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 failures aren't caused by insufficient client logos—they stem from the silent erosion of revenue tied to customers already secured. In the long-cycle B2B environment, 70–90% of the following year's income depends on your ability to renew contracts, expand relationships, and execute effective rescues. Forecast delays, poorly drafted SOWs, and inadequate escalation discipline quietly destroy margins and undermine trust. The outcome: missed targets, CFO doubt, and clients who view you as expendable rather than mission-critical.

Our approach operates differently. We follow a system-driven commercial framework where structured execution outperforms individual heroics. We generate sustainable, profitable revenue from an established Fortune-tier customer base by maintaining clean renewals, executing targeted expansions, and managing executive escalations with precision. Commercial rigor is a core deliverable here: margin-protecting proposals, contracts designed for seamless delivery, and quarterly business reviews that genuinely advance product adoption.

This position does not offer unstructured autonomy, nor does it allow you to rely on optics or aspirational pipeline. It suits someone energized by forecast precision, margin-conscious deal architecture, clear SOWs, and executive dialogues that conclude with actionable commitments. You will apply authentic GenAI capabilities to accelerate analysis and communication, exercise sound commercial judgment during ambiguity, control escalations with composure, and coach the team on pricing discipline, deal structure, and negotiation tactics. If you have managed enterprise B2B software sales with accountability for renewals, expansions, multi-year agreements, SLAs, and pricing strategy, this environment will be familiar.

If you currently lead 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 after building your career on rigorous pipeline discipline, let's connect. Enter a role where your expertise isn't compromised by disorder, and take ownership of the mechanism that truly defines next year's performance. Apply if you're prepared to demonstrate that methodical commercial execution consistently outperforms optimism.

What you will be doing

  • Managing renewals and expansions from pipeline development through contract execution
  • Conducting executive reviews and overseeing escalation processes
  • Developing and approving commercial proposals and contracts engineered to withstand scrutiny

Key responsibilities

  • Grow enterprise account revenue and retention via disciplined commercial execution, strategic account ownership, and seamless customer alignment

Candidate requirements

  • Minimum 5 years of experience in B2B enterprise software sales
  • Direct accountability for enterprise revenue results including quota ownership, renewals, or expansions
  • Direct accountability for enterprise accounts valued at $1M+ in annual contract value
  • Experience working with CRM systems and understanding of Order-to-Cash (O2C) processes
  • Experience leveraging LLMs and other GenAI tools to optimize workflows

Meet a successful candidate

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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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Interview with the hiring manager.
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Accept job offer.
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