Job Summary:

Drata is building a world-class customer education function - and we're looking for the person who will own it.

As Learning & Development Specialist, you'll be the architect of how Drata customers learn: designing the programs, building the certifications, and creating the infrastructure that helps thousands of security and compliance practitioners get value from Drata faster and more independently. A critical part of this role is understanding that Enterprise and SMB customers don't learn the same way - you'll design programs that meet each segment where they are, with the right depth, format, and pacing for their needs.

You'll sit within the Digital CS team - alongside Community, in-app guidance, automated playbooks, and 1:M events - and you'll be the expert who defines what great customer education looks like at Drata across every customer segment.

This is a senior IC role. You won't manage people on day one, but you'll lead the discipline. You'll set the strategy, own the roadmap, and be the voice of customer education across the company. As the function matures, there's a clear path to building a team under you.

You'll report directly to the Sr. Director of Digital CS, who leads all of Drata's Digital CS programs.

What you'll do:

Build and mature the Drata Academy program

• Own the Drata Academy roadmap - course library strategy, learning path design, and the overall curriculum architecture across Drata's product suite (GRC, Trust Center, AIQA, TPRM)
• Design distinct learning experiences for Enterprise and SMB customers - Enterprise teams need depth, role-based paths, and content that scales across large orgs; SMB customers need fast time-to-value, opinionated guidance, and lean formats that fit a lean team
• Take Academy from a newly launched platform to a mature, comprehensive education program with measurable customer outcomes
• Define what 'good' looks like for customer education at Drata - frameworks, standards, and content quality bar
• Build a scalable content production process using AI-assisted authoring tools (Claude Design, Arcade, and similar) to create high-quality courses without engineering dependency
• Partner with Product to stay ahead of feature releases and ensure education content ships in sync with the product

Launch and own the Drata Admin Certification program

• Design and build Drata's first customer certification program - the Drata Admin Certification - from curriculum design through to assessment, badging, and renewal
• Define the certification framework: competency model, exam structure, passing criteria, and credential lifecycle
• Partner with the Customer Success, Sales, and Marketing teams to position the Drata Admin Certification as a meaningful credential in the GRC and security compliance market
• Build the ecosystem around certification: study guides, prep courses, practice assessments, and community-based peer learning

Drive education impact with AI and data

• Use AI tools meaningfully throughout the content lifecycle - not just for drafting, but for personalization, adaptive learning paths, and content gap identification at scale
• Define and own education KPIs: course completion rates, certification pass rates, time-to-proficiency, and correlation between education engagement and GRR/NRR
• Partner with the Digital CS team's data infrastructure (Snowflake, Catalyst) to connect Academy engagement to customer health scores and retention outcomes
• Report education program performance in the quarterly Digital CS QBR and continuously improve based on what the data shows

Integrate education across the Digital CS ecosystem

• Connect Academy to the broader Digital CS motion - surface course recommendations in automated playbooks, in-app tooltips, and community content
• Partner with the Community Manager to make community a learning accelerator: expert-led sessions, peer knowledge sharing, and certification prep cohorts
• Collaborate with the 1:M events program to create learning continuity between live sessions and self-paced Academy content
• Ensure education content reinforces the in-app guidance experience - tooltips, Arcade videos, and Academy courses telling a consistent story

What you'll bring:

• 5-8 years of experience in customer education, learning & development, or instructional design at a B2B SaaS company
• Proven track record building or maturing a customer education program - ideally across companies at different stages (early-stage build to scaled program)
• Experience designing L&D programs for both Enterprise and SMB customers - you understand that a Fortune 500 security team and a 20-person startup have fundamentally different learning needs, timelines, and success metrics, and you've built programs that reflect that
• Certification program experience - you've designed, launched, or owned a professional certification or credentialing program end-to-end
• Hands-on LMS expertise - deep experience with Skilljar, Gainsight Academy, Docebo, Thought Industries, or similar platforms
• AI fluency with real business impact - you've used AI tools to meaningfully accelerate content creation, improve learning outcomes, or scale a program; you can speak to the results
• Strong instructional design instincts - you understand adult learning principles, can design for different modalities (video, interactive, assessment), and know what makes content actually stick
• Data-driven - you track completion rates, certification outcomes, and business impact, and you use that data to make decisions
• Cross-functional collaborator - comfortable working with Product, CS, Marketing, and Support to align education to the customer journey
• Bonus: experience in the GRC, security compliance, or trust space; familiarity with Drata, SOC 2, ISO 27001, or similar frameworks

Why this role?

• You'll own a discipline, not just a program - this is the person who defines what customer education means at Drata, with full strategic ownership
• Academy just launched - you're coming in at the moment of maximum leverage, when the platform exists but the real program-building work is just beginning
• The certification you build will matter in the market - Drata has thousands of customers in the GRC space; a Drata Admin Certification has real credentialing potential
• You'll be embedded in one of the most forward-thinking Digital CS functions in B2B SaaS - with Community, AI-driven playbooks, in-app guidance, and 1:M events all working together
• Clear growth path - as the education function matures, this role grows with it

How we support you:At Drata, our people are our strongest advantage-and we prove it with support that exceeds industry standards. Our total rewards package is designed to power your well-being, accelerate your growth, and keep your work-life balance thriving.

Explore how we invest in your Life at Drata.

• Shared Success: We provide stock equity to ensure that as the company grows, you share directly in that success. Equity gives every employee a sense of ownership and the opportunity to celebrate our wins together-because your contributions don't just support our progress; they help drive our collective success.
• Health & Wellness: Up to 100% employer-paid premiums for medical, dental, and vision coverage for employees and their dependents, along with comprehensive wellness benefits and healthcare concierge services designed to support your needs beyond traditional insurance.
• Financial Well-being: A comprehensive suite of financial benefits, including a 401(k) plan, company-paid life and disability insurance, tax-advantaged spending accounts, and a range of discounted voluntary offerings to help you customize and strengthen your overall financial position.
• Family Support: We want to support you in life's most important moments, so we offer a paid Parental Leave policy, after six months of employment. Employees also receive access to Kindbody fertility and family-building benefits and dedicated leave specialists who help guide you through the entire process.
• Growth & Development: Generous annual stipends for both professional and personal development, empowering you to invest in your continued growth. You'll also have access to a wide range of internal learning opportunities, ensuring you can build new skills, deepen your expertise, and advance your career with confidence.
• Time Off & Flexibility: We believe that to do your best work, you should get the time you need for rest, rejuvenation and recovery. Drata offers a flexible vacation policy, paid holidays, and other perks to recharge.

The expected base salary range for this role is between $125,000 - $161,000 and is listed to provide transparency. Actual base pay will vary based on multiple factors - market location, job-related knowledge, skills, experience, and overall alignment to the role.

Candidates shouldn't expect automatic placement at any particular point within the range. Offer amounts are determined by the qualifications each candidate brings to the position. Total compensation may also include equity designed to provide meaningful ownership in the company, as well as health and wellbeing benefits.