Pearl Talent - Director of Sales

Industry: Recruitment / Staffing / B2B Services

Work Arrangement:
Fully Remote

Job Type: Full-time

Work Schedule:

40 hours per week, Monday to Friday (Core hours: 9 AM – 5 PM EST)

Location:

United States

About Pearl Talent: Pearl works with the top 1 % of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5 B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They look for the sharpest, hungriest candidates who they can consistently promote and work with over many years.

The Director of Sales will own Pearl's outbound revenue engine from strategy through execution. This player‑coach role combines 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. You will partner directly with leadership to help scale Pearl from approximately $1 M in new ARR per month toward our next phase of growth.

• 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.

• Own the full sales cycle for highly qualified inbound and outbound opportunities.
• Consistently convert executive‑level prospects into long‑term clients.
• Build trusted relationships with founders, executives, and operators.
• Maintain exceptional closing performance across the sales pipeline.
• Leverage your existing professional network to generate strategic opportunities.

• Design, launch, and optimize outbound sales campaigns alongside Marketing.
• Develop messaging, targeting strategies, sequencing, and nurture campaigns.
• Continuously improve conversion metrics throughout the sales funnel.
• Monitor campaign performance using data to drive optimization.
• Build repeatable outbound systems that generate predictable revenue.

• Recruit, onboard, and develop high‑performing SDRs.
• Create training programs, playbooks, and coaching frameworks.
• Establish performance standards and accountability across the team.
• Mentor SDRs into successful Account Executives.
• Lead by example through active participation in outbound efforts.

• Coordinate outbound activity with founder‑led networking initiatives.
• Prevent duplicate outreach across strategic accounts.
• Improve CRM hygiene, reporting, and forecasting.
• Collaborate closely with Marketing, Recruiting, and Leadership on revenue initiatives.
• Build scalable sales processes that improve organizational efficiency.

• 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.

• Existing network within venture‑backed startups or technology companies.
• Experience selling recruiting, staffing, HR Tech, AI, or B2B services.
• Experience working in founder‑led organizations.
• Familiarity with AI‑powered sales workflows and automation tools.
• Experience scaling sales…