The OpportunityWe'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.
