[Remote] Senior Manager, GTM Strategy & Operations - Global Sales

Note: The job is a remote job and is open to candidates in USA. Block’s Square is hiring a Senior Manager, GTM Strategy & Operations to shape the Sales organization’s go-to-market strategy, planning, and operating cadence. The role leads cross-functional initiatives, develops performance insights and executive recommendations, advances AI-enabled sales processes, and mentors junior team members.

Responsibilities

• Serve as a thought partner to senior Sales and GTM executives, helping shape business priorities, resource allocation, and performance strategy
• 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
• 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, build executive-ready dashboards, and own the WBR/MBR cadence that keeps Sales leadership close to the business
• Translate complex analyses into executive-ready performance narratives and recommendations that drive leadership decisions and shape strategic bets
• 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
• Raise the AI-native operating bar across the GTM Strategy & Ops team — model what hands-on AI fluency looks like for other operators
• Mentor junior members of the GTM Strategy & Ops team; raise the bar on analytical rigor, written communication, and executive-ready output
• Model the operating standards (ownership, bias to action, builder mindset) that define how the team works

Skills

• 8+ years of related experience with a Bachelor's degree; or 6 years and a Master's degree; or a PhD with 3 years experience; or equivalent experience in GTM Strategy, Sales Strategy, Revenue Operations, Business Operations, or Management Consulting
• Proven track record of leading global, cross-functional strategic initiatives that drive measurable revenue, retention, or expansion outcomes
• Demonstrated ability to influence executive-level stakeholders through structured analysis, clear narratives, and strong business judgment
• Strong commercial instincts; comfort tying strategic decisions to investment prioritization and revenue outcomes
• AI-native operating mindset: fluent with AI/LLMs in day-to-day work, hands-on with workflow automation, and energized by shipping real tools that remove manual work from the team
• Expertise in CRM systems (e.g., Salesforce), GTM analytics tools (Looker, Snowflake, or equivalents), and SQL for independent data analysis
• Executive-ready written and verbal communication — able to distill complex analyses into clear leadership narratives and board-level recommendations
• 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
• Ideally within SaaS, FinTech, or high-growth technology

Benefits

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

Company Overview

Company H1B Sponsorship