Senior Sales Account Executive
Job description
A Senior Sales Account Executive on Square's Outbound Team, responsible for owning the full outbound sales cycle and closing multi-product deals with SMB and mid-market merchants.
At a glance
- 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
- 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
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. Each of our brands unlocks different aspects of the economy for more people. 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.
Mission
Helping build a financial system that is open to everyone
Key facts
- NYSE: XYZ
- Brands include Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto
- Square opened its doors in 2009
What they value
- Inclusive economy where our customers have equal access to opportunity
- Inclusive workplace