Sales Manager, Early Stage

About this role

Get to know the Sales Team We move fast; some people say it, but we mean it! This is a hypergrowth sales org — we are a like-minded collective of builders, doers, and high-agency individuals. We work on the leading edge with companies to solve their most critical security & compliance challenges. We often hear that we are the home of people’s "favorite sales role they have ever had.” If you want to be part of a team that moves fast — and wins doing it — you're in the right place.

The Opportunity As 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.