Top 57 Certified flight Jobs in Chicago, Il

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
Senior Housing Specialist
Catholic Charities of the Archdiocese of Chicago —Chicago, IL
- $28.00 - $29.50 an hour
- Background check
- Microsoft Excel
- Mid-level
9d
Assistant Property Manager
Catholic Charities of the Archdiocese of Chicago —Chicago, IL
- $24 - $27 an hour
- Weekends as needed
- Background check
- Basic math
- Mid-level
Traveling Sterile Processing Technician - Implementation Team
Surgical Solutions, LLC —Chicago, IL
- Weekends as needed
- Surgery
- Customer service
- Mid-level
Quick Apply
IT Field Support Specialist - East
Veterinary Emergency Group (VEG) —Chicago, IL
- $70,000 - $75,000 a year
- Weekends as needed
- Hospital
- Mid-level
- Ability to lift 50 pounds
- Paid parental leave
- Health insurance
Administrative Assistant
Hematogenix Laboratory Sv —Tinley Park, IL
- Full-time
- Microsoft Excel
- Microsoft Outlook
- Mid-level
- Paid holidays
- Health insurance
Quick Apply
Secondary Firearms Instructor - Part Time
General Dynamics Information Technology —Glenview, IL
- $30.44 - $41.18 an hour
- Part-time
- 5 years
- Cleaning
- Senior level
Peer Engagement Specialist (CRSS) - South Side
The Thresholds —Chicago, IL
- $25.50 - $30.58 an hour
- Monday to Friday
- Writing skills
- Ability to climb stairs
- High school diploma or GED
- 403(b) matching
- Mileage reimbursement
Quick Apply
9d
Corp Executive Assistant, Infusion Therapies & Platforms
Baxter —Deerfield, IL
- $76,000 - $104,500 a year
- Microsoft Excel
- Microsoft Outlook
- Office
- Paid parental leave
- Employee stock purchase plan
Director - Housing Operations
Catholic Charities of the Archdiocese of Chicago —Chicago, IL
- $80,000 - $90,000 a year
- Background check
- Microsoft Excel
- Microsoft Outlook
2d
Journeyman Electrician - ORD Airport
ERMC Aviation LLC —Chicago, IL
- Extended hours
- English
- Mid-level
- Criminal background check
- Health savings account
- Health insurance
Executive Assistant & Events Manager
Strongpoint Partners —Chicago, IL
- $95,000 - $110,000 a year
- Weekends as needed
- Hybrid work
- Microsoft Word
- Office
- 3 years
- Disability insurance
- Health insurance
Public Safety Night Patrol Supervisor
Wheaton College —Wheaton, IL
- $25 - $30 an hour
- Night shift
- CPR Certification
- Ability to walk for extended periods
- Computer literacy
Air Cargo Warehouse Operational Specialist - Forklift Experience Required
Worldwide Flight Services, Inc. —Chicago, IL
- Weekends as needed
- 18 years or older
- 5 years
- English
- 401(k)
- Employee discount
Quick Apply
10d
Emergency Medicine Travel Physician
TeamHealth Affiliated Emergency Medicine Facilities —Chicago, IL
- $325 - $345 an hour
- Full-time
- BC/BE
- Mid-level
- Travel
- Travel reimbursement
Maintenance Helper A - Local 1
Reside Living —Chicago, IL
- Overtime
- Microsoft Outlook
- Sanitation
- Residential
- Loan repayment program
- Cell phone reimbursement
Quick Apply
Global Procurement - Strategic Sourcing Manager (Onboard) - Hybrid
United Airlines —Chicago, IL
- $81,795 - $106,602 a year
- Full-time
- Hybrid work
- Office
- Analysis skills
- Bachelor's degree
- Paid holidays
- Disability insurance
5d
ORD Station Trainer - Ground Handling
Swissport International AG —Chicago, IL
- $27 - $31 an hour
- Full-time
- Classroom
- Management
- Customer service
- Paid holidays
- Health insurance
Product Manager - Information Technology
United Airlines —Chicago, IL
- $112,480 - $146,540 a year
- Full-time
- Computer Science
- Mid-level
- Master's degree
- Paid holidays
- Disability insurance
Addictions Counselor
The Salvation Army Central Territory —Chicago, IL
- $19.83 - $23.79 an hour
- Mid-level
- Office
- Ability to climb stairs
- Disability insurance
- Health insurance
Quick Apply

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

silver Air -
Chicago, IL

Apply Now

Job Details

Full-time
$300,000 - $1,200,000 a year

Benefits

Health insurance
Cell phone reimbursement
401(k) 5% Match
Employee assistance program
401(k) matching
Pet insurance

Qualifications

Wealth management
Customer relationship building
Referral-based lead generation
Sales referrals
Real estate client management
Opportunity Management
Lead Nurturing
Client retention
Corporate aviation experience
Needs-based selling
Initial Contact (sales skills)
High-end sales
Aviation
Prospecting
Lead Tracking
Client acquisition
Meeting or exceeding sales goals
Sales pipeline management
CRM system proficiency
Client referrals
Senior level
Closing sales leads
FAR Part 135 regulation
Communication skills
Sales follow-up
VIP guest concierge services

Full Job Description

This is not a charter sales job.

Why Flight Club Is the Right Move for an Experienced Broker

If you've spent years in charter brokerage, you already know the model's ceiling. Every month resets. Every client relationship you've built lives inside a product that's identical to what three competitors quoted them yesterday. You're good at what you do — but the structure works against you.

Flight Club changes the math.

When you enroll a member, you're not closing a transaction — you're opening a recurring relationship backed by a product that has no real equivalent in the market. No upfront cost to the client, no rigid contract, no commodity pricing war. The friction that kills charter conversions doesn't exist here. Members stay because the experience is genuinely better, not because they're locked in.

As a Flight Club Advisor, you're not a middleman anymore. You're backed by Silver Air's own FAA Part 135 certificate, in-house fleet, dedicated Trip Management team, three in-house marketing professionals, a full-service agency, and HubSpot CRM with AI integration — and a platform that is Wyvern Wingman PRO certified and IS-BAO Stage 3 compliant, the highest independent safety ratings in private aviation. When your client flies, you're not hoping an operator delivers. You own the relationship on a platform that delivers.

The compounding effect is real: every member you add to your book generates recurring flight activity, referrals, and lifetime value that a transaction-based model structurally cannot. Top Advisors are earning well into the high six figures, with seven-figure potential for those who build a strong book of recurring business.

Flight Club is Silver Air's invitation-only private jet membership. Private Jet Advisors don't chase tail numbers, quote trips, or manage logistics. That's handled. Their role is to build trusted relationships with ultra-high-net-worth clients and become their long-term aviation advisor.

In Chicago, that means being present where serious wealth and relationships converge — Gold Coast private wealth circles, Lincoln Park luxury real estate networks, North Shore family offices, private clubs, philanthropic events, and executive communities across Winnetka, Glencoe, Wilmette, and Lake Forest.

The platform is built. We need the right person to leverage it.

Great Place to Work Certified. High performance. No chaos. Your book. Your clients. Your career.

What You'll Do

Build Your Book

Prospect and develop relationships with ultra-high-net-worth individuals, family offices, executives, and entrepreneurs across target markets — through your existing network, referral channels, and strategic outbound
Represent Flight Club at private events, charity galas, real estate gatherings, yacht shows, and luxury lifestyle activations where your ideal clients already are
Convert qualified inbound leads generated by our marketing team into enrolled Flight Club members

Sell the Membership, Not the Flight

Lead consultative discovery conversations that uncover a prospect's travel patterns, lifestyle priorities, and aviation needs — then position Flight Club as the intelligent solution
Guide prospects through the Flight Balance funding process with complete transparency — no pressure, no fine print, no surprises
Articulate the full Flight Club value proposition: invitation-only access, tail-specific aircraft selection, Mechanical Recovery Guarantee, curated one-ways, and a luxury lifestyle partner network most clients didn't know existed

Own the Relationship

Serve as the primary point of contact for every member in your book — responsive, proactive, and relationship-first
Introduce members to Flight Club's lifestyle partner network — private clubs, villas, yachts, bespoke concierge, and exclusive events — before they have to ask
Drive referral pipeline through member experience that speaks for itself

Operate Like a Business

Manage your HubSpot CRM pipeline with precision — every activity logged, every follow-up timed, every opportunity tracked
Coordinate with the marketing team on campaigns, activations, and member events
Contribute to the rollout of Flight Club's member travel program — curated group experiences for members flying together

Skills, Knowledge and Expertise

5+ years in a high-performance sales role - luxury, real estate, wealth management, hospitality, or executive services
Existing network of high-net-worth contacts that fly private — family offices, executives, real estate principals, or wealth advisors
Demonstrated track record of meeting or exceeding revenue targets
Experience building relationships with affluent or ultra-high-net-worth clientele
Natural consultative selling style — you listen first, pitch second
Exceptional verbal and written communication skills
Self-starter comfortable operating without a script
CRM proficiency (HubSpot preferred)

Highly Preferred:

Prior part 135 aviation, charter, or private jet brokerage experience
Passion for aviation, travel, and the luxury lifestyle space

Benefits

What You Earn

Base salary + uncapped commission — your book grows, your income grows, no ceiling
Performance bonuses on Aircraft Management deals (PureJet Management)
5% matching 401(k) / Roth
Cell phone allowance

What You're Covered By

Fully paid health insurance — for you and your entire family
Mental health support
Travel insurance + pet insurance
Wellness programs and work-life balance initiatives
Generous personal development and employee assistance programs

Who You're Joining

A Team of people who chose Silver Air because the platform is real, the culture is earned, and the opportunity compounds. We're Great Place to Work Certified because we actually work at it.

We also invest in your success the way most companies don't. Client entertainment, club memberships, golf outings, gifts, and relationship-building events are supported — not out of pocket. When you're ready to pursue a corporate flight department or a high-value pitch, our executives show up with you. We don't just hand you a product and wish you luck; we help you open doors that take most advisors years to crack on their own.

About Silver Air Private Jets

Company Culture:

Silver Air Private Jets is driven to be the best in our industry – to change our industry by creating an environment where our team members can be their absolute best individually and collectively. We've built a culture based on core values like Drive, Own It, Respect, and Discipline. Silver Air fosters an environment of safety-first flight operations and service-first client relations. We believe our people are our greatest asset, and we encourage contribution and collaboration.

Our Hiring Process

Stage 3:

Hiring Manager Interview

Stage 4:

Hired

Stage 1:

Applied

Stage 2:

Phone Screen

Stage 3:

Hiring Manager Interview

Stage 4:

Hired

Stage 1:

Applied

Stage 2:

Phone Screen

Stage 3:

Hiring Manager Interview

Stage 4:

Hired

Not quite right? Register your interest to be notified of any roles that come along that meet your criteria.

Department

Retail Sales

Employment Type

Full Time

Location

Chicago

Workplace type

Fully remote

Compensation

$300,000 - $1,200,000 / year

Apply Now

Refine Your Search

certified flight jobs in chicago, il

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

Senior Housing Specialist

Assistant Property Manager

Traveling Sterile Processing Technician - Implementation Team

IT Field Support Specialist - East

Administrative Assistant

Secondary Firearms Instructor - Part Time

Peer Engagement Specialist (CRSS) - South Side

Corp Executive Assistant, Infusion Therapies & Platforms

Director - Housing Operations

Journeyman Electrician - ORD Airport

Executive Assistant & Events Manager

Public Safety Night Patrol Supervisor

Air Cargo Warehouse Operational Specialist - Forklift Experience Required

Emergency Medicine Travel Physician

Maintenance Helper A - Local 1

Global Procurement - Strategic Sourcing Manager (Onboard) - Hybrid

ORD Station Trainer - Ground Handling

Product Manager - Information Technology

Addictions Counselor

I want to receive the latest job alert for certified flight in chicago, il

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