Senior Outbound Sales Exec for Multi-Product SaaS

Block; London (KY); Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings

Family planning

Job summary

Block, Inc. is seeking a Senior Sales Account Executive to lead outbound, multi-product deals with SMB and mid-market merchants.

You will own the full sales cycle from first touch to close, building a trusted advisory relationship and shaping solutions across Block's ecosystem. You thrive in a quota-driven environment, excel at prospecting, demos, and negotiations, and collaborate with Product, Marketing, and Implementation to deliver cohesive value.

Qualifications

• 6+ years of full-cycle B2B sales experience with 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.

Responsibilities

• Own the full outbound sales cycle — prospecting 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 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 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.

Skills

Full-cycle B2B sales

Outbound prospecting

Closing multi-threaded deals

Pipeline building

Communication & negotiation

Salesforce proficiency

BA/BS degree

Education

BA/BS degree or equivalent

Job description

Block, Inc. is seeking a Senior Sales Account Executive to lead outbound, multi-product deals with SMB and mid-market merchants.

You will own the full sales cycle from first touch to close, building a trusted advisory relationship and shaping solutions across Block's ecosystem. You thrive in a quota-driven environment, excel at prospecting, demos, and negotiations, and collaborate with Product, Marketing, and Implementation to deliver cohesive value.