Account Executive, Enterprise

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

We're looking for an Enterprise Account Executive to join our growing GTM team. This role is built for a consultative, enterprise closer, who wants to own a full sales cycle at the intersection of cybersecurity, compliance, and services. You'll become a trusted advisor to prospects — helping them understand and solve their compliance challenges, not just closing deals. You'll own the full sales cycle within our Upmarket segment (1,000+ FTE companies), managing opportunities in the pipeline while developing deep expertise in security and compliance frameworks. You'll also be assigned specific partner relationships to own and grow over time, driving a co-sell pipeline alongside your direct sales motion. Our deals typically involve $60-80k ACVs, with an average sales cycle of 90-110 days.

What You'll Do

• Own the full sales cycle — manage deals independently from discovery through proposal, contracting, and close.
• Grow assigned partner relationships — own specific partner accounts, deepening those relationships over time and driving co-sell pipeline and revenue through them.
• Develop technical expertise — build deep knowledge in SOC 2, ISO 27001, GDPR, and other compliance frameworks to have meaningful, consultative conversations with prospects.
• Engage key stakeholders — build relationships with security leaders, compliance teams, and technical buyers at growing mid-market companies.
• Stay ahead of your pipeline — respond quickly, stay organized, and proactively drive deals forward rather than waiting on prospects.
• Collaborate and improve — contribute to refining our sales playbooks, messaging, and qualification criteria based on what you're learning in the field.

Who You Are

• Proven full-cycle closer — 8-10 years of closing experience with (2-4 years focused on enterprise selling)
• Enterprise seller — experience selling primarily to larger companies, ideally with 10,000+ employees.
• GRC & compliance experience — track record of selling complex GRC, security & advisory services spanning commercial and public sector regulatory requirements.
• Partner-minded relationship builder — comfortable owning and growing assigned partner relationships over time, and driving pipeline through a co-sell motion.
• Highly responsive and organized — proactive in customer communication and disciplined about staying on top of a large, moving pipeline.
• Self-starter — thrives in a fast-paced startup environment and is comfortable operating with autonomy and some ambiguity.

What Will Help You Succeed

• Experience selling a service, rather than software.
• Experience building partner relationships and selling through or alongside a channel partner.
• Experience selling cybersecurity, compliance, GRC, or technical services.
• Experience selling to technical buyers (CTOs, CISOs, IT leaders, founders, engineering leaders).
• Familiarity with compliance frameworks like SOC 2, ISO 27001, HITRUST, FedRAMP, or CMMC.
• Experience working in HubSpot.

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 prospects, partners, 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.
• 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.
• Applicants must be authorized to work in the U.S. without the need for visa sponsorship now or in the future. Workstreet does not provide employment-based visa sponsorship or transfers for this role, including H-1B, L-1, TN, O-1, E-3, H-1B1, F-1 (OPT/CPT), J-1, or any other work-authorized visa category.

Workstreet Is An Equal Opportunity Employer

As an equal opportunity employer, Workstreet is committed to providing employment opportunities to all individuals. All applicants for positions at Workstreet will be treated without regard to race, color, ethnicity, religion, sex, gender, gender identity and expression, sexual orientation, national origin, disability, age, marital status, veteran status, pregnancy, or any other basis prohibited by applicable law.