Top 238 Real estate advisor Jobs in Chicago, Il

Enrollment Director, Alpha - $200,000/year USD
Crossover —Chicago, IL
- Full-time
- Mid-level
- University
- US work authorization
Quick Apply
8d
Real Estate Leasing Agent
Trudo Realty —Chicago, IL
- $44,000 - $82,000 a year
- Full-time
- Driver's License
- Entry level
Quick Apply
Real Estate Transaction Specialist
Northern Trust Corp. —Chicago, IL
- $114,700 - $194,900 a year
- Full-time
- Hybrid work
- Data analysis skills
- Office
- US work authorization
- Health insurance
- Dental insurance
Private Jet Advisor - Gold Coast, Lincoln Park & North Shore, IL
silver Air —Chicago, IL
- $300,000 - $1,200,000 a year
- Full-time
- Remote
- Senior level
- Communication skills
- Health insurance
- Cell phone reimbursement
Real Estate Broker
CBIZ —Chicago, IL
- Hybrid work
- Customer service
- Mid-level
- 3 years
Commercial Real Estate Appraisal Reviewer
Partner Valuation Advisors LLC —Chicago, IL
- Remote
- 5 years
- Mid-level
- Quality control
- Health insurance
- Dental insurance
Quick Apply
Financial Advisor
WestPoint Financial Group —Chicago, IL
- $80,000 - $150,000 a year
- Full-time
- Hybrid work
- Mid-level
- Bachelor's degree
Quick Apply
Real Assets Associate
Boyd Watterson Asset Management —Chicago, IL
- Full-time
- Mid-level
- Continuous improvement
- Commercial
- Health savings account
- Paid holidays
Quick Apply
Vice President, Commercial Real Estate
Stifel —Chicago, IL
- Full-time
- Microsoft Outlook
- 5 years
- Office
- Health insurance
- Dental insurance
Selling Advisor- Handbags
Neiman Marcus —Chicago, IL
- $10 - $30 an hour
- Part-time
- High school diploma or GED
- Entry level
- Disability insurance
- Health insurance
8d
Senior Director, Global Real Estate & Facilities
Baxter —Deerfield, IL
- $200,000 - $275,000 a year
- 11+ years
- Office
- Bachelor's degree
- Paid parental leave
- Employee stock purchase plan
Senior Manager - Real Estate & Property Management
Cresco Labs —Chicago, IL
- $110,000 - $135,000 a year
- Part-time
- 7 years
- Writing skills
- Finance
- Health savings account
- AD&D insurance
Quick Apply
Selling Advisor- Men's Tailored Clothing
Neiman Marcus —Chicago, IL
- $15.00 - $19.95 an hour
- Full-time
- Entry level
- Disability insurance
- Health insurance
Commercial Real Estate Partner - Hybrid (197/c)
Denovo Review —Chicago, IL
- Full-time
- Hybrid work
- Writing skills
- Business development
- Senior level
- Flexible schedule
Quick Apply
Commercial Real Estate Partner-Hybrid (165/c)
Denovo Review —Chicago, IL
- Full-time
- Hybrid work
- Writing skills
- Business development
- Senior level
- Commuter assistance
- Paid parental leave
Quick Apply
Managing Director, Tax
Forvis Mazars —Chicago, IL
- Full-time
- CPA
- 11+ years
- Research
Quick Apply
Corporate Accounting Manager
Optima, Inc. —Glencoe, IL
- $115,000 - $130,000 a year
- Full-time
- Microsoft Excel
- 5 years
- Office
3d
Paralegal - Estate Planning
Rhoades Levy Law Group P.C. —Northbrook, IL
- From $60,000 a year
- Full-time
- Microsoft Excel
- Microsoft Outlook
- Mid-level
- Profit sharing
- Health insurance
22h
Financial Advisor
Northwestern Mutual Chicagoland —Downers Grove, IL
- $75,000 - $100,000 a year
- Full-time
- Background check
- Hospitality
- Sales
- Health savings account
- Disability insurance
Quick Apply
General Manager
M & J Wilkow —Chicago, IL
- $105,000 - $125,000 a year
- Full-time
- 3 years
- Real Estate License
- Driver's License
- Health insurance
- Dental insurance
Quick Apply

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Enrollment Director, Alpha - $200,000/year USD

Crossover -
Chicago, IL

Quick Apply

Job Details

Full-time
8 days ago

Qualifications

Achieving large sales
Customer relationship building
Student recruitment
Student database management
Client relationship development
Client retention
Admissions and enrollment management
Working with families
AI-driven automation

Full Job Description

You have delivered difficult news to a family before—news that cost you a metric, a manager's expectation, or a commission check. In this role, delivering that news is the work itself.

Alpha operates a private K–12 school network where students complete academic work in roughly two hours per day and dedicate the remainder to building applicable skills. The test results validate the model. This is a full-time, on-site position based at a single campus within one of 12 U.S. markets: Los Angeles, Santa Barbara, La Jolla, or Malibu, CA; Austin, TX; Atlanta, GA; Boca Raton, FL; Boston, MA; Chicago, IL; Greenwich, CT; Nashville, TN; or Park City, UT. You will select your preferred market during the application process.

Families pay a significant premium and conduct extensive due diligence. They will pose challenging questions about academic rigor and expectations within the first ten minutes of conversation. The model functions only when enrolled families are genuinely aligned with it. In a small cohort environment, a single misaligned family affects the experience for everyone.

You will manage the complete admissions lifecycle for one campus. Initial inquiry, fit assessment, campus visit, shadow day, and enrollment decision—all with you as the point of contact from first outreach through the student's first day. A typical week includes: responding to all inquiries within four hours, guiding a skeptical parent through the afternoon program structure, facilitating a shadow day, maintaining complete records in HubSpot, and delivering a decision to a family that their child would be better suited elsewhere. You will manage 20 or more prospective families concurrently, each at a different stage. You make the fit determination, and you communicate the outcome directly, in person, using your own judgment and language.

The network is expanding, and operational practices are evolving accordingly. Those who establish success in a market create the FAQs, define fit criteria, and set the standards inherited by subsequent campuses. They also become the trusted reference point affluent families in their city share with one another.

This position is on-site at one campus, in person, every day. Candidates who succeed in this role typically come from: admissions and enrollment roles at selective educational institutions; high-value consumer sales where the family was the client, such as luxury real estate, private wealth advisory, or premium professional services; and hospitality or private service operations involving white-glove client experiences. If this describes your background, apply and indicate your preferred market.

What you will be doing

Managing the full enrollment experience for every prospective family, from initial inquiry through onboarding, and conducting a substantive needs assessment before presenting the program.
Maintaining a pipeline of 20 or more active families simultaneously, responding to every inquiry promptly and reviewing applications on a daily basis.
Facilitating campus tours, open houses, information sessions, and shadow days that clearly communicate who the program serves and who it does not.
Making the admission or decline recommendation and personally delivering the decision to the family.
Updating HubSpot and the student information system (SIS) following every interaction, leveraging AI tools such as ChatGPT or Claude for preparation and summaries, and providing weekly pipeline reports to leadership.

What you will NOT be doing

Pursuing enrollment targets at the expense of fit. A family who enrolls and departs is a worse result than a family you decline upfront.
Having your fit assessment overridden to preserve a relationship or achieve a yield goal.
Following scripts, executing call blitzes, or offering discount-based closes.
Transferring families through multiple coordinators, or awaiting committee approval for standard communications.
Conducting superficial tours that avoid substantive questions.

Key Responsibilities

Enroll families who are genuinely aligned with one campus, and ensure that even declined families experience the process as professional and respectful.

Candidate Requirements

3 or more years in a client-facing role where the buyer was an individual or family at $25,000 or more per client, or $2,000 or more per month. (Direct B2C/D2C only; B2B and enterprise sales do not apply.)
You have personally managed a client, admissions, or enrollment process from initial inquiry through final commitment.
You have concurrently managed 7 or more client relationships using a CRM, database, or tracking system.
You have advised a prospective client against purchasing, enrolling, or joining due to misalignment.
You have incorporated AI tools into a client-facing workflow.
You communicate clearly and professionally in both live and written formats with executives, high-net-worth individuals, or similarly demanding clients.
You can sustain a multi-touch relationship over 30 or more days and remain engaged with families not yet ready to commit.
You currently reside in, or will relocate within 60 days to, one of the following open campus markets: Los Angeles, Santa Barbara, La Jolla, or Malibu, CA; Austin, TX; Atlanta, GA; Boca Raton, FL; Boston, MA; Chicago, IL; Greenwich, CT; Nashville, TN; or Park City, UT.
Willing to work on-site at your assigned campus every day.
Authorized to work in the United States without requiring visa sponsorship.

Nice to have

Experience in admissions or enrollment management at a selective private, independent, or boarding school.
Background in luxury residential real estate, private banking, family office services, concierge medicine, or high-end event planning, where families were your clients.
You designed the enrollment process or service standards yourself rather than inheriting an existing framework.
You have existing relationships with affluent families, preschools, or family advisors in one of the 12 markets.
Owner-operator experience where you personally sold, delivered, and retained high-value clients.

This position is also known as:

Client Experience Director
Director of Client Enrollment
Admissions Relationship Manager
Client Services Director
Director of Client Relations
Director of Member Relations
Director of Guest Relations
Director of Membership

Quick Apply

Refine Your Search

real estate advisor jobs in chicago, il

Enrollment Director, Alpha - $200,000/year USD

Real Estate Leasing Agent

Real Estate Transaction Specialist

Private Jet Advisor - Gold Coast, Lincoln Park & North Shore, IL

Real Estate Broker

Commercial Real Estate Appraisal Reviewer

Financial Advisor

Real Assets Associate

Vice President, Commercial Real Estate

Selling Advisor- Handbags

Senior Director, Global Real Estate & Facilities

Senior Manager - Real Estate & Property Management

Selling Advisor- Men's Tailored Clothing

Commercial Real Estate Partner - Hybrid (197/c)

Commercial Real Estate Partner-Hybrid (165/c)

Managing Director, Tax

Corporate Accounting Manager

Paralegal - Estate Planning

Financial Advisor

General Manager

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