The OpportunityAs an Early Stage Sales Manager at Workstreet, you'll have the opportunity to build, lead, and develop a team of ambitious Account Executives focused on helping early-stage companies grow securely. You'll collaborate closely with senior leadership and channel partners to expand our presence in the early stage business segment. Your work will directly shape Workstreet's go-to-market strategy as we scale, refine our sales motion, and strengthen our position as the leading security and compliance solution for early stage companies.
What You'll Do- Lead, mentor, and coach a small but high-performing team of Account Executives, equipping them with the tools and guidance to succeed in fast-paced, founder-led sales cycles.
- Manage to a proven sales process that can scale as the team grows.
- Provide accurate forecasting and pipeline management, ensuring visibility for leadership.
- Continuously evolve Workstreet's sales approach by introducing new tactics and solutions to shorten cycles, improve win rates, and drive overall revenue growth.
- Actively contribute to scaling the team through recruiting, onboarding, and training new Account Executives.
- Foster an inclusive and supportive sales culture
- Maintain a strong understanding of industry trends, competitors, and the challenges of scaling early stage businesses.
Who You Are- 4+ years of experience selling B2B services or SaaS to early stage and small businesses, with 1-2 years in a leadership or management role.
- Demonstrated track record of consistently meeting or exceeding sales quotas, both as an individual contributor and as a leader.
- Strong communication skills with the ability to build trust and credibility with founders and early-stage operators.
- Proven success in managing fast-paced, competitive sales cycles, often with resource-constrained buyers.
- Empathy-driven leadership style focused on consultative selling, long-term customer success, and team development.
- Open to using AI to amplify their skills and strengthen their work - demonstrating curiosity, a willingness to learn, and sound judgment in applying AI responsibly to improve efficiency and impact.
What will help you succeed- Active comprehension of GRC frameworks - Structural knowledge of GRC compliance standards and control mechanisms, specifically SOC 2, ISO 27001, or GDPR.
- Direct conversions with technical buyers - Successful history of pitching, scoping solutions, and winning trust directly with engineering leads, CISOs, and technical teams.
- Mastery of pipeline systems - Advanced utilization of platform automations, data properties, and deal stage synchronization within HubSpot or equivalent enterprise CRMs.
- Partner selling proficiency - Professional experience in selling with channel partners in a co-selling motion. This motion is at the core of what we do. We need to ensure that our partners win alongside Workstreet winning.
What We Offer- Career Development: Clear path with mentorship and training opportunities.
- Competitive Compensation: A competitive base salary with regular performance reviews linked to merit-based appraisals and bonus opportunities.
- Growth Opportunity: Early-stage company with significant room for career advancement.
- Remote-First Culture: Flexibility to work from anywhere while collaborating with a global team.
What You'll Need to Thrive- Excellent written and verbal English communication skills, with the ability to engage confidently with candidates, hiring managers, and business leaders across global teams.
- A reliable, high-speed internet connection and a professional home office environment that supports confidential conversations, virtual interviews, and uninterrupted collaboration.
- Commitment to working a standard schedule of 8:00 AM-5:00 PM in your local time to effectively collaborate with team members, stakeholders, and cross-functional partners while ensuring timely communication and support.
- Willingness and ability to travel locally for occasional onsite meetings, team gatherings, or business activities as needed.
Hiring and Selection Process- Candidates must participate in live video interviews throughout the hiring process with camera on (non-negotiable) and be prepared to verify their identity during recruitment and onboarding.
- Employment is contingent upon successful completion of identity verification and background screening, where permitted by law.
- Selected candidates will participate in structured interviews with hiring managers and cross-functional stakeholders to assess role fit, experience, and alignment with Workstreet's operating principles.
- Candidates will receive prompt updates and consistent communication throughout the interview process, ensuring a transparent, smooth, and engaging experience at every step.
