Senior People Consultant

Okta•Chicago, IL

About The Position

The Senior People Consultant is part of Okta’s Manager Success team, which supports managers through an AI-first model combining digital coaching and self-service resources with experienced human advisory. The role leads the team’s most complex and ambiguous advisory cases, providing advanced coaching and trusted counsel on sensitive leadership, performance, and organizational challenges. It applies deep consulting expertise and sound judgment to situations involving competing perspectives, entrenched behavioral issues, and complex team dynamics where standard approaches are insufficient. In addition to owning individual cases, the Senior People Consultant strengthens team effectiveness through peer coaching, complex case reviews, reusable guidance frameworks, and insights that improve AI-enabled support and decision-making. The role analyzes recurring case patterns and AI-supported interactions, then partners with Enablement and technology teams to improve guidance, workflows, knowledge content, and decision guardrails. It works with relevant internal and regional specialists to ensure sensitive, high-impact, or jurisdictionally complex matters are appropriately escalated.

Requirements

At least 8 years of relevant professional experience with a bachelor’s degree, or at least 6 years with a master’s degree, in Human Resources, HR Business Partnering, Employee Relations, management consulting, leadership coaching, organizational development, or a related advisory discipline.
Ability to independently lead and resolve highly complex, ambiguous advisory cases requiring advanced judgment, structured problem-solving, and cross-functional coordination.
Experience advising senior leaders on sensitive leadership, performance, team effectiveness, and organizational challenges.
Exceptional coaching, communication, influencing, and conflict-resolution skills, including the ability to challenge assumptions, navigate competing perspectives, and guide leaders through difficult decisions.
Deep understanding of leadership effectiveness, organizational dynamics, performance management, conflict resolution, risk assessment, and appropriate escalation practices.
Ability to develop colleagues through peer coaching, case consultation, knowledge sharing, or reusable advisory frameworks.
Experience evaluating or improving AI-enabled workflows, automated guidance, knowledge resources, or digital service capabilities to enhance manager support.

Responsibilities

Provide advanced coaching to managers and senior leaders on leadership effectiveness, employee development, team dynamics, organizational change, and complex performance challenges.
Assess and resolve highly ambiguous or sensitive cases by diagnosing root causes, evaluating competing perspectives, and advising on decisions that balance business priorities, employee experience, and organizational risk.
Guide leaders through entrenched resistance, difficult conversations, and high-impact decisions while reinforcing accountability for outcomes and sustainable solutions.
Apply judgment within established decision rights, identify risks, and route sensitive, high-impact, or jurisdictionally complex matters to appropriate escalation partners, including Employee Relations & Compliance, Employment Legal, Strategic PBPs, Labor Relations, or regional specialists.
Strengthen team capability through peer coaching, complex case reviews, and reusable frameworks that improve diagnostic skills, case strategy, and escalation judgment.
Analyze recurring case patterns and AI-supported interactions to identify systemic issues, guidance gaps, and opportunities to improve AI resources, workflows, knowledge content, and decision guardrails in partnership with Enablement and technology teams.