Regional Vice President of Sales
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Worldwide
Fully-remote
full-time (40 hrs/week)
Flexible schedule
Long-term role

Regional Vice President of Sales   $200,000 USD/year

Description

Most enterprise software fails not from a shortage of customer names, but from silent revenue decay within existing accounts. In complex B2B environments, 70–90% of the following year's revenue hinges on your ability to renew effectively, expand strategically, and recover at-risk accounts. Forecast drift, poorly structured statements of work, and inadequate escalation discipline erode both margin and confidence. The outcome: missed targets, diminished CFO trust, and customers who view you as easily replaceable rather than mission-critical.

Our approach is fundamentally different. We operate a system-driven commercial framework where disciplined execution outperforms ad hoc heroics. We build profitable, sustainable revenue from an established Fortune-tier customer base through controlled renewals, targeted expansions, and executive-level escalation management. Commercial rigor is treated as a core product: margin-protected proposals, contracts structured for seamless delivery, and quarterly business reviews that genuinely advance adoption.

This position is not about autonomy without structure, nor is it a place to rely on optics or speculative pipeline. It's designed for someone who derives satisfaction from forecast precision, margin-secure deal architecture, tightly scoped SOWs, and executive dialogues that conclude with clarity and commitment. You'll leverage genuine GenAI capabilities to accelerate analysis and communication, apply sound commercial judgment in uncertain scenarios, maintain escalation discipline that restores confidence, and develop coaching capacity to refine pricing, structuring, and negotiation across your team. If you've managed enterprise B2B software sales with accountability for renewals, expansions, multi-year agreements, SLAs, and pricing strategy, you'll recognize this environment immediately.

If you're presently directing or have recently overseen an enterprise sales organization in SaaS, or you've advanced through senior positions such as Sales Director, Regional VP, or Head of Enterprise Accounts following an early career grounded in rigorous pipeline discipline, we should connect. Enter a role where your expertise isn't undermined by disorder and take ownership of the mechanism that truly defines next year's revenue. Apply if you're prepared to demonstrate that structured commercial discipline consistently outperforms wishful thinking.

What you will be doing

  • Advancing renewals and expansions from qualification through contract execution
  • Conducting executive reviews and directing escalation resolution
  • Designing and authorizing commercial proposals and agreements that withstand scrutiny and stress

Key responsibilities

  • Expand enterprise account revenue and retention through structured commercial execution, strategic account stewardship, and integrated customer engagement

Candidate requirements

  • A minimum of 5 years managing renewals, expansions, or account development within the B2B enterprise software sector
  • Demonstrated use of LLMs and other GenAI technologies to optimize workflow efficiency
  • Proven track record managing enterprise accounts valued in the multi-million-dollar range
  • Hands-on experience with CRM platforms and Order-to-Cash (O2C) workflows
  • Background serving regulated industry clients (finance, healthcare, or pharmaceutical), including compliance-oriented commercial frameworks
  • Leadership experience managing sales or account management teams in quota-bearing capacities, with a focus on coaching deal architecture and negotiation tactics

Meet a successful candidate

Watch Interview
Andres Ramirez
Andres  |  Senior Account Manager
Netherlands  

Globetrotting Andres moved to Amsterdam for love. Thanks to Crossover, that’s only the beginning of the story.

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