Position Overview:

We are seeking a Training Specialist I to help ensure our customers have a superior experience every time they interact with Diligents suite of products and services. This role focuses on delivering high-quality initial training following purchase, as well as ongoing coaching for users at all levels throughout their relationship with Diligent.

As a member of the Training team, you will join a group that is passionate about living Diligents corporate values and fostering a friendly, positive, and customer-centric culture. The team is committed to helping customers succeed by delivering memorable training experiences that drive product adoption, customer satisfaction, and referrals.

Key Responsibilities

Deliver engaging training sessions that drive product adoption and achieve high customer satisfaction (CSAT) scores.
Manage and deliver product training via virtual conferencing tools (e.g. Zoom, Microsoft Teams) and webinar platforms (e.g. BigMarker).
Facilitate individual, group, webinar, and in-person training sessions with confidence and professionalism.
Create training resources and learning content using professional tools (e.g. iSpring, Iorad).
Develop clear, customer-facing training videos to support product education.
Observe training interactions and identify opportunities that may lead to potential lead generation, as appropriate.
Accurately log all training activities in internal systems for reporting and tracking purpose.
Handle training-related client requests and queries, along with other administrative tasks as required.
Travel occasionally for professional development, customer workshops, or internal meetings.

Required Experience/Skills

03 years of relevant professional experience.
Strong planning, organization, and time management skills.
Customer-focused mindset with a passion for delivering excellent service.
Effective interpersonal, communication, and presentation skills, with the ability to be both assertive and respectful.
High level of energy, professionalism, and resourcefulness.
Ability to remain calm, think on their feet, and respond positively in unexpected situations.

Preferred Experience/Skills

Experience creating learning content or training materials (eg. Using iSpring, Creating IORADs, Video editing etc).

This is a fixed-term independent contractor opportunity supporting the team through the end of 2026. The selected contractor will provide services and will invoice directly on a monthly basis. Compensation will be paid as a fixed monthly professional fee against invoice. This is a professional services engagement and is not eligible for company-sponsored benefits. While the assignment is currently expected to conclude on December 31, 2026, there may be an opportunity for extension based on business needs.

About Us

Diligent is the AI leader in governance, risk and compliance (GRC) SaaS solutions, helping more than 1 million users and 700,000 board members to clarify risk and elevate governance. The Diligent One Platform gives practitioners, the C-Suite and the board a consolidated view of their entire GRC practice so they can more effectively manage risk, build greater resilience and make better decisions, faster.

At Diligent, we're building the future with people who think boldly and move fast. Whether you're designing systems that leverage large language models or part of a team reimaging workflows with AI, you'll help us unlock entirely new ways of working and thinking. Curiosity is in our DNA, we look for individuals willing to ask the big questions and experiment fearlessly - those who embrace change not as a challenge, but as an opportunity. The future belongs to those who keep learning, and we are building it together. At Diligent, youre not just building the future - youre an agent of positive change, joining a global community on a mission to make an impact.

Learn more at diligent.com or follow us on LinkedIn and Facebook

What Diligent Offers You

Creativity is ingrained in our culture. We are innovative collaborators by nature. We thrive in exploring how things can be differently both in our internal processes and to help our clients
We care about our people. Diligent offers a flexible work environment, global days of service, comprehensive health benefits, meeting free days, generous time off policy and wellness programs to name a few
We have teams all over the world. We may be headquartered in New York City, but we have office hubs in Washington D.C., Vancouver, London, Galway, Budapest, Munich, Bengaluru, Singapore, and Sydney.
Diversity is important to us. Growing, maintaining and promoting a diverse team is a top priority for us. We foster and encourage diversity through our Employee Resource Groups and provide access to resources and education to support the education of our team, facilitate dialogue, and foster understanding.

Diligent created the modern governance movement. Our world-changing idea is to empower leaders with the technology, insights and connections they need to drive greater impact and accountability to lead with purpose. Our employees are passionate, smart, and creative people who not only want to help build the software company of the future, but who want to make the world a more sustainable, equitable and better place.

Headquartered in New York, Diligent has offices in Washington D.C., London, Galway, Budapest, Vancouver, Bengaluru, Munich, Singapore and Sydney. To foster strong collaboration and connection, this role will follow a hybrid work model. If you are within a commuting distance to one of our Diligent office locations, you will be expected to work onsite at least 50% of the time. We believe that in-person engagement helps drive innovation, teamwork, and a strong sense of community.

_{We are a drug free workplace. Diligent is proud to be an equal opportunity employer. We do not discriminate based on race, color, religious creed, sex, national origin, ancestry, citizenship status, pregnancy, childbirth, physical disability, mental disability, age, military status, protected veteran status, marital status, registered domestic partner or civil union status, gender (including sex stereotyping and gender identity or expression), medical condition (including, but not limited to, cancer related or HIV/AIDS related), genetic information, or sexual orientation in accordance with applicable federal, state and local laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. See also Diligent's EEO Policy and Know Your Rights. We are committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If you need assistance or an accommodation due to a disability, you may contact us at recruitment@diligent.com.}

_{To all recruitment agencies: Diligent does not accept unsolicited agency resumes. Please do not forward resumes to our jobs alias, Diligent employees or any other organization location. Diligent is not responsible for any fees related to unsolicited resumes.}

Training Specialist - Independent Contractor

Diligent Corporation

Job Description