Mid-Market Business Development Rep - AfterPay

New York, NY · CA - ON - Toronto - Remote · 2+ years experience · Remote · Posted Oct 14, 2026

At a glance

Afterpay is seeking an experienced, strategic, and results-driven professional with exceptional communication skills to join our elite Mid-Market team.
As an Outbound Mid-Market BDR in North America, you will be at the forefront of our fast-growing e-commerce payments business by engaging with decision-makers and executives at established mid-sized enterprises.

Develop and execute strategic prospecting campaigns targeting mid-market businesses with annual revenue between $25M-$300M
Build and maintain a robust sales pipeline through sophisticated outreach strategies to deliver on quarterly revenue targets
Create personalized, research-driven engagement strategies for potential enterprise clients interested in Afterpay and Cash App Pay
Conduct thorough needs analysis to understand complex business requirements, integration needs, and strategic pain points
Collaborate with Account Executives to ensure smooth transition of qualified opportunities
Maintain detailed and accurate documentation in Salesforce to support complex, multi-stakeholder sales cycles
Research and analyze market trends, competitor offerings, and industry verticals to inform outreach strategies

2+ years of B2B sales development experience, preferably in fintech, payments, or enterprise SaaS
Proven track record of consistently exceeding quota and revenue targets in a mid-market or enterprise environment
Superior communication and presentation skills with the ability to engage effectively with senior executives
Strong business acumen and ability to understand complex business models and revenue structures
Experience with multi-threaded prospecting strategies and account-based marketing approaches
Demonstrated proficiency in enterprise sales tools (Salesforce, Salesloft, LinkedIn Sales Navigator, etc.)
Deep understanding of e-commerce, payments, and digital transformation landscapes
Self-motivated professional with strong analytical and problem-solving abilities
Experience in managing longer sales cycles and multiple stakeholders

Bachelor's degree preferred, preferably in Business, Marketing, or related field
Payments/e-commerce industry experience strongly preferred