Enterprise Sales Director
$100,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

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

Enterprise Sales Director   $100,000 USD/year

Description

You're an enterprise account manager who's tired of acting like a polite renewal administrator. You understand how to maintain large accounts, ensure contracts stay clean, and drive revenue forward—without requiring an army of CSMs, solution engineers, and enablement specialists to support you. You can speak to a CMO about outcomes, engage a content director on execution, and discuss risk with compliance teams. And you can genuinely build automation that transforms your workflow, not just "I use ChatGPT."

Contently operates in the enterprise domain where errors carry high costs: regulated content. Financial institutions, healthcare organizations, and major consumer brands rely on us because brand safety, governance, and compliance are non-negotiable. What makes this exciting is that you're not landing in cold territory. You're stepping into an enterprise portfolio where trust is already established. Your responsibility is to convert that trust into retained and expanding revenue by demonstrating ROI in terms your clients understand, then expanding strategically. Along the way, you'll help shape what AI-enabled account management looks like in 2026 at a content platform because that playbook hasn't been written yet.

This role means owning renewals like a deal closer. It's facilitating QBRs that resonate with executives because you can connect usage data to business outcomes like reduced compliance risk and stronger brand authority. It's identifying expansion opportunities proactively—both within the account and across the market—and delivering proposals grounded in what the client is currently doing and genuinely needs. It also means delivering automation on a quarterly basis that eliminates hours of repetitive account management tasks so your time shifts toward strategy, negotiation, and growth. If your understanding of "AI skills" stops at writing better emails faster, you won't thrive here.

You'll join a lean team where accountability defines the culture and autonomy is the benefit. You'll collaborate cross-functionally with product, support, finance, and marketing experts as necessary, but you're the operator responsible for driving results. If you want a portfolio of genuine enterprise accounts, a rapid feedback loop on your impact, and a role where building AI is a firm requirement, please apply. If you're looking to learn AI building on the job and expect ramp-up time, please don't apply (other opportunities at Crossover exist for that path).

What you will be doing

  • Account Renewals - Execute annual contract renewals on schedule, at or above existing ARR, with documented rationale for retention
  • Customer Success Plans - Maintain a per-account success plan that captures the client's objectives, health indicators, renewal timeline, and expansion strategy
  • AI Workflow Automation - Develop scripts or automation tools to manage routine activities (data extraction, status communications, QBR preparation)

What you will NOT be doing

  • New logo acquisition or cold outreach
  • Building content marketing strategies for customers
  • Using AI tools only for help with writing or research

Key responsibilities

  • Retain and grow revenue across Contently's existing enterprise portfolio

Candidate requirements

  • At least 2 years of experience managing enterprise accounts valued at $200K+ ARR at software company
  • Experience using data (usage metrics, renewal history, platform engagement) to build business cases for executive buyers
  • Ability to build AI workflow automations
  • Willingness to work US work hours (EST time zone)

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.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

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.