Top 11 District executive Jobs in Chicago, Il

Business Development and Sales Manager
Sunrise Transportation —Downers Grove, IL
- $95,000 - $105,000 a year
- Local
- Mid-level
- Administrative experience
Quick Apply
Executive Director, Assessment & MTSS
Chicago Public Schools —Chicago, IL
- $130,000 - $156,000 a year
- Full-time
- School experience
- 5 years
- System design
- Wellness program
- Disability insurance
Director, Business Operations
Chicago Public Schools —Chicago, IL
- $105,000 - $136,000 a year
- Writing skills
- Office
- 3 years
- Wellness program
- Disability insurance
Executive District Manager Wendy's
Wendy's —Glenwood, IL
- $90,000 - $100,000 a year
- Full-time
- Restaurant management
- Bachelor's degree
- Quick service & fast food restaurant
- Paid training
- Health insurance
Quick Apply
Enterprise Solutions Executive
Agiliti —Downers Grove, IL
- Full-time
- Remote
- Data analysis skills
- Travel
- Contracts
- Health savings account
- Disability insurance
Sales Development Representative
OpenGov —Chicago, IL
- $55,000 - $65,000 a year
- Full-time
- Mid-level
- Office
- Bachelor's degree
- Paid parental leave
- Health savings account
Paralegal
City Colleges of Chicago —Chicago, IL
- $63,394 - $72,000 a year
- Microsoft Excel
- Microsoft Outlook
- Research
- Tuition reimbursement
- 403(b)
Principal- Middle School
Berwyn North School District 98 —Berwyn, IL
- $103,000 - $135,000 a year
- School experience
- Spanish
- 5 years
9d
District Sales Manager - Enterprise Accounts
VAST Data —Chicago, IL
- Full-time
- Recruiting
- Senior level
- Leadership
Quick Apply
3d
SY2026-2027 - Assistant Principal (Bilingual Preferred)
Berwyn North School District 98 —Berwyn, IL
- $85,000 - $105,000 a year
- School experience
- Spanish
- 5 years
- Paid holidays
- Health insurance

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Account Executive, Columbus, OH
Choice Property Resources —Columbus, OH
You will be able to exercise your leadership skills and will assist in the empowerment of our team members as a driving force toward exceeding goals.
$50,000 - $60,000 a year
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4d
District Sales Executive
Expeditors —Lockbourne, OH
Answers phone calls and respond to voicemails, emails, and other communication according to Expeditors' standards. Support the transition of new accounts.
Quick Apply

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Business Development and Sales Manager

Sunrise Transportation -
Downers Grove, IL

Quick Apply

Job Details

$95,000 - $105,000 a year

Qualifications

Customer communication
Stakeholder engagement
Administrative experience
Driver's License
Time-based sales targets
Activity sales targets

Full Job Description

Business Development & Sales Manager – School District Partnerships

Position Summary

Sunrise Transportation is seeking an innovative, relationship-driven Business Development & Sales Manager who thrives on generating new business, expanding market presence, and cultivating meaningful district partnerships. This role blends strategic business development with hands-on sales activities, including lead generation, territory management, field sales calls, and customer relationship building.

The ideal candidate understands school district operations, is skilled in consultative selling, and is passionate about bringing safe, reliable student transportation solutions to communities. This individual will play a key role in growing Sunrise’s footprint across assigned regions, securing new contracts, nurturing existing accounts, and supporting Sunrise’s long-term growth strategy.

HOW YOU WILL MAKE AN IMPACT

We are seeking an innovative, relationship-driven Business Development Manager who thrives on building meaningful partnerships and driving strategic growth. This role is ideal for someone who understands school district operations, excels at consultative selling, and is passionate about helping communities receive safe, reliable student transportation.

This individual will focus on expanding Sunrise’s footprint through proactive engagement with school districts, identifying new business opportunities, supporting contract renewals, and cultivating long-term relationships that support Sunrise’s growth strategy.

What You’ll Be Trusted With

Strategic Sales & Growth

Identify, pursue, and secure new business opportunities with school districts, community organizations, educational institutions, and charter service clients.
Generate leads, conduct field sales calls, and build a consistent pipeline of prospective accounts.
Meet or exceed monthly and annual revenue goals, sales activity expectations, and territory development benchmarks.
Develop and execute a strategic growth plan to increase Sunrise’s presence and revenue across assigned territories.
Prepare and deliver high-quality proposals, bids, pricing packets, and sales presentations tailored to customer needs.
Monitor industry competitors, market changes, and district budget conditions to identify emerging opportunities.

District & Customer Relationship Building

Build and maintain long-term relationships with district leadership, including superintendents, transportation directors, school board members, and community partners.
Contact new and existing customers regularly to understand needs, identify opportunities, and promote Sunrise solutions.
Serve as a trusted advisor who anticipates needs and aligns Sunrise services with customer objectives.
Conduct onsite visits, community outreach events, district showcases, and engagement meetings to maintain visibility and trust.
Communicate consistently with customers before and after sales to ensure satisfaction and generate repeat business.

Customer Experience & Account Management

Service, maintain, and grow existing accounts while identifying cross-sell and expansion opportunities.
Respond promptly and professionally to customer complaints, concerns, and service issues—resolving them in partnership with Operations, HR, and Safety.
Support contract renewals, onboarding, and ongoing compliance requirements.
Ensure all touchpoints reflect Sunrise’s commitment to superior customer service and transparency.

Territory & Pipeline Management

Maintain accurate records of all sales leads, interactions, proposals, and follow-ups within the CRM system.
Track pipeline metrics, revenue forecasts, district engagements, and proposal outcomes.
Manage time, travel, and territory effectively to maximize sales reach and customer engagement.
Maintain a deep understanding of local geographical areas, district demographics, transportation challenges, and competitive landscape.

Market Intelligence & Collaboration

Monitor competitor offerings, pricing structures, operational changes, and new products.
Share insights with leadership to refine strategy and improve positioning.
Collaborate with Operations to align service capabilities with district expectations.
Partner with Marketing to develop district collateral, outreach campaigns, and promotional materials.
Participate in district events, conferences, and networking opportunities to build brand awareness.

WHAT MATTERS MOST FOR THIS ROLE

Strong knowledge of assigned geographic areas and local district needs.
Proven ability to communicate clearly, confidently, and professionally with diverse customers, including district executives and community stakeholders.
Highly strategic, innovative, and resourceful — able to build relationships, network effectively, and link resources to solutions.
Goal-driven with strong organizational, administrative, and self-management skills.
Ability to meet and exceed sales performance goals while managing time and territory effectively.
Must be flexible, coachable, and comfortable working in a fast-paced, deadline-driven environment.
Must be a local resident with reliable transportation, valid driver’s license, and proof of insurance.
Prior experience in school district sales, B2B sales, business development, or government-sector sales preferred.

What We Will Offer You

Sunrise Transportation is committed to enriching the lives of our team members and offers a comprehensive set of health, wellness, and development benefits. We foster a supportive and inclusive environment where continuous learning is encouraged and every team member has the opportunity to grow their career.

EQUAL OPPORTUNITY EMPLOYER

Sunrise is proud to be an equal-opportunity employer. We recruit, employ, train, compensate, and promote regardless of race, religion, color, national origin, sex, disability, age, veteran status, or any other protected status. We celebrate diverse perspectives and welcome team members who want to join us, grow with us, and do their best work.

Quick Apply

Refine Your Search

district executive jobs in chicago, il

Business Development and Sales Manager

Executive Director, Assessment & MTSS

Director, Business Operations

Executive District Manager Wendy's

Enterprise Solutions Executive

Sales Development Representative

Paralegal

Principal- Middle School

District Sales Manager - Enterprise Accounts

SY2026-2027 - Assistant Principal (Bilingual Preferred)

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