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Hybrid Skilled Entrepreneur Jobs in Chicago IL

Workforce Engagement Consultant

Workforce Engagement Consultant

W3R Consulting • Chicago (IL), Northern (KY)

Hybrid
USD 55,000 - 117,000
Strategic Exit Advisor & Growth Consultant (1099)

Strategic Exit Advisor & Growth Consultant (1099)

Exit Factor • Elgin (IL)

Hybrid
USD 50,000 - 100,000
Uncapped commission-based compensation
High income potential
Flexible schedule
+2
Business Consultant Exit Advisor IL

Business Consultant Exit Advisor IL

Exit Factor • Wheaton (IL)

Hybrid
USD 60,000 - 100,000
Training and onboarding
Flexibility to build a book of business
Proven consulting frameworks
Business Consultant Exit Advisor IL

Business Consultant Exit Advisor IL

Exit Factor • Schaumburg (IL)

Hybrid
USD 60,000 - 100,000
Flexible schedule
Uncapped commission
Training and ongoing support
Business Consultant Exit Advisor IL

Business Consultant Exit Advisor IL

Exit Factor • Naperville (IL)

Hybrid
USD 60,000 - 120,000
Flexible schedule
Commission-based compensation
Training and ongoing support
Business Consultant Exit Advisor IL

Business Consultant Exit Advisor IL

Exit Factor • St. Charles (IL)

Hybrid
USD 100,000 - 150,000
Flexible schedule
Training and onboarding
Ongoing coaching
Exit Strategy & Growth Advisor (Remote/Hybrid, 1099)

Exit Strategy & Growth Advisor (Remote/Hybrid, 1099)

Exit Factor • St. Charles (IL)

Hybrid
USD 100,000 - 150,000
Flexible schedule
Training and onboarding
Ongoing coaching
Business Consultant Exit Advisor IL

Business Consultant Exit Advisor IL

Exit Factor • Elgin (IL)

Hybrid
USD 50,000 - 100,000
Uncapped commission-based compensation
High income potential
Flexible schedule
+2
Venture Builder | HealthCare + Robotics

Venture Builder | HealthCare + Robotics

Founders Factory • Chicago (IL)

Hybrid
USD 80,000 - 94,000
Business Development Sales Representative

Business Development Sales Representative

Millennium Millionaire Investors • Chicago (IL)

Hybrid
USD 180,000 - 220,000
Venture Builder — Healthcare Robotics Startups

Venture Builder — Healthcare Robotics Startups

Founders Factory • Chicago (IL)

Hybrid
USD 80,000 - 94,000
Enterprise Transformation Leader with Agentic AI

Enterprise Transformation Leader with Agentic AI

Nexwave • Chicago (IL)

Hybrid
USD 120,000 - 150,000
Account Executive, Startups (Grower)

Account Executive, Startups (Grower)

EngineersOfAI • Chicago (IL), Northern (KY)

Hybrid
USD 80,000 - 140,000
Manager - Tax Services

Manager - Tax Services

Startup Accounting Advisors LLC • Chicago (IL), Northern (KY)

Hybrid
USD 110,000 - 140,000
Casual dress
Profit sharing bonuses
Work-life balance focus
+2
Senior Business Immigration Attorney - Remote-First Leader

Senior Business Immigration Attorney - Remote-First Leader

CIP PC. • Chicago (IL)

Hybrid
USD 120,000 - 180,000
Sales Executive

Sales Executive

Crafty, LLC • Chicago (IL), Northern (KY)

Hybrid
USD 180,000 - 260,000
Healthcare plan
401k plan
Paid time off
+3
Account Executive, SMB (Grower)

Account Executive, SMB (Grower)

WinsAbove • Chicago (IL), Northern (KY)

Hybrid
USD 90,000 - 130,000
Principal, Enterprise Growth

Principal, Enterprise Growth

Gritmind • Chicago (IL)

Hybrid
USD 180,000 - 320,000
Enterprise Sales Leader: Build & Scale High-Performing Teams

Enterprise Sales Leader: Build & Scale High-Performing Teams

Triwill Group • Chicago (IL), Northern (KY)

Hybrid
USD 180,000 - 250,000
Business Immigration Attorney

Business Immigration Attorney

Envoy Global, Inc. • Chicago (IL)

Hybrid
USD 100,000 - 175,000
Exit Planning Consultant & Growth Advisor (1099)

Exit Planning Consultant & Growth Advisor (1099)

Exit Factor • Wheaton (IL)

Hybrid
USD 60,000 - 100,000
Training and onboarding
Flexibility to build a book of business
Proven consulting frameworks
Sales Manager, Enterprise - Hunter

Sales Manager, Enterprise - Hunter

WinsAbove • Chicago (IL), Northern (KY)

Hybrid
USD 180,000 - 280,000
Tech Talent Lead — Hybrid, High-Impact Recruiting

Tech Talent Lead — Hybrid, High-Impact Recruiting

Enterprise Peak • Chicago (IL)

Hybrid
USD 75,000 - 150,000
Remote Managing Attorney — Business Immigration Leader

Remote Managing Attorney — Business Immigration Leader

Socket.dev • Chicago (IL)

Hybrid
USD 175,000 - 215,000
Sales Manager, Enterprise - Growth

Sales Manager, Enterprise - Growth

Triwill Group • Chicago (IL), Northern (KY)

Hybrid
USD 180,000 - 280,000

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