Training Specialist (Sales with focus on Mortgage & Life Insurance) — Part-Time, Remote

Schedule: 20–30 hours/week (remote)
Compensation: $20–$25/hour (DOE)
About the Role
We’re a fast-moving, veteran-owned start-up building out daily training across multiple verticals. We’re looking for a part-time Training Specialist to design, deliver, and continuously improve short, high-impact training for a dispersed team working in mortgage lending and life insurance. This role is fully remote with room to grow into full-time as we scale.
What You’ll Do

• Design & Facilitate Daily Training: Build concise, outcomes-focused sessions (15–60 minutes) that run daily across time zones and verticals (mortgage, life insurance, sales, compliance, customer success).
• Curriculum Development: Create modular curricula, playbooks, micro-learning, and job aids aligned to KPIs and regulatory requirements.
• Onboarding & Upskilling: Own new-hire ramp and ongoing skill progression plans; track proficiency and certify readiness.
• LMS & Content Ops: Organize content in our LMS; maintain calendars, recordings, quizzes, and dashboards.
• Performance Feedback: Use data (conversion, QA, QA/QC, call metrics) to identify training needs and iterate quickly.
• Cross-Functional Partner: Collaborate with Sales, Operations, Compliance, and Leadership to align training with goals.
• Coaching: Provide group and 1:1 coaching; shadow live/recorded calls and deliver targeted feedback.

Required Qualifications

• Military & Military Organizations Experience (required): Prior service or direct work with military organizations, programs, or communities; strong cultural fluency and communication across ranks/roles.
• Mortgage Lending Experience: Familiar with mortgage products, loan pipeline, disclosures, compliance basics, and frontline workflows.
• Education: Bachelor’s degree or equivalent experience.
• Training Delivery: Demonstrated success designing and facilitating instructor-led training (virtual), with strong platform skills.
• Instructional Skills: Able to turn SOPs and product/process changes into clear, practical training.
• Tech-Savvy: Comfortable with LMS tools, video conferencing, slide tools, and spreadsheets.
• Communication: Excellent written and verbal skills; clear, organized, and audience-aware.

Nice to Have

• Life Insurance: Active life/health license or prior life insurance sales/operations experience.
• Sales Background/Certs: Sales experience or certifications (e.g., Sandler, Challenger, SPIN, MEDDICC, LUTCF) are a plus.
• Education/Instruction: Former ROTC instructor, ILE instructor, school teacher, or college professorexperience is a strong plus.
• Assessment & Analytics: Experience building rubrics, scorecards, and ROI/impact reporting.
• LMS/Tools: Experience with platforms like GoHighLevel, Canvas, Blackboard, or similar.

What Success Looks Like (First 90 Days)

• Daily training calendar live and running with strong attendance and feedback.
• Onboarding tracks for mortgage and life insurance roles launched with measurable ramp KPIs.
• Core library of micro-modules, quizzes, and job aids published in the LMS.
• Coaching cadence and reporting framework in place (weekly skill dashboards, QA trends, and action plans).

Work Details

• Hours: 20–30 hours/week, flexible within U.S. time zones to support daily sessions.
• Location: Remote within the U.S.
• Compensation: $20–$25/hour (based on experience).
• Growth: High-visibility role with potential to scale to full-time as the company grows.