Project Estimator Job at Hotel Rehabs, Chicago, IL

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  • Hotel Rehabs
  • Chicago, IL

Job Description

Own the Numbers. Drive the Win. Build the Experience.

Who You Are

You’re driven, analytical, and resourceful in a fast-paced environment where precision and speed matter. Whether you’re early in your estimating career or a seasoned pro managing complex scopes, you take pride in building accurate, competitive estimates that set projects—and your team—up for success.

You’re not just an estimator—you’re a closer. You help secure the win by understanding client needs, building trust, and positioning projects for long-term success. You thrive on relationships as much as results, and you see every bid as an opportunity to influence the trajectory of new business.

You may be:

  • A Junior Estimator learning to master takeoffs, scopes, and cost breakdowns, hungry to grow and learn from the best.
  • Or an Experienced Estimator leading pre-construction efforts, managing multi-million-dollar scopes, and driving profitability from concept through handoff.

Either way—you’re strategic, competitive, and ready to make an impact.

Who We Are

Hotel Rehabs is a boutique general contractor transforming iconic hospitality brands— Hilton, Marriott, Hyatt, and IHG. Recognized as one of Inc. 5000’s Fastest Growing Private Companies , we’re a high-energy team of experts driven to deliver quality projects on time, on budget, and above expectations.

We take pride in:

  • Our commitment to excellence in every detail
  • Our fast-paced, collaborative environment
  • Our focus on relationships , ownership, and innovation

What You’ll Do

This role blends estimating expertise with business development impact. As part of the Estimating team, you’ll lead opportunities from first introduction to project handoff with construction, playing a key role in both preparing successful estimates , winning work, and building relationships that drive growth.

Depending on your experience level, your day-to-day may include:

Pre-Construction & Estimating

  • Develop detailed and competitive estimates ranging from $100K to $5M+ in scope.
  • Perform digital takeoffs, analyze drawings, and clarify scopes with vendors and subcontractors.
  • Identify cost efficiencies, risks, and solutions early in the process.
  • Manage budgets, proposals, and buyout phases to maintain profitability and accuracy.

Client Development & Relationship Building

  • Serve as a trusted partner to clients through the estimating and pre-construction phases.
  • Collaborate directly with ownership groups to align budgets, timelines, and scope.
  • Support sales efforts by presenting estimates, leading pre-construction meetings, and ensuring client satisfaction.
  • Represent Hotel Rehabs at meetings, site visits, and project kickoffs—helping secure new and repeat business.

Collaboration & Process Excellence

  • Partner closely with internal Design, internal Purchasing, and Construction teams.
  • Contribute to improving internal estimating tools, cost databases, and team best practices.

What You Bring

Your experience may vary depending on level, but we’re looking for:

  • 1–6 years of experience in estimating, pre-construction, or related construction roles (GC or subcontractor preferred).
  • Bachelor’s degree in Construction Management, Engineering, Architecture, Finance, or Business , or equivalent experience.
  • Proficiency in Microsoft 365 and familiarity with estimating/project management software.
  • Strong analytical, problem-solving, and communication skills.
  • Ability to manage multiple priorities, meet deadlines, and work cross-functionally.
  • Willingness to travel up to 10% - 15% for site visits and client meetings.

Why Join Hotel Rehabs

  • Ownership and Impact: Be part of a team where your expertise drives new business and project success.
  • Growth Potential: Clear advancement path, from Junior Estimator to Senior leadership within Pre-Construction.
  • Comprehensive Benefits: Medical, dental, vision, 401(k) with company match, life/disability insurance, FSA/HSA options, TSA Pre✓ reimbursement.
  • Culture of Excellence: A collaborative, competitive, and respectful environment that rewards results.
  • Flexibility: Hybrid or remote options available; preference for candidates near Chicago or Phoenix .

If you’re ready to own your role, drive results, and help build the future of hospitality renovation— apply anytime. We’re always looking for strong talent to join our pre-construction team.

Make an Impact. Grow Your Career. Redefine Hospitality.

Reflected below is the base salary range offered for this position. Actual salaries may vary depending on factors including but not limited to skills and experience. The range listed just one component of the compensation package offered to candidates. Decisions will be made on a case-by-case basis.

  • Compensation range: $70,000 - $145,000

Job Tags

For contractors, For subcontractor, Remote work,

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