Director of Business Development (Midwest & Great Lakes)

Bold Business; Chicago (IL); On-site; USD 60,000 - 80,000; Full time

Benefits offered by this job

Competitive base salary

Uncapped commission structure

Bonus incentives

Job summary

Bold Business is seeking a dedicated sales professional to build and expand a regional territory in Chicago, Illinois, by selling workforce solutions into data center construction and infrastructure projects. The ideal candidate will have 5–10+ years of experience in sales and a strong ability to close large deals. You will engage clients, manage sales cycles, and collaborate with internal teams. This role offers a competitive base salary, an uncapped commission structure, and bonus incentives tied to territory performance.

Qualifications

• 5–10+ years of experience in sales or business development.
• Background in staffing, telecom, construction, or technical services.
• Proven ability to close large deals.

Responsibilities

• Generate new business opportunities and maintain a strong sales pipeline.
• Build relationships with GCs, ECs, developers, and subcontractors.
• Manage the full sales cycle from prospecting through contract execution.

Skills

Sales experience

Business development

Relationship-building

Communication skills

Willingness to travel

Job description

Overview

Build and expand a regional territory by selling workforce solutions into data center construction and infrastructure projects. This is a field-based role focused on developing new business, building long-term client relationships, and driving consistent revenue growth across a highly active and accessible region.

Responsibilities

• Generate new business opportunities and maintain a strong sales pipeline
• Build relationships with GCs, ECs, developers, and subcontractors
• Manage the full sales cycle from prospecting through contract execution
• Monitor project activity, upcoming builds, and procurement cycles
• Engage with clients in the field, including job sites and industry events
• Collaborate with internal teams to deliver competitive solutions

Requirements

• 5–10+ years of experience in sales or business development
• Background in staffing, telecom, construction, or technical services
• Proven ability to close large deals (6–7 figure range)
• Strong relationship-building and communication skills
• Willingness to travel regionally (primarily within driving distance)

Territory Overview

Key markets include: Indiana, Ohio, Illinois, Wisconsin, Minnesota, Nebraska. Major hubs: Indianapolis, Columbus, Chicago. 19+ active hyperscaler builds.

Compensation

• Competitive base salary
• Uncapped commission structure
• Bonus incentives tied to territory performance

About Bold Business

Bold Business is a US-based global business process outsourcing (BPO) firm with over 25 years of experience and $7B+ in client engagements. We help fast-growing companies scale through smart talent strategies, automation, and technology-driven solutions.

Bold Business recruiters always use a "@boldbusiness.com" email address and/or from our Applicant Tracking System, Greenhouse. Any variation of this email domain should be considered suspicious. Additionally, Bold Business recruiters and authorized representatives will never request sensitive information in email or via text.