Are you a decisive, field-tested leader who thrives on building systems, developing people, and driving performance?

Do you believe high standards, great homes, and accountable execution are the keys to long-term success-for residents, clients, and your team?

If so, this role was built for you.

GC Realty & Development is seeking a Director of Maintenance-a strategic executor and bold operator who will elevate our maintenance department into a scalable, tech-driven engine that protects property value, improves resident experience, and boosts profitability.

The successful Director of Maintenance candidate will drive results and profitability without losing sight of the bigger picture by leading, managing, and holding accountable our maintenance staff to improve outcomes.

The Mission: Lead Elite-Level Maintenance Operations

At GC Realty & Development, we don't just fix things-we deliver next-level maintenance performance that protects property value, elevates tenant experience, and drives profitability.

You Are...

A no-excuses maintenance operations leader who:

• Owns Outcomes - From budget to bolt-tightening, you take full responsibility and deliver results

• Leads from the Field - You speak the technician's language and enforce high-quality execution

• Moves with Metrics - You track what matters-efficiency, pricing, turnaround-and act fast

• Drives Accountability - You set clear expectations and hold techs and vendors to the highest bar

• Builds Scalable Systems - You streamline processes to save time, reduce costs, and boost performance

• Executes with Urgency - You eliminate delays, clear blockers, and keep the team moving forward

What You'll Do:

• Oversee all maintenance strategy, execution, and performance across our portfolio

• Build a high-output team of technicians and vendors who deliver consistent, professional, and on-time results

• Use data, KPIs, and real-time performance insights to optimize labor, cut waste, and exceed service standards

• Drive cost control while never compromising on quality, safety, or compliance

• Lead with urgency, accountability, and operational clarity to keep momentum high and delays nonexistent

What You Bring:

• Education: Associates degree (minimum) or Bachelor's preferred in Business, Construction, or related field

• Experience: 5+ years in maintenance, building trades, or construction management-with field experience required

• Leadership: Proven ability to lead techs, manage vendors, and coach managers toward performance and accountability

• Financial Acumen: Strong understanding of labor allocation, estimate accuracy, P&L management, and vendor cost control

• Tech Fluency: Strong interest in and comfort with digital systems, scheduling platforms, automation tools, and reporting dashboards

• Mindset: Initiative, work ethic, follow-through, and a love for optimization and process-driven improvements

What You'll Get:

• Generous starting annual salary of $120,000 to $140,000 commensurate with experience
• 2 weeks PTO the first year
• 6 holidays plus own birthday holiday
• Benefits include health, dental, vision, optional life, AD&D, disability, critical illness, accident, and Healthcare FSA. (with employer premium assistance)
• Ability to have influence and make an impact right away. We want you to take initiative from the start
• Fun, hard working environment with a team that really cares about their clients and tenants
• Open and honest communication, able to have difficult conversations effectively
• Opportunities to learn tons of new things independently

What You'll Gain:

Compensation: $100,000-$120,000 per year base salary

Benefits: Medical, Dental, Vision, Life & AD&D, Disability, FSA, Critical Illness

Time Off: 15 days PTO + Paid Birthday Off + 7 Paid Holidays

Growth: Leadership coaching, Better Book Club (get paid to read!), professional training

Impact: Direct influence on company-wide success, growth, and service quality

Culture: Radical candor, high accountability, no micromanagement-just ownership and excellence

Ready to Take the Lead?

At GC Realty & Development, we don't just "manage maintenance"-we build high-impact operations that support our clients, serve our residents, and empower our people.

If you're ready to take full ownership of our maintenance engine, raise the bar, and drive results at scale-we want to hear from you.

Apply today and help us build the future of GC Realty. Check out our Glassdoor Reviews and our podcast, Straight Up Chicago Investor, for more on us!

Job Posted by ApplicantPro