About The Position

Onebrief is collaboration and AI-powered workflow software designed specifically for military staffs. By transforming this work, Onebrief makes the staff as a whole superhuman - meaning faster, smarter, and more efficient. We take ownership, seek excellence, and play to win with the seriousness and camaraderie of an Olympic team. Onebrief operates as an all-remote company, though many of our employees work alongside our customers at military commands around the world. Founded in 2019 by a group of experienced planners, today, Onebrief’s team spans veterans from all forces and global organizations, and technologists from leading-edge software companies. We’ve raised $320m+ from top-tier investors, including Battery Ventures, General Catalyst, Sapphire Ventures, Insight Partners, and Human Capital, and today, Onebrief is valued at $2.15B. With this continued growth, Onebrief is able to make an impact where it matters most. About you You’re technically adept. You don’t need to code, but you do need to be savvy. Can you become a power user of our product and talk engineering with the customer? You work well with customers. You demonstrate strong interpersonal skills by cultivating trust, aligning diverse perspectives, and communicating with clarity and influence. You’re intense about our mission. It’s a core part of who you are. You’re proactive and adaptable. Comfortable working autonomously or with cross-functional teams, especially in fast-paced or ambiguous settings. You communicate clearly, concisely, and candidly. Our Company relies on you to assess the situation within your account and effectively communicate your assessment and recommendations to inform strategic decisions. You hold a current Top Secret clearance with eligibility for SCI and have the ability to access DOD facilities and installations. About the job Your mission within Learning and Development You will own the Customer Relations employee onboarding and training experience for Customer Relations team members from Week 0 through the first 90 days, ensuring new hires quickly become confident, capable, and effective contributors. You will design and continuously refine structured onboarding programs that equip employees with a deep understanding of Onebrief’s mission, customers, product, and operating model. You will develop clear success metrics for the first 30/60/90 days, enabling leaders to assess readiness, identify risks, and ensure new hires are on track to succeed. You will accelerate time-to-impact by ensuring new employees master the workflows, tools, and standards required for success in customer-facing roles operating at multi-star headquarters. You will partner closely with Onebrief’s People, Engineering, Product, and Infrasec Training Managers to deliver a cohesive onboarding experience that mirrors how teams collaborate in real customer environments. You will model and instill Onebrief’s culture, values, and brand expectations through a consistent, high-quality onboarding experience that reflects how we show up for customers and partners.

Requirements

  • Proven experience in leading operational planning within a military context, preferably at multi-star headquarters.
  • Advanced military education or other relevant experience
  • Familiarity and experience with major military planning exercises and the protocols for software deployment on classified networks.
  • Proven ability to expand business presence within a region, with emphasis on software or technology solutions.
  • Experience in customer support, both face-to-face and remote, and capability to respond to incidents coordinating with customers and product engineering teams.
  • Strong technical skills to master our application, troubleshoot issues and liaise with customers on technical matters.
  • Proven ability to navigate large government organizations, solve bureaucratic challenges, and deliver successful outcomes.
  • You are obsessed with creating value for real users
  • You are ambitious, scrappy, and a creative problem-solver
  • You learn quickly, work iteratively, and naturally seek collaboration
  • You approach your work with integrity, intellectual honesty, and a low ego
  • You communicate frankly, clearly, and succinctly
  • You thrive as a self-starter, embracing autonomy and ambiguity
  • Top Secret clearance with eligibility for SCI
  • Remote with 25% Travel

Responsibilities

  • Lead Customer Relations and support Company-wide onboarding sessions, workshops, and role-specific training for team members, both in-person and remote.
  • Develop, maintain, and evolve onboarding curricula, training materials, and playbooks in coordination with People, Engineering, and Product/Design Training Managers.
  • Observe new hires during training and early execution, identifying strengths, skill gaps, and patterns to inform coaching, remediation, and program improvements.
  • Partner with Customer Relations leadership and frontline managers to ensure onboarding content aligns with real-world expectations, customer realities, and evolving account needs.
  • Provide hands-on support to new hires throughout their first 90 days, reinforcing learning, answering questions, and helping them overcome early obstacles.
  • Coordinate with Engineering, Product, and Design teams when onboarding uncovers systemic issues that affect employee effectiveness, tooling, or workflows.
  • Continuously assess and improve the onboarding experience using feedback, performance observations, and defined 30/60/90-day success metrics.
  • Support transitions beyond the first 90 days by helping managers assess readiness and identify ongoing development and training need
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