Director, Learning & Development

About Vcheck

We started in 2012, in an era when due diligence was still largely manual, opaque, and inconsistent. Financial institutions needed reliable intelligence but faced a frustrating choice: slow, expensive boutique firms or fast, superficial automated checks. We saw an opportunity to bring the investigative rigor of boutique firms to scale through technology.

From our early days conducting background checks for commercial real estate lenders and private equity deals to building a best-in-class portfolio monitoring platform and what is arguably the industry's most advanced investigations platform, our vision remains unchanged: help businesses see clearly through complexity and make decisions with confidence.

Where We Are Today

• Based in New York City with global operations spanning the US, Romania, India, and soon-to-be London
• 25,000+ investigations annually across six continents
• Five consecutive appearances on the Inc. 5000 list of fastest-growing companies
• Backed by Sunstone Partners, a leading private equity firm supporting our next phase of growth
• Trusted by top-tier financial institutions, private equity firms, and Fortune 500 companies

Vcheck has a talented and collaborative team. While many of our team members come from backgrounds in compliance, law enforcement, journalism, or intelligence, many others have built successful careers here without prior investigative experience. What unites us is intellectual curiosity, attention to detail, and a commitment to getting it right.

We're building something different: a comprehensive portfolio risk management platform that operates with the rigor of a top-tier investigative shop and the efficiency of a modern technology company. If you're excited about that combination and ready to build learning programs that scale operational excellence, we'd love to hear from you.

About the job

At Vcheck, our mission is to help businesses make better decisions about the people and companies they work with. We believe that due diligence should be thorough, transparent, and human-driven. We empower organizations to understand risk deeply and act decisively, combining investigative expertise with cutting-edge technology to deliver intelligence that matters.

We're seeking an exceptional Director of Learning & Development to architect and lead our talent development strategy as we scale. This is an opportunity to build the learning infrastructure that will take us from 100+ to 300+ employees while maintaining the investigative excellence and quality that defines Vcheck. You'll be a key partner to executive leadership, translating business priorities into scalable learning solutions that drive both individual capability and organizational performance.

This role is ideal for someone who thrives at the intersection of instructional design, technology adoption, and organizational effectiveness—and who wants the autonomy to build something from the ground up.

What you'll do as Director of Learning & Development at Vcheck

Build the Foundation for Scale

• Design and implement a comprehensive L&D strategy that supports Vcheck's growth trajectory over the next three years
• Establish standardized training frameworks across Investigations, Quality Control, and Customer Success teams
• Create competency models and career progression pathways that clarify expectations and development opportunities at each level
• Partner with People Operations to integrate L&D into the full employee lifecycle—from onboarding through succession planning

Drive Technology Adoption and Change Management

• Lead training rollouts for major technology initiatives including client platform enhancements
• Develop learning resources that reduce time-to-proficiency on new tools and processes
• Build change management frameworks that help teams smoothly transition through system implementations
• Create feedback loops between users, product teams, and trainers to continuously improve technology adoption

Elevate Quality and Consistency

• Analyze quality control data and error patterns to identify systemic training needs
• Design interventions that address recurring mistakes in report writing, research methodology, and client deliverables
• Build quality assurance checkpoints into training programs to ensure knowledge transfer is effective
• Partner with QC leadership to transform post-error corrections into preventive learning opportunities

Develop Leadership Capability

• Create manager enablement programs for our growing population of first-time managers and team leads
• Design coaching frameworks and provide train-the-trainer support for managers leading team development
• Build succession planning programs that prepare high-potential employees for leadership roles
• Facilitate leadership cohorts focused on managing remote/hybrid teams, giving feedback, and driving performance

Operationalize Learning Delivery

• Manage the full training lifecycle from needs analysis through design, delivery, and measurement
• Leverage LMS platforms to build scalable, self-serve learning paths and microlearning modules
• Create blended learning experiences (instructor-led, virtual, asynchronous, on-the-job) optimized for a global workforce
• Establish training calendars and cohort schedules that balance business needs with learning effectiveness

Measure Impact and Iterate

• Define and track KPIs including time-to-productivity, training completion rates, knowledge retention, and post-training performance
• Use data analytics to identify which learning interventions are most effective and where gaps remain
• Build dashboards that give leaders visibility into team development and skill progression
• Conduct regular program evaluations and implement continuous improvements based on learner feedback and business results

How to be successful in this role

We're looking for someone who is passionate about joining a diverse team and is driven to achieve results through ownership, process optimization, and upstanding character. If this describes you, we encourage you to apply, even if you don't meet every requirement listed.

Experience and Expertise

• 6+ years in learning and development roles, with at least 3 years designing and delivering programs in professional services, operations, or investigative environments
• Proven track record building L&D functions from the ground up or through significant transformation
• Deep expertise in instructional design methodologies (ADDIE, SAM, Kirkpatrick) and adult learning principles
• Hands-on experience with LMS platforms and digital learning tools
• Background in change management and technology adoption training strongly preferred
• Willingness and ability to travel internationally 4-5 times per year to visit global offices

Technical and Design Skills

• Strong content development abilities—you can create engaging training materials (videos, guides, job aids, e-learning modules) with limited resources
• Proficiency with tools like ispring, Articulate, Loom, or similar authoring and video platforms
• Comfortable with data analysis and using metrics to drive decisions
• Experience with training analytics and creating executive-ready reports on learning impact

Leadership and Collaboration

• Exceptional stakeholder management skills—you can influence and build credibility quickly
• Ability to translate business problems into learning solutions
• Strong project management capabilities and ability to manage multiple initiatives simultaneously
• Comfortable working in a fast-paced, high-growth environment where priorities can shift
• Natural coach who enjoys developing others and building capability in the organization

Communication

• Outstanding written and verbal communication skills—you can explain complex concepts clearly
• Ability to facilitate engaging training sessions for both technical and non-technical audiences
• Experience presenting to senior leadership and making data-driven recommendations
• Comfortable working with distributed teams across US and India time zones

Physical requirements

The ideal candidate must be able to complete all physical requirements of the job with or without a reasonable accommodation.

• While performing the duties of this job, the employee may be regularly required to stand, sit, talk, hear, and use hands and fingers to operate a computer, telephone, and keyboard.
• Specific vision abilities required by this job include close vision requirements due to computer work.  

What you can expect as a Vchecker

Compensation and Benefits

• Competitive compensation package, including performance bonus opportunity
• Equity participation in a PE-backed, high-growth company
• Comprehensive benefits, including medical, dental, & vision insurance coverage for you & your loved ones
• 401(k) with 4% company match
• Flexible vacation policy, encouraging you to take the time you need
• Annual wellness allowance to support your health and well-being
• Quarterly team events to keep us connected in a hybrid environment
• Professional development budget
• Hybrid work environment with NYC office access
• A fun and collaborative work environment with a team of dedicated colleagues

Additional information

Please be aware that Vcheck uses AI-powered note-taking, interview recording, and transcription tools to ensure accuracy and efficiency during our talent acquisition processes. By participating in the application and interview stages, you acknowledge and consent to the use of these technologies.

Vcheck is proud to be an equal opportunity employer. We are committed to providing equal employment opportunities to all employees and applicants without regard to race, color, ancestry, religion, sex, age, national origin, sexual orientation, gender identity, disability, genetic information, veteran status, or any other factor protected by applicable law. This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, transfer, leave of absence, compensation, benefits, and training.

Vcheck expressly prohibits discrimination and harassment of any kind based on race, color, ancestry, religion, sex, age, national origin, sexual orientation, gender identity, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.

No matter what background you bring with you, if you are committed to excellence and good at what you do, we welcome you to apply to join us and encourage you to come as you are.