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Training Specialist; Sales focus Mortgage & Life Insurance — Part-Time, Remote

Remote / Online - Candidates ideally in
Town of Poland, Jamestown, Chautauqua County, New York, 14701, USA
Listing for: The VAB
Full Time, Part Time, Apprenticeship/Internship, Remote/Work from Home position
Listed on 2025-12-19
Job specializations:
  • IT/Tech
    IT Support
Salary/Wage Range or Industry Benchmark: 20 - 25 USD Hourly USD 20.00 25.00 HOUR
Job Description & How to Apply Below
Position: Training Specialist (Sales with focus on Mortgage & Life Insurance) — Part-Time, Remote
Location: Town of Poland

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 professor experience is a strong plus.
  • Assessment & Analytics: Experience building rubrics, scorecards, and ROI/impact reporting.
  • LMS/Tools: Experience with platforms like Go High Level , 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.
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