Learning and Development Trainer

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Hiring Remotely in Colombia
Remote
Artificial Intelligence • Software • Automation
The Role
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 Learning and Development Trainer to join our team.

Proper is seeking a Learning and Development 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 Learning and Development Trainer will be responsible for designing and delivering training programs across three major focus areas:

  • Customer service excellence based on world-class standards.
  • Management training focused on accountability, KPIs, and operational consistency.
  • English language improvement for intermediate to advanced customer-facing employees.

  • The trainer will play a key role in elevating customer experience quality by improving English proficiency, strengthening management practices, and embedding hospitality-level service standards. They will act as a subject matter expert (SME) supporting the Operations Excellence Lead in the creation of Standard Operating Procedures (SOPs) for customer service and management processes, while collaborating with the Training Operations Analyst to develop training materials. 

  • The primary focus of the role will be day-to-day delivery of training and coaching sessions to customer-facing teams and management personnel.

Key Responsibilities

  • Training Development & Facilitation
  • Design, develop, and facilitate training in:
  • English communication (intermediate to advanced)
  • World-class customer service standards
  • Management best practices (accountability, KPI management, standards adherence)
  • Conduct live coaching sessions for customer-facing roles and managers.
  • Deliver virtual and in-person training in English; Spanish bilingual proficiency required.
  • Employ best practices like experiential learning, role-playing, and scenario-based training.
  • SOPs & Best Practices Development
  • Act as SME for creating customer service and management SOPs in collaboration with the Operations Excellence Lead.
  • Provide practical input on standards for service excellence and team leadership processes.
  • Coaching & Continuous Development
  • Conduct individual coaching sessions to build English fluency, customer service skills, and management effectiveness.
  • Deliver regular refresher trainings reinforcing key service and leadership behaviors.
  • Serve as a trusted development partner for frontline and management teams.
  • Collaboration with Training Operations Analyst
  • Work closely with the Training Operations Analyst to create, refine, and update training materials aligned with SOPs and evolving business needs.
  • Performance Measurement & Feedback
  • Define and track KPIs for:
  • English language skill improvements
  • Customer service excellence
  • Management training outcomes
  • Conduct post-training assessments and iterate based on performance data and feedback loops.
  • Cultural & Soft Skills Development
  • Strengthen employee abilities in active listening, empathy, assertiveness, conflict resolution, and leadership presence.
  • Foster a customer-centric, accountability-driven culture across all service teams.

Required Skills

  • Hard Skills
  • Customer service training development and facilitation.
  • English language instruction for intermediate to advanced learners.
  • Management coaching: accountability, KPI tracking, operational leadership.
  • SOP development and documentation.
  • Knowledge of service excellence frameworks (e.g., Ritz-Carlton Gold Standards, Disney Institute).
  • Bilingual fluency in Spanish and English.
  • Experience in high-growth service, BPO, or startup environments.
  • Soft Skills
  • Exceptional communication and coaching skills.
  • High adaptability in a fast-paced, dynamic environment.
  • Ability to collaborate across teams and departments.
  • Data-driven training methodology and decision-making.

Nice-To-Have Skills

  • TESOL/TEFL certification or similar English teaching qualification.
  • Experience with Learning Management Systems (LMS).
  • Familiarity with coaching frameworks (e.g., GROW, OKRs).
  • Background in luxury service customer training (e.g., Four Seasons, Ritz-Carlton).

Type of Degree

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

Years of experience in the field

  • 8+ years in training and development.
  • Minimum 3+ years in English language training and 3+ years in management or customer service training roles.

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The Company
HQ: San Francisco, California
261 Employees
Year Founded: 2017

What We Do

As of today, Proper has secured $20M in investments from Silicon Valley’s top VC companies and employs over 300 passionate problem solvers in six countries.

We’re developers, designers, engineers, accountants, CPAs, project managers, and creatives. But we’re also surfers, hikers, Sichuan-eaters, photographers, yogis, artists, world travelers, meme lovers, and life-havers. We believe that being able to show up as your full self while doing work that challenges you is the secret to happiness, so we work hard to instill human-centric values into everything we do.

Our penchant for streamlining processes combined with our property industry expertise is how we’re able to provide more cost-effective, efficient, scalable financial services that improve our customer’s profit margins.

So if you’re looking for the peace of mind that your books are being Properly, frugally, and expertly handled by a team of property accounting specialists? You’ve come to the right place.

And if you’re looking to join a team of international problem solvers who are collaborating in a culture that inspires personal growth, fosters creativity, and encourages playfulness? You’ve come to the right place, too.

Our Key Values:

• Feedback as the Way Forward: Feedback is how we grow, find empathy, and learn how to support each other.

• Opportunity as an Outlook: We see obstacles as opportunities to improve.

• Communication is the Expectation: We work in unison, set clear expectations, and share frequent updates.

• Fun While Getting it Done: Laughter and fun make working together even better.

• Respect Over Rank: As humble experts, we educate, support, and never treat anyone as less-than.

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