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 

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

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

Description

Enterprise software rarely collapses due to insufficient customer logos; failure typically stems from silent erosion of revenue tied to accounts already secured. In extended-cycle B2B environments, 70–90% of the following year's revenue hinges on renewal quality, expansion execution, and recovery strategies. Forecast drift, poorly structured statements of work, and inadequate escalation discipline silently destroy margins and client confidence. The outcome: missed targets, CFO doubt, and customers who view you as interchangeable rather than essential.

Our approach differs fundamentally. This is a system-driven commercial framework where rigorous execution outperforms individual heroics. We construct profitable, sustainable revenue streams from an established Fortune-tier portfolio through precise renewals, targeted expansions, and executive-level escalation management. Commercial rigor is treated as product: proposals designed to safeguard margin, contracts engineered for seamless delivery, and quarterly business reviews that genuinely advance adoption.

This position is not a low-structure autonomy role, nor a place to rely on instinct or cosmetic pipeline metrics. It suits professionals who derive satisfaction from forecast precision, margin-protected deal architecture, unambiguous SOWs, and executive dialogues that conclude with clarity and commitment. You will apply genuine GenAI capabilities to accelerate analysis and correspondence, exercise strong commercial judgment amid uncertainty, deploy escalation control that stabilizes situations, and demonstrate coaching strength to refine pricing, structure, and negotiation throughout the organization. If your background includes leading 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 directed an enterprise sales organization in SaaS, or if you have advanced through senior positions such as Sales Director, Regional VP, or Head of Enterprise Accounts following early-career discipline in pipeline rigor, we should connect. Enter a role where your expertise is not compromised by disorder and take ownership of the mechanism that truly shapes next year's performance. Apply if you are prepared to demonstrate that structured commercial execution consistently outperforms optimism.

What you will be doing

  • Advancing renewals and expansions from pipeline initiation through final signature
  • Facilitating executive reviews and directing escalation processes
  • Designing and authorizing commercial proposals and contracts engineered to withstand scrutiny

Key responsibilities

  • Expand enterprise account revenue and retention via disciplined commercial execution, strategic account stewardship, and cohesive customer engagement

Candidate requirements

  • A minimum of 10 years of professional experience in the IT sector and 5 years specifically within B2B enterprise software
  • No less than 5 years of hands-on experience managing renewals, expansions, or account development
  • Demonstrated use of LLMs and additional GenAI tools to optimize workflow efficiency
  • Proven track record managing enterprise accounts valued in the multi-million-dollar range
  • Practical experience with CRM platforms and Order-to-Cash (O2C) workflows
  • Background serving regulated industry clients (finance, healthcare, or pharma), including compliance-oriented commercial frameworks
  • History of leading sales or account management teams in quota-bearing capacities and mentoring on 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.

Meet Andres

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Accept Job Offer.
STEP 5

Accept Job Offer.

Pass 
proctored test.
ONE LAST THING

Pass 
proctored test.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of AI first Remote WorkersAI-first remote workers.