GTM Strategy & Operations - Global Sales

BlockBay Area, CA, United States of America, CA
$103,200 - $193,600Remote

About The Position

Since opening its doors in 2009, Square has evolved alongside the commerce landscape, expanding from payment processing to integrated, omnichannel solutions. These solutions help sellers manage inventory, offer buy now, pay later options, book appointments, engage customers, and handle payroll. Financial services are embedded at the point of sale, providing merchants with access to business loans and cash flow management. Afterpay further enhances Square's goal of providing omnichannel tools that drive growth, enabling sellers to attract new shoppers, increase order values, and scale their businesses. Today, Square partners with sellers of all sizes, from large enterprises to small businesses, supporting their growth with evolving solutions. The company is building a significant and lasting business while helping sellers worldwide do the same.

Requirements

  • 5+ years of experience in strategy and operations, revenue/sales operations, GTM strategy, business operations, or management consulting, ideally within SaaS, FinTech, or high-growth technology.
  • A track record of owning complex, cross-functional strategic initiatives end-to-end — from problem framing through analysis, stakeholder alignment, execution, and measurement.
  • Strong commercial instincts and comfort tying operational decisions to revenue outcomes, funnel health, and rep productivity.
  • Comfort with ambiguity and a low-ego, ownership mindset: no task is too small, and you're motivated to build the operating system behind a world-class Sales organization.
  • Excellent communication and stakeholder skills: you can influence senior partners without direct authority and keep cross-functional teams aligned through ambiguity.
  • Hands-on experience with CRM, BI, and data warehouse tools (e.g., Salesforce, Looker, Snowflake, or equivalents) — able to pull data, translate it into insights, and make it useful for Sales leaders.

Responsibilities

  • Partner with Sales leadership and Finance to shape the GTM strategy for the Sales organization, including segmentation, territory design, coverage models, and rep engagement frameworks.
  • Own complex, cross-functional strategic initiatives end-to-end: problem framing, business case, stakeholder alignment, execution, and post-launch measurement.
  • Size opportunities and build data-driven investment cases that inform capacity planning, incentive design, and where Square directs Sales resources.
  • Analyze Sales funnel data to diagnose performance gaps and surface initiatives that improve contact-to-close rates, deal velocity, and quota attainment.
  • Partner with Analytics and Finance to define KPIs, stand up dashboards, and operate the WBR/MBR cadence that keeps Sales leadership close to the business.
  • Translate complex analyses into rigorous performance narratives and actionable recommendations that inform leadership decisions.
  • Lead cross-functional workstreams across Sales, Marketing, Product, Engineering, Analytics, and Finance, driving clarity, alignment, and structure through ambiguity.
  • Translate business goals into clear technical requirements (PRDs/BRDs) and partner with technical teams to deliver programs on time and to spec.
  • Break large, multi-quarter initiatives into pilots and iterations; manage the roadmap in collaboration with leadership and cross-functional partners.
  • Identify and champion AI-native opportunities to increase Sales productivity across prospecting, lead scoring, deal support, and rep workflow automation.
  • Partner with CRM, Systems, and Engineering on the design of process, policy, and system architecture, including routing, SLAs, rules of engagement, and handoffs.
  • Stay at the frontier of AI-native GTM tooling and bring proven new approaches into the team's playbook.

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning
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