Enablement Manager

About Workstreet

At Workstreet, we’re on an exciting journey to help businesses scale securely by designing and implementing cutting-edge security and compliance programs. As a fast-growing startup, we specialize in a wide range of GRC (governance, risk, and compliance) services that support frameworks across SOC 2, ISO 27001, GDPR, CMMC, NIST 800-171, NIST 800-53, and FedRAMP. We empower companies to meet regulatory requirements and enhance their cybersecurity posture from day one.

Get to know the Business Operations Team

The Business Operations Team is the central operating hub of Workstreet. We oversee the systems, processes, data, contracting, and alignment with adjacent teams and partners. The team includes a few departments and functions, including Deal Desk, Collections, Data and Analytics, Partnership Management, and IT. The goal of Business Operations is to ensure that our data capture is accurate, our processes are sound, and that the information we gather is fueling our decisions.

The Opportunity

Workstreet is seeking a strategic and execution-oriented Enablement Manager to join our Business Operations team. Serving as a high-impact, cross-functional individual contributor and operational authority, this role owns the quality, design consistency, and coherence of all customer-facing assets, while ensuring delivery teams are equipped to execute with excellence.

The successful candidate brings an eye for detail and operational rigor, acting as the customer-facing lens across all external materials, templates, and communications. Working across Sales, Delivery, Marketing, and People Operations, you will formalize client deliverables, guide practical training curricula, execute targeted customer email marketing, and align both internal and external assets with Workstreet brand standards

• Establish brand and design consistency - own the voice, tone, and visual formatting for customer-facing materials, including proposals, contracts, project plans, attestations, and reports.
• Audit external deliverable quality - review templated and custom customer-facing content to ensure complete parity between what Workstreet sells, delivers, and communicates.
• Execute customer email marketing - drive light demand generation initiatives by managing asset creation and targeted email outreach for current customer accounts.
• Align cross-functional brand identity - partner with Sales, Marketing, and HR to ensure external assets, website copy, and internal communications strictly reflect Workstreet standards.
• Guide practical training programs - influence the design of role-relevant training curricula for customer-facing teams, tracking completion, certifications, and operational effectiveness.
• Embed operational guidance and SOPs - translate internal policy changes into actionable workflows, templates, and training materials while monitoring adherence across teams.
• Optimize operational workflows and AI agents - oversee revenue tools and leverage Agentic AI to automate asset formatting and maintain strict template governance.
• Support internal communications - dedicate capacity to reviewing and polishing high-visibility internal announcements, newsletters, and stakeholder presentations.

• Experienced enablement manager - bring 3+ years of experience in enablement, revenue operations, sales operations, or related go-to-market functions in a B2B SaaS environment.
• Strategic individual contributor - comfortable taking full operational ownership of the enablement function as an individual authority without direct supervisory responsibilities.
• Rigorous editorial gatekeeper - possess a sharp eye for visual formatting, tone, and design detail, with the immediate ability to identify and correct off-brand content.
• Cross-functional relationship builder - proactive communicator skilled at collaborating across Sales, Marketing, Delivery, and HR to align messaging and elevate quality.
• Email marketing and CRM operator - experienced in executing targeted customer email campaigns with general CRM familiarity and light demand generation instincts.
• Agile SaaS and AI tech stack user - comfortable working across tools like Google Workspace, Notion, HubSpot, Juro, and Canva, with practical experience utilizing Agentic AI workflows.

• Growth-stage startup experience - background building or scaling enablement processes within a fast-paced, high-growth B2B technology company.
• Specialized content or design track - domain experience in content strategy, instructional design, marketing communications, or light graphic design.
• GRC framework exposure - basic structural familiarity with cybersecurity and compliance standards such as SOC 2, ISO 27001, or adjacent regulatory frameworks.

What We Offer

• Career Development: Clear path with mentorship and training opportunities.
• Role-Related Training: Reimbursement for the successful completion of approved training and certification courses relevant to your current role.
• 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 U.S. Eastern Time (ET) 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.

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.