Trusted Advisor Jobs in Chicago, IL

9,424 open positions · Updated daily

Looking for Trusted Advisor jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Trusted Advisor position in the Chicago, IL area.

Senior Copywriter

Company: GoHealth

Location: Chicago, IL

Posted Apr 12, 2023

GoHealth, a leading health insurance marketplace, is seeking a Senior Copywriter for its Chicago, IL office. The role involves managing direct to consumer, brand marketing, and lifecycle marketing messaging. The ideal candidate will have 5+ years of copywriting experience, a portfolio showcasing short-form and long-form copy, and a commitment to producing engaging content. The company offers a fast-paced, entrepreneurial environment, mentorship, open vacation policy, and comprehensive benefits.

Global Enterprise Operations Lead

Company: Optiver

Location: Chicago, IL

Posted Apr 09, 2023

Optiver is seeking a senior IT operations leader to transform its global technology enablement capability. The role involves evolving the team to scale with the firm's growth, improving global collaboration, and leveraging the enterprise technology stack. The ideal candidate will have experience in IT operations, project management, and IT transformations, with a proven track record of leading globally distributed teams. They will lead a team of technology professionals, establish a scalable operational model, and continuously improve the offering. The role offers the opportunity to work with best-in-class professionals, a performance-based bonus structure, and comprehensive benefits.

Retail Industry Cloud Sales Executive

Company: Maven Wave, an Atos Company

Location: Chicago, IL

Posted Apr 10, 2023

Atos OneCloud is a comprehensive cloud initiative that offers modernized enterprise applications, cloud advisory consulting, application transformation expertise, and prebuilt cloud accelerators. It is a part of Atos, a global leader in digital transformation. The role involves growing cloud services in the retail industry and working with clients to build strategic sales plans. The company values collaboration, client obsession, and innovation.

Head of Sales for Google Workspace

Company: Google

Location: Chicago, IL

Posted Apr 12, 2023

The job description is for a Head of Sales role at Google Cloud for the Central region. The role involves acquiring and growing new and existing customers for Google Workspace, managing a team, and leveraging partners. The role requires experience in sales, marketing, and leadership. The US base salary range for this full-time position is $133,000-$196,000 with bonus, equity, and benefits. The responsibilities include building executive relationships, negotiating complex sales-cycles, leading account strategy, and driving business development.

Advisor, HR Business Partner

Company: Intelsat

Location: Chicago, IL

Posted Apr 10, 2023

The text describes a role for an HR Business Partner (HRBP) at Intelsat, who will support globally dispersed customer groups and partner with People Leaders to execute on strategies for organizing, staffing, developing, motivating, and retaining employees. The HRBP will also handle change management, optimize organizational design, and support the design, roll out, and execution of new and existing programs. The role requires deep knowledge of HR domain, global HR experience, and strong communication and project management skills.

Human Resources Business Partner

Company: SMS Assist

Location: Chicago, IL

Posted Apr 09, 2023

SMS Assist is a company that provides facilities maintenance services and has a mission to fix an entire industry. They use an award-winning technology platform to connect local contractors to customers and manage an experience that surpasses expectations. The company is recognized for its innovation and has a strong team culture.

Vice President, Performance Marketing

Company: GoHealth

Location: Chicago, IL

Posted Apr 12, 2023

GoHealth is a leading health insurance marketplace that aims to improve access to healthcare in America. The company is looking for employees who feel empowered, engaged, and inspired to contribute to its long-term health. The VP of Performance Marketing role is a hybrid/remote position based in Chicago, IL, responsible for leading the Performance Marketing Team and managing a significant marketing budget.

Strategy & Operations Manager

Company: project44

Location: Chicago, IL

Posted Apr 12, 2023

project44 is looking for a Strategy & Operations Manager to help optimize the movement of products globally, deliver better resiliency, sustainability, and value for customers. The role involves gathering operational insights, developing standard operating procedures, and delivering data insights to leaders. The ideal candidate will have a strong analytical background and experience in operations, strategy, or analytics.

Director, Offline Media

Company: GoHealth

Location: Chicago, IL

Posted Apr 12, 2023

GoHealth, a leading health insurance marketplace, is seeking a Director of Offline Media to oversee and optimize its multi-million-dollar advertising programs. The role involves managing Direct Mail, DRTV, Radio, Print, Outdoor, and other offline campaigns, developing a 12-month offline media plan, and collaborating with various teams to maximize ROI/CPA goals. The ideal candidate should have 5-10 years of experience in offline media management, proven campaign and lead generation experience, and SQL, Python, AWS, and Sagemaker experience. GoHealth offers a fast-paced, entrepreneurial environment with opportunities for career growth, open vacation policy, and comprehensive benefits.

Project Manager

Company: Cisco Meraki

Location: Chicago, IL

Posted Apr 10, 2023

The text is a job description for a Project Manager position at Meraki, a business unit of Cisco Systems. The role requires experience in leading technical and non-technical projects, managing initiatives within the Meraki Operations, and coordinating work across teams and the broader Cisco. The ideal candidate should have solid experience in managing projects using standard waterfall/agile/hybrid agile project management methodologies and best practices. The position is a great opportunity for someone motivated to grow in the technology project management space and make project planning and delivery more effective in an organization that is scaling for growth.

IT Engineer, Help Desk

Company: Cresco Labs

Location: Chicago, IL

Posted Apr 12, 2023

Cresco Labs, a leading multi-state cannabis operator, is seeking a Desktop Engineer with 2+ years of technology support experience. The role involves administering Office 365, supporting PC/Mac/iOS devices, and maintaining video conferencing solutions. The candidate should have Microsoft 365 Enterprise, Microsoft Intune MDM, Apple Mac & iOS Troubleshooting, Jamf MDM, and Conference Room AV Support experience. Strong problem-solving skills, people skills, and prioritization abilities are required. Benefits include major medical, dental, vision insurance, 401(K) match, and more. Cresco Labs is an Equal Opportunity Employer.

Senior Copywriter

Company: GoHealth

Location: Chicago, IL

Posted Apr 12, 2023

GoHealth is a leading health insurance marketplace with a mission to improve access to healthcare in America. They offer a performance marketing powerhouse approach, focusing on trusted relationships and personalized communication. The company values diversity and is looking for builders who can contribute to their long-term health. They are seeking a Senior Copywriter to manage their direct-to-consumer, brand marketing, and lifecycle marketing messaging.

Frequently Asked Questions

What are the typical salary ranges for Trusted Advisor positions by seniority?
Entry‑level Analysts earn $90,000–$110,000, mid‑level Consultants $120,000–$150,000, and Senior Directors or VP‑level Advisors $160,000–$200,000, with additional equity or bonus components in larger firms.
Which skills and certifications are essential for a Trusted Advisor?
Core skills include risk‑assessment modeling, policy design, stakeholder engagement, and data‑governance strategy. Certifications such as CISSP, CISA, ISO 27001 Lead Implementer, PMP, or CFP add credibility and unlock higher‑pay roles.
Is remote work available for Trusted Advisor roles?
Yes—most listings allow up to 3 remote days per week, and several firms offer fully remote positions, especially for digital‑transformation or ESG advisory roles that rely on cloud tools.
What career progression paths exist for Trusted Advisors?
Typical routes move from Analyst → Consultant → Manager → Director → VP/Chief Advisory Officer, with each step adding responsibility for larger client portfolios, cross‑functional teams, and strategic decision‑making.
What industry trends are shaping the Trusted Advisor landscape?
Key trends include AI‑driven risk analytics, real‑time regulatory tech, ESG reporting mandates, and the shift to cloud‑native risk frameworks—all driving demand for advisors who can translate data into actionable compliance and strategy.

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