Training Manager

Coastal Payroll•San Diego, CA

40d•Hybrid

About The Position

At Coastal Payroll Services, we're more than payroll. Coastal is a leading provider of human capital management services headquartered in Southern California that supports thousands of clients in California and nationwide. Driven by human connection, we believe in putting people first and have grown a team that genuinely cares about our clients. We promote a workplace that is fast-paced, fun, and creative. Coastal has proudly earned recognition from leading publications for several consecutive years, including the San Diego Business Journal, Inc. 5000, and Fortune, landing on lists celebrating best places to work and fastest growing private companies. The primary goal of our award-winning team is to have a positive impact on the lives of the clients we are honored to serve. We want our values to shine through every interaction, all conversations, and in every service we provide. We continue to find ways to do more and be better because our clients deserve it. All team members, wherever they start, have access to our leadership team, which is focused on their success. Through regular one-on-one check-ins and team huddles, we define clear professional goals and strive to meet them together and individually. Coastal nurtures growth for those willing to put in the work. If you're passionate about values, eager to impact the community, and ready to grow personally and professionally you'll be right at home. We are seeking a strategic and hands-on Training Manager to lead and scale internal employee training, external client training, and new hire onboarding within the payroll and HR industry. This role is responsible for ensuring employees and clients are confident, capable, and compliant users of our payroll and HR technology-particularly isolved. The ideal candidate combines deep training and teaching experience with strong technical and systems expertise, and has a proven ability to build onboarding and training programs that scale as the organization grows.

Requirements

3-5 years of isolved experience (required) – hands-on experience training, supporting, or administering iSolved payroll and HR modules.
Training / teaching experience (3-5 years required) – experience designing and delivering training in a professional or adult-learning environment.
Experience in the payroll and/or HR industry, including compliance-driven workflows.
Demonstrated experience managing internal training, external/client training, and onboarding programs.
Strong facilitation, presentation, and instructional design skills.
Ability to simplify complex technical concepts for diverse audiences.

Nice To Haves

Experience owning or administering a Learning Management System (LMS).
Background in instructional design, enablement, or learning & development.
Experience training both employees and customers in a SaaS or technology-enabled environment.
Familiarity with automation, AI-enabled learning tools, or process optimization.
Project management or change management experience.

Responsibilities

Design, deliver, and continuously improve internal training programs for client support, sales, implementation, and operational teams.
Ensure employees are proficient in payroll and HR processes, systems, and client-facing best practices.
Develop role-based learning paths that support career progression and operational efficiency.
Own the execution for client-facing training, including implementation training, ongoing education, and system updates.
Create scalable client training solutions (live sessions, virtual training, on-demand resources, knowledge bases).
Ensure clients are guided appropriately on system use while maintaining compliance boundaries (education vs. advice).
Lead the design and management of a structured, technology-enabled new hire onboarding program for internal employees.
Partner with department leaders to ensure onboarding accelerates time-to-productivity.
Develop onboarding materials that train systems (including isolved), workflows, compliance concepts, and company standards.
Build a unified training strategy that supports internal teams, new hires, and external clients without duplicating effort.
Standardize training frameworks, delivery models, and content libraries to enable consistent and repeatable learning experiences.
Identify opportunities to replace manual or repetitive training with self-service and automated learning solutions.
Serve as a subject-matter expert in isolved, including payroll, HR, benefits, time & attendance, and reporting.
Translate complex system functionality into clear, role-based, audience-appropriate training.
Partner cross-functionally to align training with system changes, new features, and process improvements.
Leverage LMS platforms, content authoring tools, and AI-enabled learning technologies to scale training delivery.
Define success metrics for onboarding and training (adoption, proficiency, efficiency, reduced support requests).
Collect feedback from internal teams and clients to refine and optimize training content.
Continuously evolve training programs in response to business growth and regulatory changes.
Act as a trusted partner to leadership on training strategy, readiness, and change management.
Coach subject-matter experts and trainers to support consistent delivery across audiences.
Ensure all training aligns with company standards, compliance expectations, and client experience goals.