Customer Service Trainer

Colombia Remote
People Operations – People & Culture /
Full-time /
Remote
Proper is a quickly growing startup that values your skills, voice, and happiness.  

We’re a team of developers, designers, engineers, accountants, CPAs, project managers, and creatives worldwide. But we’re also surfers, hikers, Sichuan-eaters, photographers, artists, world travelers, meme lovers, and life-havers.  Together, we provide the most technologically advanced property accounting services in the world. We’re proud to be creating something new that improves people’s lives while working together in a culture of collaboration, respect, communication, joy, and personal growth.Read more about what we do at Proper.ai

We’re seeking a Customer Service Trainer to join our team.

Proper is seeking a Customer Service Trainer who will not only facilitate training but will also monitor performance, iterate on methodologies, and ensure that the team consistently delivers a world-class customer experience. We’re looking for someone with a collaborative, positive, proactive attitude, and strong communication skills, who are excited to be working in a fast-paced environment that’s continuously evolving.  If that sounds like you and you’re excited by the idea of joining a world-class team that’s passionate about growing together, we look forward to hearing from you! Proper is a San Francisco-based tech startup. This full-time position would be based in LATAM.

Role Description

    • The Customer Service Trainer will be responsible for training and coaching customer-facing roles within the Accounting Team, primarily accountants transitioning into customer-facing responsibilities. This role will also work closely with the Operations Excellence Team to define, document, and implement Standard Operating Procedures (SOPs) and best practices for customer service.

Key Responsibilities

    • Training Development & Facilitation
    • Design, develop, and facilitate customer service training programs tailored to accountants transitioning into customer-facing roles.
    • Implement best-in-class training methodologies, including experiential learning, role-playing, and case studies.
    • Conduct in-person and virtual training sessions in English (Bilingual Spanish/English required).
    • SOPs & Best Practices Development
    • Collaborate with the Operations Excellence Team to define and document customer service SOPs and best practices.
    • Develop guidelines for handling difficult customer interactions, de-escalation techniques, and proactive engagement.
    • Coaching & Continuous DevelopmentMonitor customer-facing team performance to identify skill gaps and training opportunities.
    • Provide one-on-one coaching to team members struggling with assertiveness, confidence, or customer empathy.
    • Conduct regular training refreshers to reinforce key customer service principles.
    • Performance Measurement & Feedback
    • Develop and track key performance indicators (KPIs) for customer service training effectiveness.
    • Conduct post-training assessments to measure knowledge retention and application.
    • Partner with leadership to implement feedback loops for continuous improvement.
    • Cultural & Soft Skills Development
    • Help accountants develop soft skills such as active listening, empathy, assertiveness, and relationship-building.
    • Instill a mindset of customer-centric service to enhance overall client satisfaction.

Required Skills

    • Hard/technical skills
    • Customer service training development and facilitation.
    • Experience training technical professionals (e.g., accountants, engineers, or analysts) in soft skills.
    • Knowledge of customer service excellence frameworks (e.g., Ritz-Carlton Gold Standards, Disney Institute methodologies).
    • Experience in developing and implementing SOPs for customer service teams.
    • Strong knowledge of de-escalation techniques and customer engagement strategies.
    • Fluent proficiency in English.
    • Experience working in startup or BPO environments.
    • Soft skills (e.g.: leadership, organizational skills, etc.)
    • Effective communication and coaching skills.
    • Ability to simplify complex customer interactions into structured training.
    • Strong problem-solving and adaptability in high-growth environments.
    • Confidence in working across multiple teams and departments.
    • Data-driven decision-making for training effectiveness.

Nice-To-Have Skills

    • Background in hospitality or luxury service training.
    • Experience with Learning Management Systems (LMS) to track training progress.
    • Exposure to coaching frameworks (e.g., GROW Model) for ongoing development.

Type of Degree

    • Business Administration, Communications, Education, Hospitality Management, or a related field.

Years of experience in the field

    • 5+ years of experience in training
    • Prior experience training technical professionals to become customer-facing representatives is highly preferred.