid-level · 4+ years
Job description
A Mid Market Account Executive on Square's Outbound Team, responsible for building and closing new business with SMB and mid-market merchants across Square's product ecosystem.
At a glance
- Employment
- Full-time
- Work mode
- Remote
What you'll do
- Own the full outbound sales cycle — from prospecting to negotiation to close — with SMB and 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
What we're looking for
- 4+ 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
Your team
Outbound Team
Benefits
- Remote work
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning
Apply
About Block, Inc.
Builds technology to increase access to the global economy
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Its brands include Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto. Square makes commerce and financial services accessible to sellers.
Mission
Helping build a financial system that is open to everyone
Key facts
- 2009
- financial technology
- NYSE: XYZ
- Brands include Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto
- Opened its doors in 2009
What they value
- Inclusive economy
- Equal access to opportunity
- Inclusion and diversity