Drimva

Block

Head of Sales Development, North America & UK - Cash App & Afterpay

$173K–$312K

Bay Area, CA, United States of America +1 · Remote · Director · Full-time · Posted Sep 23, 2026

Location
Bay Area, CA, United States of America
US - IL - Chicago Metro - Remote
Experience
8+ years in sales or sales development, including at least 5 years leading sales development, BDR, or SDR teams.

About the job

Leads and scales Cash App and Afterpay’s Sales Development teams across North America and the UK, owning pipeline performance, team development, cross-functional coordination, and the evolution of sales motions.

What you'll do

  • Unify regional teams around shared standards, performance reporting, and revenue-linked pipeline goals.
  • Own targeting, channels, conversion, reporting, and the development of upmarket sales motions.
  • Build cross-functional partnerships and a high-performance talent engine; apply technology to improve sales development productivity.

What they ask for

  • 8+ years in sales or sales development, including at least 5 years leading sales development, BDR, or SDR teams and experience managing individual contributors and managers.
  • Experience operating in matrixed global organizations and leading teams across multiple regions or time zones.
  • Proven ability to build repeatable pipeline motions measured by converted, closed-won opportunities and revenue.
  • Strong analytics, reporting, leadership, and cross-functional partnership skills, including with marketing.

Nice to have

  • Experience scaling upmarket motions or covering both high-volume SMB and more complex mid-market or enterprise pursuits; payments, fintech, or high-transaction-volume technology experience.
  • Practical experience applying tools, automation, and AI to prospecting; willingness to travel and work across North America, UK, and ANZ time zones.

Pay

USD $207,920 - $311,880 base salary (Zone A); USD $193,360 - $290,040 base salary (Zone B); USD $182,960 - $274,440 base salary (Zone C); USD $172,560 - $258,840 base salary (Zone D)

Tools

AI, automation

AI focus

Apply AI, automation, and data to improve targeting, prioritization, research, personalization, and rep productivity while reducing low-value manual work.

Model-written summary · the original posting is authoritative

First seen Oct 10, 2026 · Last verified Nov 6, 2026 (UTC)