Director of Sales
About the role
The Director of Sales will own Pearl's outbound revenue engine from strategy through execution. This is a player-coach role combining enterprise sales, outbound strategy, sales leadership, and operational excellence. You'll personally close high-value opportunities while designing scalable outbound campaigns, hiring and developing SDRs, and ensuring coordination between founder-led relationship selling and outbound prospecting. Success in this role requires someone who has personally built outbound organizations—not simply managed one. You understand every stage of the sales funnel because you've done the work yourself, from prospecting to closing enterprise clients to coaching teams. You'll partner directly with leadership to help scale Pearl from approximately $1M in new ARR per month toward our next phase of growth.
What you'll do
- In this role, you will:
- Accelerate Pearl's monthly recurring revenue growth through world-class sales execution.
- Build an outbound sales engine that consistently produces qualified customers.
- Create repeatable sales systems that scale beyond individual contributors.
- Hire, coach, and develop a high-performing SDR organization.
- Ensure seamless coordination between outbound campaigns and relationship-driven sales efforts.
- Become a trusted advisor to founders and executives purchasing Pearl's services.
Requirements
- 5+ years of experience in B2B sales, staffing, recruiting, SaaS, or professional services.
- Proven experience closing six-figure or strategic B2B accounts.
- Experience building outbound sales systems from strategy through execution.
- Experience hiring, coaching, or leading SDRs or Account Executives.
- Demonstrated history of exceeding quota and revenue targets.
- Strong executive presence with exceptional communication skills.
- Experience selling directly to founders, executives, or operational leaders.
- Strong understanding of CRM systems and sales analytics.
- Highly organized with a systems-thinking mindset.
- Ability to thrive in high-growth startup environments.
About Pearl Talent
Pearl Talent is a talent placement company that recruits remote workers, trains them to work effectively with AI tools, and places them as managed contractors with client companies — across roles ranging from client-facing positions to software engineers and executive assistants. The company is roughly 50 people managing a few hundred placed contractors, growing into new verticals, with clients spanning venture-backed tech and healthcare sectors. They emphasize community-building (events, culture) alongside the placement business itself.
AI Alerts shares third-party job opportunities for informational purposes only. We are not the employer and are not involved in the hiring process. Always verify the company and role through official channels before applying, and never pay to apply, train, onboard, process documents, or secure a job offer. Legitimate employers do not ask applicants for money. Read our Terms to learn more.