Head Of Sales

$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}  ($50 USD/hour)

You're an enterprise account manager who has grown tired of functioning as a passive renewal administrator. You understand how to maintain relationships with major clients, ensure contract integrity, and sustain revenue flow—without requiring support from an army of customer success managers, solution engineers, and enablement specialists. You can speak with a CMO about business outcomes, engage a content director on tactical execution, and address compliance teams regarding risk mitigation. And you possess the capability to develop automation that fundamentally transforms your workflow, not simply "I leverage ChatGPT."

Contently operates within the enterprise segment where errors carry significant financial consequences: regulated content. Financial institutions, healthcare organizations, and prominent consumer brands depend on us because brand protection, governance, and regulatory compliance are non-negotiable. What makes this compelling is that you're not entering unfamiliar territory with cold accounts. You're assuming ownership of an established enterprise portfolio where credibility is already in place. Your objective is to convert that credibility into sustained and expanding revenue by demonstrating ROI in terms meaningful to the client, then pursuing intelligent expansion. As you do this, you'll contribute to shaping what AI-enabled account management means in 2026 for a content technology company because this operational model has not yet been defined.

This role means owning renewals with the mindset of a closer. It involves facilitating quarterly business reviews that resonate with executive leadership because you can connect usage analytics to tangible outcomes such as reduced compliance exposure and strengthened brand positioning. It requires proactively identifying expansion opportunities within both the account and the broader market, then delivering proposals grounded in the client's actual activities and genuine needs. It also entails deploying automation on a quarterly basis that eliminates hours of repetitive account management tasks, enabling you to redirect your time toward strategy, negotiation, and revenue growth. If your understanding of "AI capabilities" is limited to composing better emails more quickly, you will not thrive in this position.

You'll join a streamlined team where accountability defines the culture and autonomy serves as the reward. You'll collaborate cross-functionally with colleagues in product, support, finance, and marketing as circumstances require, but you remain the operator responsible for delivering results. If you seek a portfolio of genuine enterprise accounts, immediate feedback on your contributions, and a position where building AI solutions is a mandatory expectation, we encourage you to apply. If you are approaching this role as a learning opportunity to develop AI skills over time and expect a gradual onboarding period, please do not apply (alternative opportunities exist on Crossover where that approach is supported).