Remote Sales Leadership Jobs

  • The best remote Sales Leadership jobs are on Crossover.
  • Work full-time for leading US companies from anywhere in the world.
  • Drive retention and account growth by delighting customers and managing resources.
Apply Now
See the most popular remote jobs in June 2025

Why Crossover?

Remote jobs with first-rate USD pay—anywhere in the world.

Remote jobs with first-rate USD pay—anywhere in the world.

Join an elite global team of top 1% professional talent.

Join an elite global team of top 1% professional talent.

Equal opportunity hiring process: just prove your skills are world-class.

Equal opportunity hiring process: just prove your skills are world-class.

Crossover Logo

Remote Sales Leadership Jobs

Apply Now

Role Description

From your customer acumen to your ability to drive customer retention, Sales are at the heart of every business- whether providing customer service, managing customer requirements, or ensuring orders get delivered on time, we need your skills.

This role will leverage your expertise in software sales to drive team improvements and provide a positive cultural environment that encourages team co-operation and growth. This position will also integrate with Marketing to help ensure they best understand the software they're selling and complement that to create achievable and sustainable revenue goals.

Join our ready-to-obtain sales position, which demands the skills you need to build a high-performing team. Building sales quotas and goals, assigning sales territories, and building your team are just a few of the responsibilities you’ll take on. You’ll also analyze data and use it to make important decisions.

Featured remote sales leader job

Senior Enterprise Sales Executive @ Trilogy

$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 
Apply Now
Fully-remote
Any country
full-time (40 hrs/week)
Flexible schedule
Long-term role

Key responsibilities

  • Own the entire renewals process for high-value enterprise accounts, serving as the primary point of contact, with the goal of retaining revenue and minimizing churn

Description

Are you an enterprise sales or customer success pro who thrives in high-stakes negotiations, enjoys engaging senior executives, and wants to master AI-driven sales execution? If so, here's a role where you can own the renewals pipeline for high-value enterprise clients, leading direct conversations with decision-makers, and securing multi-million-dollar contracts.

At Trilogy, we're not running a traditional SaaS sales org with arbitrary quotas, commission games, or bloated layers of management. We’re an AI-first company that’s rewriting how enterprise sales works: optimizing deal execution, risk assessment, and stakeholder engagement with AI-powered insights. You’ll be part of a team that moves fast, iterates constantly, and leverages AI to eliminate inefficiencies, so you can focus on what actually closes deals. Instead of chasing commissions, you’ll have the stability of a guaranteed comp plan, allowing you to sharpen your sales craft without the stress of unpredictable payouts.

This is not a cushy renewals overseer job. It’s a hands-on, execution-driven position where you’ll be responsible for managing a renewals pipeline, identifying key economic buyers, overcoming objections, and driving contract renewals with precision. You won’t be babysitting a team or wasting time in endless internal meetings. You’ll be on the front lines, negotiating high-value renewals and ensuring long-term customer retention.

If you want to shape the future of AI-driven sales while owning high-impact deals, apply now!

Candidate requirements

  • Must be based in North or South America
  • At least 5 years of experience in an account management, renewal sales, or customer success role selling B2B software products and focusing on revenue retention
  • Experience owning revenue for high value accounts with ARR $1 million or more
  • Ability to adopt an AI-first approach in all tasks, looking for ways to use AI to optimize personal work and transform business operations
  • Proficiency in CRM tools like Salesforce or HubSpot

Frequently Asked Questions

Meet some of the 5,000+ rockstars who have found a rewarding remote career on Crossover.

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.

Pass Cognitive Aptitude Test.
STEP 1

Pass Cognitive Aptitude Test.

Pass English Proficiency Test.
STEP 2

Pass English Proficiency Test.

Prove Real-World Job & AI Skills.
STEP 3

Prove Real-World Job & AI Skills.

Ace An Interview Or Two.
STEP 4

Ace An Interview Or Two.

Accept Job Offer.
STEP 5

Accept Job Offer.

Join top-tier companies as a remote sales leader, working full-time

Need help to find the right job? Consider exploring the following roles

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.