Global Head of Sales Performance and Operations

Shift Technology • Boston, MA

7d • $190,000 - $250,000 • Hybrid

About The Position

Shift is seeking a high-urgency, commercially minded Global Head of Sales Performance & Operations to drive greater discipline, consistency, and outcomes across its global sales organization. This leader will serve as a critical operating partner to the CRO and Heads of Market, helping them run their businesses more effectively—from pipeline creation and opportunity progression through forecasting and close. The mandate is to bring rigor to how Shift sells, identify where execution is breaking down, and work alongside sales leadership to drive action and results. Shift operates in a complex enterprise selling environment with an AI-native platform serving sophisticated buyers in a highly regulated industry, featuring multi-stakeholder sales processes, 12+ month sales cycles, and opportunities ranging from $300K to several million dollars. Success requires more than reporting and traditional sales operations; the ideal candidate understands enterprise selling and combines commercial judgment, analytical rigor, operational discipline, and executive presence. They are equally comfortable challenging a forecast with a Head of Market, dissecting a strategic deal with an AE, identifying systemic pipeline issues, and translating those insights into action. This role is hybrid in Boston or fully remote in Eastern or Central US time zones, as the individual will manage a team in Paris and partner with a Global Sales team.

Requirements

• 8+ years in Sales Leadership, Sales/Revenue Operations in enterprise B2B SaaS with at least 3+ years managing global operational teams
• Proven track record of operating as a proactive driver—not just a passive reporter of data—with an uncompromising standard for field execution and pipeline hygiene.
• Deep experience driving execution across complex, long-cycle enterprise deals (12+ months, $300k+ to $5M+ ACV, multiple economic buyers).
• Expertise in implementing and enforcing structured enterprise sales frameworks (MEDDPICC, Force Management, or Challenger) down to the individual rep level.
• Advanced mastery of Salesforce architecture, revenue intelligence (Clari, Gong), and quantitative forecasting; able to translate metrics into swift operational shifts.
• Actively coach and mentor Shifters on your team and throughout the GTM organization, focusing on their development, giving candid, timely feedback, and inspiring the team by recognizing their individual impact.

Nice To Haves

• Prior experience executing inside a high-growth VC/PE-backed software company ($100M+ ARR scaling phase).
• Prior experience as a seller, certification or deep implementation experience in formal enterprise sales frameworks.

Responsibilities

• Drive high-frequency pipeline inspection rhythms, rigorously questioning stage qualification, deal momentum, and close-date accuracy across long sales cycles.
• Implement and enforce standardized enterprise sales methodologies (e.g., Value Selling) to ensure rep-level accountability and eliminate deal slip.
• Actively manage the Deal Desk, unblocking contract roadblocks, managing custom terms, and expediting legal, security, and procurement approvals to close deals faster.
• Establish discipline, activity-based and milestone-based KPIs for reps to track deal velocity and risk exposure months before target close dates.
• Lead the Sales Enablement team to create outcome driven programs aligned with business strategy and product development, ensuring reps quickly learn to navigate a long sales cycle and dynamic market.
• Partner directly with Sales Leadership and Sales Enablement to identify underperforming territories or reps early, enforcing performance improvement plans and operational reset plans.
• Own quota allocation, capacity planning, and territory design, ensuring rep coverage is directly tied to pipeline generation and immediate revenue capture.
• Architect incentive compensation and SPIFF structures that aggressively reward top-performer execution and support Shift's strategic objectives.
• Continuously audit rep time allocation, removing administrative burden so Account Executives spend maximum time in active buyer conversations.
• Translate revenue strategy into clear, executable weekly and monthly tactical mandates for field teams.
• Enforce strict usage of the GTM tech stack (Salesforce), turning software from data repositories into active execution tools.
• Streamline quote-to-cash workflows to eliminate sales friction and enforce strict compliance with pricing guidelines and discounting rules.
• Deliver real-time, actionable execution dashboards to executive leadership, highlighting operational bottlenecks, conversion gaps, and rep productivity metrics.
• Partner with Product, Finance, and Customer Success to ensure seamless post-sale operational transitions and retention visibility.

Benefits

• Flexible remote and hybrid working options
• Competitive Salary and a variable component tied to personal and company performance
• Multiple Learning and Development opportunities, including Focus Fridays, a half-day each month to focus on learning and personal growth
• Generous PTO and paid holidays
• Mental health benefits
• 2 MAD Days per year (Make A Difference Days for paid volunteering)

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed