Sales Manager, Early Stage

Workstreet
•Remote

About The Position

As an Early Stage Sales Manager at Workstreet, you will build, lead, and develop a team of Account Executives serving early-stage companies. You will work closely with senior leadership and channel partners to expand Workstreet’s presence in this segment and help shape its go-to-market strategy, sales motion, and position as a security and compliance solution for early-stage companies. The role involves leading a small, high-performing team through fast-paced, founder-led sales cycles; managing a scalable sales process; and maintaining accurate forecasts and pipeline visibility. You will refine sales tactics to shorten cycles, improve win rates, and grow revenue, while supporting recruitment, onboarding, and training as the team scales. You will also foster an inclusive sales culture and stay informed about industry trends, competitors, and the challenges facing early-stage businesses. This is a remote-first role with a standard schedule of 8:00 AM–5:00 PM in the employee’s local time. Occasional local travel for onsite meetings, team gatherings, or business activities may be required. The role requires a reliable, high-speed internet connection and a professional home office suitable for confidential conversations and uninterrupted collaboration. Live video interviews with camera on, identity verification, and background screening where permitted by law are part of the hiring process.

Requirements

  • At least 4 years of experience selling B2B services or SaaS to early-stage companies and small businesses.
  • 1–2 years of experience in a leadership or management role.
  • Demonstrated record of consistently meeting or exceeding sales quotas as both an individual contributor and a leader.
  • Strong communication skills and ability to build trust and credibility with founders and early-stage operators.
  • Proven success managing fast-paced, competitive sales cycles, often with resource-constrained buyers.
  • Empathy-driven leadership focused on consultative selling, long-term customer success, and team development.
  • Openness to using AI to strengthen work, including curiosity, willingness to learn, and sound judgment in applying AI responsibly.
  • Excellent written and verbal English communication skills for engagement across global teams.
  • Reliable, high-speed internet connection and a professional home office environment suitable for confidential conversations and virtual collaboration.
  • Ability to work a standard schedule of 8:00 AM–5:00 PM in local time.
  • Willingness and ability to travel locally for occasional onsite meetings, team gatherings, or business activities.

Nice To Haves

  • Knowledge of GRC frameworks and compliance standards or control mechanisms, specifically SOC 2, ISO 27001, or GDPR.
  • Successful experience pitching and scoping solutions and building trust directly with engineering leads, CISOs, and technical teams.
  • Advanced use of HubSpot or equivalent enterprise CRM features, including platform automations, data properties, and deal-stage synchronization.
  • Professional experience selling with channel partners in a co-selling motion.

Responsibilities

  • Lead, mentor, and coach a small team of Account Executives, providing tools and guidance for fast-paced, founder-led sales cycles.
  • Manage a proven sales process that can scale as the team grows.
  • Provide accurate forecasting and pipeline management to ensure leadership has visibility.
  • Evolve the sales approach with tactics and solutions that shorten sales cycles, improve win rates, and drive revenue growth.
  • Recruit, onboard, and train new Account Executives as the team scales.
  • Foster an inclusive and supportive sales culture.
  • Maintain an understanding of industry trends, competitors, and the challenges of scaling early-stage businesses.
  • Collaborate with senior leadership and channel partners to expand Workstreet’s presence in the early-stage segment and shape its go-to-market strategy.

Benefits

  • Career development through mentorship and training opportunities.
  • Competitive base salary with regular performance reviews linked to merit-based appraisals and bonus opportunities.
  • Significant room for career advancement at an early-stage company.
  • Remote-first culture with flexibility to work from anywhere while collaborating with a global team.
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