via LinkedIn
$80K - 100K a year
Lead customer onboarding and training, measure and improve adoption, develop training materials, and collaborate with cross-functional teams.
Experience delivering live SaaS training to non-technical users, creating training content, and managing adoption metrics.
About Canopy Canopy Analytics is a mid-market enterprise SaaS that helps multifamily owners and operators turn complex data into clear, confident decisions. Our platform combines BI, automation, and forecasting into one workflow that drives cost control, performance improvement, and asset value creation. The Role We’re looking for a thoughtful, customer-obsessed Software Trainer & Adoption Specialist to join our team. This is a full time, remote role on the Customer Success team. 10% travel time is required. The base salary for this role is expected to fall between $80,000 and $100,000, with additional upside through a year-end bonus and equity participation. Compensation is commensurate with experience and location. In this role, you’ll lead customer onboarding and education efforts, designing and delivering training experiences that help users quickly adopt the platform, build confidence, and embed it into their daily workflows. By deeply understanding customer goals and use cases, you’ll ensure users gain practical proficiency and consistently realize meaningful value from our software. This role exists to ensure Canopy customers understand and use the product. Successful implementation sets the tone for the client's journey with Canopy. You will do that in two ways: • Training: In the first 6 months, you will execute high-volume virtual training for new non-technical new users. Over time, you will design and own Canopy’s training motion—materials, structure, success metrics, and self-service resources. • Adoption: Objectively measure engagement, intervene when adoption falls short during the first 60 days, and escalate when needed. This role is critical to Canopy’s core goal of increasing user engagement resulting in client retention. How to Apply Email jobs@canopyanalytics.com with answers to these questions. Include a copy of your resume and make the subject like "Trainer - Your Name". 1. Where are you based and what’s your experience working remotely? 2. Think about the last customer or user you worked closely with. What did your training enable them to do in their day-to-day job, and why did that matter to them? Don’t focus on features, focus on what it solved for them. 3. How have you measured whether training was successful? What signals tell you adoption is falling short, and what actions do you take when that happens? Describe a time you trained users, but adoption did not meet expectations. What You’ll Do Training & Implementation 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 Adoption & Feedback Loop 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 Program & Content Building 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 Cross-Functional Collaboration 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 What Success Looks Like 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 What We’re Looking For • 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). Required Experience • 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 Preferred Experience • Multifamily property management or proptech experience • Comfort answering some data or technical questions
This job posting was last updated on 1/8/2026