
Soldiers in Tech-Technology Training, Cybersecurity Workshops & Integrated Career Supports
Soldiers in Tech (SIT)
Technology Training, Cybersecurity Workshops & Integrated Career Supports
The Soldiers in Tech (SIT) program, delivered by the Roland Gossage Foundation, is a workforce development initiative supporting veterans, reservists, and military family members as they pursue sustainable careers in high-demand technology fields.
Through partnerships with post-secondary institutions, industry-recognized training providers, and professional coaching organizations, Soldiers in Tech delivers industry-aligned technical training, complemented by cybersecurity workshops, career development programming, wellness-informed supports, and employment-readiness coaching.
Training Pathways
Participants may access training and certification pathways in:
● Cybersecurity
● Artificial Intelligence and Machine Learning
● Cloud computing and infrastructure fundamentals
● Web development and technical upskilling
● Project Management certification training
Training is delivered through trusted education partners and aligned with current labour-market needs.
Cybersecurity Workshops
Soldiers in Tech offers introductory and skills-based cybersecurity workshops designed to:
● Introduce core cybersecurity concepts and best practices
● Build foundational digital security awareness
● Explore pathways into cybersecurity careers
● Support informed decision-making regarding further training and certification
These workshops are well suited for participants who are exploring technology careers or assessing cybersecurity as a specialization.
Career & Professional Supports
Soldiers in Tech integrates structured, participant-centred supports to strengthen employment readiness and long-term career outcomes, including:
● Career Development & Coaching
○ Wilder Path Coaching: focused career coaching supporting clarity, confidence, goal-setting, and long-term career planning
○ Fast Forward Coaching: practical workshops and guidance in résumé development, interview preparation, professional communication, and job-market readiness
● Employment Readiness Workshops
○ Job-readiness and career development sessions
○ Employer-informed guidance aligned with labour-market needs ○ Support navigating civilian technology career pathways
Wellness Support
Participants have access to a dedicated Wellness Officer throughout their training experience. This role provides:
● Individual check-ins and ongoing participant support
● Guidance for managing training intensity and career transition ● Referrals to appropriate resources when required
Education & Training Partners
Soldiers in Tech is delivered in collaboration with established education and training partners, including:
● WatSPEED (University of Waterloo)
● ComIT
● Next Steps Certification Training Centre
These partnerships ensure training is credible, industry-recognized, and aligned with employer expectations.
Upcoming Intakes Reskilling
Phase 2: Artificial Intelligence & Machine Learning
Start Date: January 12, 2026
Project Management Certificate
Start Date: January 19, 2026
Python 1
Start Date: February 2, 2026
Upcoming Employment Readiness Workshops
Creating an Effective Resume
Date: January 8th, 2026
Time: 18:30-20:30
LinkedIn Optimization
Date: January 15th, 2026
Time: 18:30-20:30
Interviewing with Confidence
Date: January 22nd, 2026
Time: 12:00-13:00
The Power of Networking
Date: January 29th, 2026
Time: 18:30-20:30
Eligibility
Applicants must meet the following criteria:
● Canadian Armed Forces veterans
● Spouses of veterans, reservists, or active-duty members
● Reservists with a minimum of three (3) years of service
● Must reside in Ontario
Delivery Format
Programs are delivered online and in person, depending on the training stream.
Full program details, eligibility requirements, and application information are available at:
https://www.rolandgossagefoundation.com/soldiersintech
