REGIONAL MANAGING DIRECTOR, WEALTH ADVISORY

Job DetailsLevel: ManagementJob Location: Chicago Office - Chicago, IL 60606Salary Range: $250,000.00 - $300,000.00 Salary/yearAbout Cresset

Cresset is a firm built by clients, for clients. As an independent, award-winning multi-family office and private investment firm, we are reimagining the way wealth is experienced. Our purpose is to help ensure that both wealth and life are fully optimized—integrated, intentional, and aligned with each client’s vision of success.

We provide access to the caliber of talent, ideas, and investment opportunities typically available to the largest single-family offices and institutions. Our approach is personalized, entrepreneurial, and client-first.

Proudly owned by our clients and employees, Cresset was built to endure. We are creating a 100+ year firm—one focused on delivering an exceptional experience, not only for the families we serve but for the team that serves them. Recognized by Barron’s  among the nation’s top RIA firms, and as one of the industry’s best places to work,* Cresset is guided by long-term relationships, shared success, and a belief that wealth should serve a life well lived.

Job Summary

Cresset is seeking a Regional Managing Director, Wealth Advisory to lead and develop Advisor teams across a designated region. This role serves as the primary leadership partner to Advisors, driving advisor development, sales effectiveness, business growth, client experience, and operational excellence.

The ideal candidate is an experienced leader with a proven track record of managing high-performing advisory teams, coaching advisors, driving organic growth initiatives, and leading sales management programs within a sophisticated client base.

Key Responsibilities

Advisor Leadership, Sales Management & Business Growth

Serve as the senior leader and primary point of contact for Advisors within the region, fostering trusted relationships and providing strategic guidance to support advisor success.
Develop a deep understanding of advisor practices, market opportunities, and business objectives to help Advisors grow their businesses and deliver exceptional client outcomes.
Coach Advisors on business development, client acquisition, wallet-share expansion, sales effectiveness, and practice management, helping drive sustainable organic growth across the region.
Lead advisor development efforts, including onboarding, mentoring, and professional development initiatives that strengthen advisor capabilities and long-term career growth.
Recruit, develop, and retain top advisory talent while fostering a high-performance, client-focused culture aligned with Cresset's values and vision.
Oversee regional workforce planning, hiring, and performance evaluations.

Strategic Leadership & Business Management

Partner with senior leaders and cross-functional teams to develop and execute firmwide initiatives that advance Cresset's strategic objectives and enhance the advisor and client experience.
Monitor and analyze key performance indicators, including revenue growth, client retention, advisor productivity, and business performance, identifying opportunities for continuous improvement and effectiveness.
Leverage data, market insights, and advisor feedback to identify emerging trends, growth opportunities, and areas requiring strategic intervention.
Provide strategic oversight and leadership for advisor lift-outs, team transitions, acquisitions, and integration efforts, ensuring successful execution and alignment.
Serve as a thought partner to executive leadership on advisor growth, organizational development, succession planning, and market expansion opportunities.
Ensure adherence to firm policies, procedures, and risk management practices by proactively identifying, assessing, and mitigating operational and client-related risks.
Champion a culture of accountability, fiduciary excellence, and continuous improvement across the advisory organization.

QualificationsQualifications

Experience & Education

Bachelor’s degree in Business, Finance, or a related field, or equivalent combination of education and industry experience.
10+ years of experience in wealth management, financial services, or related industries serving ultra-high-net-worth clients.
5+ years of leadership experience managing, coaching, and developing high-performing Advisor teams.
Demonstrated success leading advisor development, sales management, business growth initiatives, and performance coaching programs.
Experience balancing competing priorities and influencing outcomes across all levels of an organization.

Skills & Competencies

Strong leadership, coaching, mentoring, and talent development capabilities.
Exceptional relationship management and stakeholder engagement skills.
Ability to influence, build consensus, and navigate complex organizational dynamics.
Strong analytical, strategic thinking, and problem-solving skills.
Excellent written, verbal, and interpersonal communication abilities.
Ability to thrive in a fast-paced, evolving environment while managing multiple priorities.
High degree of professionalism, judgment, and executive presence.
Experience with Salesforce, Addepar, Power BI, and major custodial platforms (Fidelity, Pershing, and/or Schwab preferred).

Travel

Willingness to travel approximately 30–50%.

What We Offer:

At Cresset, we focus on people first. As a service business, our people are our assets. Engaging our clients and employees is our highest priority.  Starting base salary is $250,000 - $300,000.  Salary will be based on factors including, but not limited to, experience, licenses/certifications, industry knowledge, and geographic location. Cresset offers a competitive compensation package including an annual incentive and a benefits package to all full-time employees including medical, dental, vision, life insurance, 401(k) retirement plan, health savings accounts, short and long-term disability insurance, voluntary critical and accident insurance, and pre-tax parking and transportation programs. 

Equal Employment Opportunity

It is the policy of Cresset to ensure equal employment opportunity (EEO) for all employees and applicants for employment without regard to race, color, religion, sex, pregnancy (including childbirth, lactation, or related conditions), national origin or ancestry, age, disability, veteran status, uniformed servicemember status, sexual orientation, gender identity, status as a parent, genetic information (including testing and characteristics), or any other characteristic protected by applicable federal, state, or local law. It is Cresset’s policy to comply with applicable laws concerning the employment of persons with disabilities, including reasonable accommodation for applicants and employees with disabilities.

Everything Starts With Culture.

Our Vision

We exist to optimize wealth and elevate life—giving clients the time, clarity, and trusted partnership to pursue what matters most.

Our Values

*Disclosures related to awards, recognitions, and rankings available here.

Cresset refers to Cresset Capital Management, and all its respective subsidiaries and affiliates. Cresset Asset Management, LLC, also conducts advisory business under the names of Cresset Sports & Entertainment, CH Investment Partners, and Cresset Capital. Cresset provides investment advisory, family office, and other services to individuals, families, and institutional clients. Cresset also provides investment advisory services to investment vehicles investing in private equity, real estate, and other investment opportunities. Cresset Asset Management, LLC is an SEC registered investment advisor. SEC registration does not imply any specific level of skill or training.