Custom luxury two story garage built by TR Design Build in New Canaan, CT

Join An Exceptional Design-Build Construction Team in Fairfield County, CT

 

Interested in a career in high-end residential construction, design-build, project management, or custom home remodeling in Fairfield County? TR Design-Build offers a collaborative, detail-driven work environment focused on creating exceptional homes for discerning clients.


Our team values craftsmanship, integrity, thoughtful design, and clear communication. From custom homes and whole-home renovations to large-scale additions, we proudly deliver a refined client experience and meticulously executed work.


Thank you for your interest in joining TR Design-Build. We may not always have open positions listed, but we’re always interested in hearing from talented professionals who share our commitment to quality, service, and excellence.

To apply, please email info@trbuilt.com with the position title in the subject line and include your resume and a brief introduction.

Current openings:

Field Supervisor - High-End Residential Construction

Senior Estimator / Pre-Construction Manager

 

 

Job description:
High-end residential construction company located in Southwestern Fairfield County, CT seeks one highly motivated individual with at least 6 years of experience as a field supervisor in residential construction. 

Our business is heavily focused on customer service, and meeting the needs of our clients is paramount to its success. The right candidate must:

  • Be extremely customer-service-oriented and have a discerning eye for quality and craftsmanship
  • Have a strong understanding of all aspects of residential construction, with a clear ability to read plans, effectively write and maintain project schedules, and meet deadlines

Required skills:

  • Ability to manage more than one project at a time
  • Ability to coordinate, manage, and direct many subcontractors at a time
  • Computer knowledge with a general understanding of MS Word, emailing, etc.
  • Extremely strong communication skills
  • Time management skills
  • Organizational skills

 

Experience: 

  • Extensive experience in overseeing all aspects of residential home building and remodeling
  • High-End Residential Supervisor: 6 years minimum (Preferred)

 

Special Notes: 

  • Candidate must have a clean driver's license and a reliable vehicle
  • Our job sites are 100% NON-SMOKING environments
  • Candidates who do not already reside in the Fairfield County, CT/Westchester area will not be considered

 

Work schedule: Monday - Friday (no weekends)

Compensation: $100,000/year + Bonus

Job Type: Full-time

Benefits: Paid time off

Ability to Commute: New Canaan, CT 06840 (Required)

Work Location: In person

 

If you're interested in working for an exceptional company and you think you have what it takes to effectively do this job, we'd love to have the right person join our team.


 

Job description:
At TR Design-Build, we believe that transforming a home should be one of the most exciting experiences a family ever has, not one of the most stressful. That's why we've built a Design-Build company where architecture, interior design, estimating, and construction work together from the very beginning.

Our purpose is simple: Transforming Houses Into Homes.

For more than twenty years, we've helped homeowners throughout Fairfield County navigate complex renovations with confidence through thoughtful planning, honest communication, and exceptional craftsmanship.

We don't simply build beautiful homes. We build trust.

TR Design-Build is entering one of the most exciting chapters in our company's history.

  • We're investing in technology
  • We're refining our systems
  • We're expanding our leadership team
  • We're embracing AI where it helps us deliver better results

Most importantly, we're building a company where talented people can do the best work of their careers. 

As our company continues to grow, we're expanding our Pre-Construction team and looking for a second Senior Estimator to help us continue delivering the exceptional planning, communication, and service our clients have come to expect.

If you're looking for more than just your next estimating job, dreaming of a place where your ideas matter, where your work is respected, and where you'll have the opportunity to help shape the future of a growing Design-Build company, we'd love to meet you. 

 

Some people look at a set of construction drawings. You see everything that's missing. You immediately start asking questions like:

"Will this actually work in the field?"

"Has anyone thought about the framing?"

"How are we sequencing this?"

"What happens if we open that wall?" 

You enjoy solving construction problems before they become expensive field problems. You know that exceptional projects don't begin with demolition. They begin with thoughtful planning.

If that sounds like the way your mind works... Keep reading. You may be exactly who we're looking for. 

 

This isn't your typical estimating position.

  • You'll become one of two Senior Estimators, each responsible for managing your own portfolio of projects from completed design through signed construction contract and production handoff
  • You'll own your projects
  • You'll develop relationships with our homeowners, architects, interior designers, and subcontractors
  • You'll make decisions
  • You'll solve problems

And while you'll have complete ownership of your work, you'll also have another experienced estimator down the hall whenever you want a second opinion or another perspective.

We believe ownership creates better estimates. We believe collaboration creates better people.

 

People Who Thrive Here:

  • Take ownership of their work
  • Sweat the small details
  • Love solving difficult construction problems
  • Never stop improving
  • Communicate professionally
  • Keep their commitments
  • Care about the client experience as much as the finished product
  • Enjoy being part of a team that genuinely supports one another

 

What You'll Do: 

  • Review architectural drawings and project specifications
  • Perform quantity takeoffs
  • Develop detailed scopes of work
  • Solicit and evaluate subcontractor proposals
  • Meet with subcontractors on site
  • Prepare detailed construction estimates
  • Write homeowner construction contracts
  • Prepare production packages for field supervisors
  • Coordinate project turnover into production
  • Continuously improve estimating systems and processes

 

Qualifications:

  • Experience estimating residential remodeling or custom homes
  • Strong understanding of residential construction methods
  • Ability to confidently read architectural drawings
  • Excellent written and verbal communication skills
  • Strong organizational skills
  • Desire to continually improve both themselves and the systems around them

Preferred software experience: Bluebeam Revu, Buildertrend, Microsoft Excel, Microsoft Word, Microsoft Outlook.
Experience with construction management software and emerging AI tools is a plus.

 

Compensation: $100,000–$125,000 depending on experience

Job Type: Full-time

Benefits: 

  • Health Insurance

  • 401(k) Retirement Plan

  • Paid Vacation

  • Paid Holidays

  • Professional Development

  • Long-Term Career Growth

Work Location: New Canaan, CT 06840

 

One final thought: You're probably already employed. In fact, we hope you are.

The right person for this position isn't simply looking for another estimating job. They're looking for the right company.

If you've read this far and found yourself thinking, "These people build projects the way I like to build projects."

Let's have a conversation. No pressure. No sales pitch. Just two professionals exploring whether this could be the right next step for both of us.


Frequently Asked Questions About Working With TR Design-Build

What is it like to work at TR Design-Build?

We are a collaborative, team-oriented company that values craftsmanship, professionalism, and attention to detail. Everyone here takes pride in delivering exceptional homes and creating a positive work environment where employees can grow their skills and contribute to meaningful projects.

Do I need experience in custom homes or remodeling to apply?

Experience in residential construction, remodeling, or related fields is preferred for most positions, but we may also consider candidates who demonstrate a strong work ethic, a willingness to learn, and a commitment to quality workmanship.

Can I submit an application if there are no current openings?

Yes! We are always interested in hearing from qualified people who share our values and passion for building exceptional homes. Even if there isn’t a position listed that matches your background, we encourage you to submit your information for future opportunities to info@trbuilt.com.

About Our Team

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The TR Design-Build Difference

Homeowners choose the Design-Build model because it offers distinct advantages, such as:

  • Streamlines the collaboration between architect, builder, and client

  • Creates an efficient and cost-effective process

  • We work closely with our clients, discussing budget and design elements simultaneously

  • Ensures that plans align with the client's needs and vision

  • Allows us to fully realize their goals while ensuring that no detail is overlooked.

Masterpiece Design Highlights

Take a look at our work to see the quality and creativity we bring to every project.