Canopy Analytics · 1 day ago
Software Trainer and Adoption Specialist (SaaS / PropTech)
Canopy Analytics is a mid-market enterprise SaaS that helps multifamily owners and operators turn complex data into clear, confident decisions. The Software Trainer & Adoption Specialist will lead customer onboarding and education efforts, designing and delivering training experiences to ensure users gain practical proficiency with the platform and realize meaningful value from the software.
Responsibilities
Deliver live, role-based trainings (often multiple per day) for new customer cohorts (property managers, regional managers, asset managers)
Build and execute onboarding lesson plans with structured follow-ups
Adapt training framing and focus for each cohort - audience awareness
Identify common usage gaps, confusion points, and data trust issues
Report insights to CSMs and leadership to drive enforcement or product improvements
Support post-training check-ins focused on accuracy, confidence, and outcomes
Create and evolve training materials: decks, videos, FAQs, workflows, scripts
Help build a scalable training hub / LMS over time
Show the value to the customer - ex. how it will save them time, how it will improve decision making
Partner with CSMs, Product, and Leadership to align training with customer goals
Work closely with CSM team to define and adapt roles and responsibilities as company evolves
Lead trainings within three weeks of start date
Track metrics to ensure new users reach minimum adoption standard
Create a documented, repeatable training process within 12 months
Qualification
Required
2+ years delivering live training or enablement (SaaS, PropTech, or property management training)
Experience training non-technical, time-constrained users
Experience building training programs, materials, or LMS content
Strong presentation skills and executive presence - audience awareness
Highly self-directed; comfortable building systems in a quickly growing company
Customer Empathy & Audience-Aware Communication
Deep ability to understand operational pain points and tailor training, language, and examples for property managers, regional leaders, asset managers, and executives
Training Creation & Simplification Skills
Proven ability to translate complex systems, workflows, and data concepts into clear, actionable training materials across formats (live sessions, Loom, Scribe, written guides)
Ownership & Execution Mindset
Highly organized, proactive, and reliable — owns training outcomes end-to-end, including tracking post-training adoption, identifying usage gaps, and continuously improving materials and follow-up based on real user behavior
Live Facilitation & Communication Confidence
Comfortable leading live video trainings, facilitating group discussions, and engaging diverse audiences with clarity and authority
Solutions-Oriented, Customer-Centric Problem Solving
Focused on solving real operational problems, adaptable in fast-moving environments, and driven by outcomes (behavior change and adoption, not just training delivery)
Preferred
Multifamily property management or proptech experience
Comfort answering some data or technical questions
Benefits
Additional upside through a year-end bonus and equity participation
Company
Canopy Analytics
Canopy Analytics is a real estate tech startup, partnering with full-service investment and asset management firms.