Pearl Talent - Learning and Development Lead (Internal Role)

Job Position : Learning & Development Lead

Work Arrangement : Remote (LATAM and EA based preferred)

Job Type : Full-time, Independent Contractor

Work Schedule : Monday to Friday 40 hours per week-9 : 00 am to 5 : 00 pm EST business hours

About Pearl Talent

Pearl connects the top 1% of global talent with high-growth startups across the US and EU. We've bootstrapped our company to millions in revenue and are adding ~$400K in new annualized revenue each month. Our clients—backed by top-tier VC firms like Sequoia, a16z, Founders Fund, and Y Combinator—are building the future across industries like fintech, SaaS, healthcare, and legaltech.

Founded by a 3x entrepreneur from the Philippines, Pearl is deeply committed to creating economic mobility for world-class international talent. We believe that while opportunity isn’t equally distributed, ambition is —and we’re here to bridge that gap.

Why Work with Us?

At Pearl, you’ll be joining a team on a mission : to give brilliant global operators the opportunity to earn more, grow faster, and work with the world’s best founders. We offer a fully remote environment, regular team retreats, and a high-performance culture rooted in transparency, ownership, and constant learning.

You’ll work directly with top-tier talent and fast-scaling companies while shaping the way operational excellence is built, scaled, and delivered at global startups.

Hear why we exist, what we believe in, and who we’re building for :   Watch here

Role Overview

We’re hiring a Learning & Development Lead to coach and level up the 100+ operators we’ve placed across high-growth startups. You’ll design scalable learning systems, lead personalized and group coaching programs, and integrate AI-driven tools into our workflows to improve productivity. You’ll collaborate closely with account managers and client success teams to track performance and deliver impact across legal, financial, SaaS, and healthcare roles.

This is a high-ownership role for someone who’s obsessed with capability building, scalable systems, and using technology to drive real-world results.

Your Impact

Your work will directly influence how effective and indispensable our talent is to clients. Through strategic coaching, AI integrations, and ongoing upskilling, you’ll improve efficiency, client satisfaction, and long-term retention. You'll also be a key player in shaping how we measure talent performance and deliver learning at scale.

Purpose of Your Role

To ensure that Pearl’s placed talent continues to perform at the highest level—while designing scalable, AI-augmented learning programs that allow us to grow without compromising quality. You’ll empower talent to be more strategic, more productive, and more valuable to the startups they support.

Key Metrics You Own

• Average monthly rating of 8 / 10 or higher from talent on coaching sessions
• 70%+ of talent actively using AI tools in their daily workflows
• Quarterly development reports delivered with insights and recommendations
• Documented improvements in client feedback on talent performance
• All training and documentation delivered on time and to standard

Key Responsibilities

Coaching & Capability Building

AI Enablement

Learning Systems & Documentation

Internal Enablement & Support

Requirements

Must-Haves

Nice-to-Haves

Benefits

Our Recruitment Process