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Hybrid Skilled Entrepreneur Jobs in Chicago IL

Entrepreneurial Account Executive: Build Your Market

Entrepreneurial Account Executive: Build Your Market

North Bridge Staffing Group • Chicago (IL)

Hybrid
USD 90.000 - 120.000
Entrepreneurial Liability Underwriter & P&L Owner

Entrepreneurial Liability Underwriter & P&L Owner

Private Client Select • Schaumburg (IL)

Hybrid
USD 150.000 - 230.000
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
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
Startup Sales Leader: Scale New Business & Lead AEs

Startup Sales Leader: Scale New Business & Lead AEs

Nubeero Limited • Chicago (IL)

Hybrid
USD 150.000 - 230.000
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
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
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 • 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
Business Development Sales Representative

Business Development Sales Representative

Millennium Millionaire Investors • Chicago (IL)

Hybrid
USD 180.000 - 220.000
Enterprise Sales Leader - Scale Revenue & Growth

Enterprise Sales Leader - Scale Revenue & Growth

Nubeero Limited • Chicago (IL)

Hybrid
USD 130.000 - 210.000
Enterprise Transformation Leader with Agentic AI

Enterprise Transformation Leader with Agentic AI

Nexwave • Chicago (IL)

Hybrid
USD 120.000 - 150.000
Partner Acquisition Lead - Enterprise SaaS (Remote, Equity)

Partner Acquisition Lead - Enterprise SaaS (Remote, Equity)

Engine • Chicago (IL)

Hybrid
USD 220.000 - 250.000
Equity
Hybrid work model
Bonuses/commissions
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 Manager, Startups - Hunter

Sales Manager, Startups - Hunter

WinsAbove • Chicago (IL)

Hybrid
USD 150.000 - 190.000
Tax Manager — Partner Track & Remote

Tax Manager — Partner Track & Remote

Founder’s CPA, Inc. • Chicago (IL)

Hybrid
USD 110.000 - 140.000
Casual dress
Profit sharing bonuses
Work-life balance focus
+2
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
Enterprise SaaS Sales Director - High Impact, Equity

Enterprise SaaS Sales Director - High Impact, Equity

Root • Chicago (IL)

Hybrid
USD 180.000 - 260.000
Top-tier pay
Equity
Education Market Growth Leader (Hybrid & ESOP)

Education Market Growth Leader (Hybrid & ESOP)

Graef Anhalt Schloemer & Assoc • Chicago (IL)

Hybrid
USD 135.000 - 155.000
Hybrid schedule
ESOP
Training and leadership development
+1
Enterprise Sales Leader: Scale Revenue & Grow Teams

Enterprise Sales Leader: Scale Revenue & Grow Teams

Nubeero Limited • Chicago (IL)

Hybrid
USD 120.000 - 200.000
Sales Manager, Enterprise - Hunter

Sales Manager, Enterprise - Hunter

WinsAbove • Chicago (IL)

Hybrid
USD 180.000 - 280.000
Director of Growth Sales, Enterprise

Director of Growth Sales, Enterprise

Skai • Chicago (IL)

Hybrid
USD 130.000 - 150.000
Hybrid work model
Equity
Strong commission plan
Senior Enterprise Growth Account Executive

Senior Enterprise Growth Account Executive

Nubeero Limited • Chicago (IL)

Hybrid
USD 120.000 - 260.000
New Leader – Pitch Us

New Leader – Pitch Us

SentiLink • Chicago (IL)

Hybrid
USD 180.000 - 250.000
Employer-paid health insurance
401(k) plan with employer match
Flexible paid time off
+2

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