Director, GTM Planning

California, MO (Remote)

$218K/yr – $327K/yrDirector/Executive12+ years expFull time

Posted 1 day ago

Job Summary

Own and scale the planning, quota, and hiring models for a multi-segment commercial sales organization, collaborating with Sales, Finance, Strategy & Operations, and Recruiting to align capacity, incentives, and investment decisions.

  • Own end-to-end planning capabilities, including methodologies, systems, data, and processes.
  • Lead quota framework design and ongoing assessment for commissionable roles.
  • Define and govern the hiring model, ramp, and productive capacity with Recruiting.

Job Description

Responsibilities

  • Build and own the planning capability end to end. That means the methodologies, systems, data, and processes needed to run quota, capacity, and headcount planning at scale. Measure whether plans are actually working. Lead external partners through the initial build.
  • Own the quota-setting framework for all commissionable roles, from initial target-setting through ongoing assessment. Build differentiated approaches that account for market potential, pipeline, book size, productivity, ramp, attrition, role design, product mix, and route to market.
  • Own the hiring model for the commercial sales organization. Define role mix, hiring timing, ramp assumptions, and productive capacity. Partner with Recruiting to turn requirements into execution.
  • Run scenario planning to evaluate overassignment, attainment distribution, capacity gaps, and investment tradeoffs. Bring clear recommendations to executive decision-makers.
  • Serve as a trusted advisor to Sales and Finance leaders, translating growth goals into clear choices about quotas, capacity, role mix, hiring, and investment.
  • Partner with Compensation Design to align quota decisions with incentive structures, intended seller behavior, attainment expectations, and compensation economics.
  • Align Sales leadership, Finance, Strategy & Operations, and Recruiting around shared assumptions, decisions, and execution. Flag early when plans don't tie, and propose how to close the gaps.
  • Establish governance, decision rights, standards, and executive operating rhythms for planning approvals, in-year changes, and performance reviews.

Requirements

  • 12+ years of experience in Sales Operations, Revenue Operations, GTM Strategy and Operations, Strategic Finance, or a related field.
  • Experience leading quota, capacity, and headcount planning across a complex, multi-segment sales organization.
  • Deep knowledge of quota methodologies, productivity and capacity modeling, ramp and attrition assumptions, overassignment strategies, and headcount planning.
  • Experience supporting multiple go-to-market motions: direct sales, channel/reseller, advertising or media sales, and account management across new business, expansion, and retention.
  • A track record of building governed, scalable planning processes with clear data, decision rights, and controls.
  • Advanced modeling skills and fluency with systems like Salesforce, Snowflake, Pigment, or Looker.
  • Strong executive communication and cross-functional influence.

Preferred

  • - Experience in payments, fintech, or a consumption-based business model.
  • - You've stood up a net-new planning function or capability from scratch before.
  • - Exposure to territory design, coverage planning, or market sizing methodologies.

Benefits

  • Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.
Block logo

Block

3.9 Glassdoor

Block is one company built from many blocks, all united by the same purpose of economic empowerment. The blocks that form our foundational teams — People, Finance, Counsel, Hardware, Information Security, Platform Infrastructure Engineering, and more — provide support and guidance at the corporate level. They work across business groups and around the globe, spanning time zones and disciplines to develop inclusive People policies, forecast finances, give legal counsel, safeguard systems, nurture new initiatives, and more. Every challenge creates possibilities, and we need different perspectives to see them all. Bring yours to Block.

Founded in 2009
Oakland, California, USA
13K employees (950 in marketing)
71% recommend to a friend
68% CEO approval

Salaries

Posted range

$218K/yr – $327K/yr

Taken straight from the job posting.

See all Block salaries

Funding

Total Funding
$4.8B
Last Raise
$2.2B
Post IPO Debt, 7 months ago

Funding History

  • Aug 2025
    Post IPO Debt • $2.2B
  • May 2024
    Post IPO Debt • $2B
  • Jan 2023
    Post IPO Equity

Traffic Signals

Monthly Visitors
633.3K
Traffic Source Mix
Search
18.9%
Direct
50.4%
Referral
28.9%
Social
1.4%
Paid
0.4%

Headcount Trend

Current headcount: ~13K

Recent News

Block logo

Director, GTM Planning

Block · California, MO · Remote