DSS, Inc.
Training Specialist II
🇺🇸 Remote - US
🕑 Full-Time
💰 $60K - $90K
💻 Learning & Development
🗓️ December 28th, 2025
FedRAMP
SCRUM
Edtech.com's Summary
DSS, Inc. is hiring a Training Specialist II to support and train clients in the use of their health information software products and services. The role involves creating and delivering training materials, providing on-site training and support, and collaborating with internal teams to ensure successful implementation and client satisfaction.
Highlights
- Deliver on-site and remote training sessions, including classroom and one-on-one formats.
- Travel approximately 36 weeks per year, including weekends and holidays when necessary.
- Create training plans, class agendas, and web-based presentations tailored to client needs.
- Provide support during customer Go Live and product demonstrations for clients and internal staff.
- Collaborate on workflow configuration, quality assurance testing, and documentation of training activities.
- Required skills include EMR/EHR implementation experience, proficiency in Microsoft Office, and strong client communication abilities.
- Must have at least three years of relevant experience or equivalent DSS certifications.
- Must possess a bachelor's degree or equivalent experience; professional medical training and certifications preferred.
- Compliance with HIPAA, FedRAMP, and NIST 800-53 security and privacy requirements mandatory.
- Compensation range is $60,000 to $90,000 annually, dependent on experience and other factors.
Training Specialist II Full Description
Training Specialist II
REMOTE POSITION - Anywhere, FL 33408
Overview
Position Type
Full Time
Job Shift
Day
Education Level
4 Year Degree
Travel Percentage
Road Warrior
Category
Training
Description
DSS, Inc. is a leading health information software development and systems integration company, offering services and solutions utilized daily by thousands of clinicians and administrative staff across both public and private sectors nationwide.
Overview:
The Training Specialist promotes DSS Inc.’s mission by providing the highest level of care and training to our clients. Supports and trains our clients in the learning and use of our products and services.
What We Offer:
- Supportive, collaborative, and mission-driven team environment
- Opportunities for skills development, certifications, and career growth
- Meaningful work that directly impacts healthcare delivery and patient outcomes
The Training Specialist will:
- Travel approximately 36 weeks per year to include weekends and holidays when necessary while abiding by Training Services Department Employee Handbook
- Responsible for making travel arrangements in accordance with DSS and Training Services policy
- Creation and delivery of Training Plans, Class Agendas, Web Based Presentations and Training Materials
- Reviews application set up with appropriate staff
- Provide on-site, in person training in both classroom settings and one on one mentoring formats
- Provide on-site support during customer Go Live
- Delivers product demonstrations to potential or existing clients as well as internal staff
- Submits signed, on-site certification documents upon completion of training
- Timely and accurate submission of Training Reports, monthly expenses and timekeeping
- Assists Product Training Coordinator with scheduling onsite and remote training to be completed within contracted timelines
- Responsible for verbal and written communication with clients and documentation of work activities and work processes
- Gathers requirements for workflow process and is involved with the configuration of application
- Build out workflows, views and alerts based on workflow needs assessed, which will be used and trained at the onsite trainings.
- Full understanding of the software GUI, to be able to actively problem solve “on the fly” and suggest solutions to clinician requests, which are within the capabilities of the software.
- Participates in internal and external Site Kick Off calls when requested
- Attends Scrum Calls, Sprint Planning Sessions, Core Team Meetings, Development Planning Meetings as directed
- Participates in Quality Assurance Testing and troubleshooting of product
- Assists Documentation Department in the creation of Product Manuals
- Works on Home Based Assignments when not on the road as given by the Training Manager or Director
- Cross train on other products as assigned by Training Director
- Abides by policies set forth in DSS and Departmental Handbook including Timesheet and Expense submissions
Security and Privacy Responsibilities:
Individuals working for DSS or any Subsidiary will be subject to security and privacy requirements as explained in HIPAA, FedRAMP, and NIST 800-53. Additionally, they are required to undergo specific FedRAMP training to ensure compliance with all associated controls and responsibilities in the day-to-day performance of their duties. Individuals working in departments that are considered to be in the high-risk category will be required to undergo advanced training based on their role and level of access. Individuals with access to modify data and the configuration baseline will require further training.
The preceding functions are examples of the work performed by employees assigned to this job classification. Management reserves the right to add, modify, change or rescind work assignments and make reasonable accommodation as needed.
Conditions of Employment:
- Must be a US Citizen or Permanent Resident.
- Must be able to pass a Federal background check
- Must be determined suitable for federal employment.
Qualifications
Relevant Experience requirements for each level of the Training Specialist position are as follows:
- Training Specialist I - at least one year of experience in a relevant position or degree
- Training Specialist II – at least three years of experience in a relevant position; existing DSS trainers, certification on two products or equivalent.
- Training Specialist III – at least five years’ experience in a relevant position; existing DSS trainers, certification on two products or equivalent or medically relevant degree.
- Training Specialist, Senior – At least seven years’ experience in a relevant position; existing DSS trainers, certified as a SME on current product
Required Skills:
- Prior EMR / EHR implementation/Training experience/knowledge
- Skilled in client process and training activities with 100% client focus and strong commitment to following up on client issues until resolution
- Ability to identify the importance or impact of issues and situations occurring within a client’s workflow process and takes appropriate actions to suggest or introduce alternative processes or resolutions (i.e. workflow process consulting)
- Ability to effectively organize time while identifying barriers to progress, proposing solutions and setting priorities
- Excellent listening skills and clear and concise presentation skills
- Proficient in Microsoft Office Products (Word, Excel, PPT)
- Aptitude for understanding technical processes and the ability to learn new software as needed
- Hands on implementation/training experience in a hospital or clinical setting
Preferred Qualifications:
- Prior VA Experience
Education:
- Required:
- Bachelor’s degree
- Equivalent experience or combination of education and experience considered
- Preferred:
- Professional training in a medical discipline
Certification(s), Licenses: Preferred
- Training Focused Certifications
Years of experience in a similar role:
- Required: 3+ years prior software implementation experience
- Desired: Prior VA or commercial Implementation experience
Compensation:
Salary at DSS Inc is determined by various factors, including but not limited to location, the individual’s particular combination of education, knowledge, skills, competencies, and experience, as well as contract-specific affordability and organizational requirements. The projected compensation range for this position is $60,000.00 to $90,000.00 (annualized USD). The estimate displayed represents the typical salary range for this position and is just one component of Juno Health's total compensation package for employees.
Physical Demands:
Standing | 25% per day
Sitting | 60% per day
Walking | 10% per day
Stooping | 5% per day
Lifting | 5 – 10 lbs. daily x 2 (normal workday)50 lbs. unassisted when travelling with luggage
Computer Work | 50% per day
Telephone Work | 25% per day
Reading | 25% per day
Other, please specify | Travel apx. 36 weeks per year unassisted via common carrier and/or auto
Sitting | 60% per day
Walking | 10% per day
Stooping | 5% per day
Lifting | 5 – 10 lbs. daily x 2 (normal workday)50 lbs. unassisted when travelling with luggage
Computer Work | 50% per day
Telephone Work | 25% per day
Reading | 25% per day
Other, please specify | Travel apx. 36 weeks per year unassisted via common carrier and/or auto
DSS Inc. is an Equal Opportunity Employer.
If you need an accommodation seeking employment with DSS, Inc., please email jobs@dssinc.com or call (561) 284-7373. Accommodations are made on a case-by-case basis.
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