Job Opportunities

Thoughtful Craftsmen has been restoring the finest historic homes in the Milwaukee area since 1998. We're a close-knit team that values craftsmanship, mutual respect, and doing work we're genuinely proud of. If that sounds like you, we'd love to hear from you.
Restoration Carpenter
Thoughtful Craftsmen is looking for a senior restoration carpenter, possibly with some potential for management and training. The ideal candidate will have substantial experience working on old homes, especially their exteriors, will be a good problem solver and have excellent skills in customer relations.
Although we have our own unique processes for some types of restoration and will offer any necessary training, this position is for someone who already knows his or her way around a construction site and older homes.
A company culture of teamwork, mutual respect, and sense of sharing a common goal is very important to us. We are more interested in a good leader and team player than a virtuoso who wants to do it by themselves.
Thoughtful Craftsmen works on the some of the finest old homes in the Milwaukee area and, increasingly, around the state. We are, for example, currently restoring windows at the Wisconsin State Historical Building in Madison and have built reproduction windows for the Fireman’s Pavilion in Columbus, Wisconsin.
The main focus for this position will be to help us execute whole-house exterior restorations. We remove the paint to bare wood, restore or replace deteriorated millwork and siding, build or repair authentic porches, and rebuild soffits, bargeboards, and built-in gutters. We provide a unique service with impressive results.
Pay is competitive and rewards skill, hard work, productivity, and overall benefit to the company and its culture and reputation.
Interested in this role?
Send us your resume or give us a call to introduce yourself.
Apply Now(414) 963-1901
Storm Windows Production Crew Member
Thoughtful Craftsmen is the premier Milwaukee area’s historic restoration company and we are hiring Storm Window Production team members!
What is Storm Window Production?
We custom fabricate historically accurate wooden storm windows for our client’s homes. We handle the entire process from measurements, milling, planing and shaping, assembly, fitting, finishing sanding, painting, and installation!
Some of the basic knowledge would entail being able to take precise measurements, familiar with a table saw, miter saw, planer, and shaper. Additionally, being handy in a spray booth and being able to navigate ladders safely. We are typically in the shop, but frequently work outdoors all year, using a circular saw, planer, and belt sander onsite. Perks besides helping clients navigate the historical look of their homes would be working with a diverse company, coming from all different backgrounds.
Our Storm Window Production Managers are committed to adapting to your learning needs and would be working with you in the shop and at site, helping you succeed in the world of windows. We love someone with an eye for detail and that is interested in completing tasks efficiently and beautifully.
Do not let little experience stop you from applying!
Currently accepting resumes with a cover letter explaining why you would be a good fit for this position.
References and a background in windows are appreciated.
Minimal basic hand tools can be provided.
Having your own power tools preferred.
Owning a truck or van with a ladder rack will start you at a higher rate.
Pay is competitive and based on experience.
Interested in this role?
Send us your resume or give us a call to introduce yourself.
Apply Now(414) 963-1901
Shop Coordinator
The Shop Coordinator provides hands-on, day-to-day support for the shop and field teams, with a focus on materials and equipment management, workplace safety, and employee training and development. This is a primarily ad hoc role that responds to the evolving needs of the team and helps ensure that employees have the tools, materials, knowledge, and support they need to work safely and effectively.
This role oversees the maintenance, repair, inventory, purchasing, and organization of tools, supplies, vehicles, and other operational resources. They monitor inventory and pricing, coordinate ordering, delivery updates, and receiving, manage equipment needs, and identify opportunities to improve the efficiency, safety, and preparedness of the shop and field teams.
The Shop Coordinator also serves as a key resource for workplace safety, helping track incidents, address safety concerns, purchase safety-related equipment, coordinate site visits, and ensure that employees receive required and job-specific safety training. Working closely with management and the office, they help identify training needs, coordinate fit testing and other safety requirements, regularly clean the common spaces and manage shop and vehicle cleanliness procedures, and support the ongoing development of the company’s safety practices. Additionally, the Shop Coordinator may provide verbal warnings or written write-ups to team members in violation of best practices.
A significant component of the role is team training and development. The Shop Coordinator helps facilitate routine onboarding and safety training, provides or arranges ad hoc tool and skill training, and takes a leadership role in planning monthly all-team training. They work with managers and the office to track required certifications and advanced procedural training, identify opportunities for skill development, and support employee growth based on individual assessments and goals.
Overall, the Shop Coordinator acts as a resource, problem-solver, and connector between the shop, field teams, managers, and office, helping ensure that the team is properly equipped, trained, supported, and prepared to perform high-quality work safely and efficiently.
Pay is competitive and rewards skill, hard work, productivity, and overall benefit to the company and its culture and reputation. Additional benefits include PTO, supplemental health plans & opportunites for profit sharing.
Interested in this role?
Send us your resume or give us a call to introduce yourself.
Apply Now(414) 963-1901
Historic Restoration Sales Consultant
Are you a home inspector, general contractor, carpenter, remodeler, tradesperson, or construction professional looking for a less physically demanding way to use your experience?
Do you know how buildings are put together? Can you look at a home and recognize problems, explain them clearly, and help a homeowner understand their options? Do you enjoy working with people and solving problems?
If so, Thoughtful Craftsmen may be the right next step for you.
We are a close-knit company dedicated to preserving America’s architectural heritage through expert historic restoration. We’re looking for a Historic Restoration Sales Consultant to work with homeowners, architects, preservation organizations, and other property owners throughout Wisconsin and surrounding states.
Areas of service at Thoughtful Craftsmen:
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Historic window restoration
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Historically-appropriate new Storm Window construction
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Historic door restoration
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Built-in gutter restoration
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Custom copper work
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Historic porch restoration
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Roofing
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Siding restoration
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Architectural restoration
Let’s be transparent: this is a sales position, but with a consultant’s approach.
You’ll be responsible for meeting with prospective customers, evaluating their restoration needs, recommending appropriate solutions, developing proposals, following up on opportunities, and ultimately earning the customer’s business. What makes this different from traditional sales is that you won’t be selling something you don’t understand. Your construction and building knowledge will be a major part of the value you bring to the customer. Rather than spending your days swinging a hammer or working on a jobsite, you’ll use your experience to identify problems, educate homeowners, recommend solutions, and guide projects from the initial consultation through a signed proposal.
If you’ve spent years in the trades and are ready for a role that’s easier on your body—but still lets you use what you’ve learned—we’d like to talk with you.
What You’ll Be Doing:
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Meet with homeowners and property owners to evaluate restoration needs and discuss potential projects.
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Inspect historic windows, doors, porches, roofing, siding, built-in gutters, and other architectural details.
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Use your construction knowledge to identify issues and help customers understand their options.
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Recommend appropriate restoration solutions based on the property’s condition, history, and the customer’s goals.
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Prepare and present proposals and actively follow up with prospective customers to close projects.
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Build long-term relationships with homeowners, architects, preservation organizations, and referral partners.
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Generate new opportunities through networking, referrals, and exceptional customer service.
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Maintain consistent communication throughout the sales process.
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Work closely with our production team to ensure a smooth transition from signed proposal to completed project.
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Continue expanding your knowledge of traditional building materials, historic construction, and restoration techniques.
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Maintain accurate project records and customer information.
Why This Could Be a Great Next Step for Someone in the Trades:
Maybe you’re a home inspector who knows how to evaluate buildings but wants to get away from crawling through attics and under houses all day. Maybe you’re a general contractor or remodeler who has years of construction experience but is ready to spend less time doing physical labor. Maybe you’re a carpenter or restoration professional who enjoys talking with homeowners as much as you enjoy working on buildings. Or perhaps you’ve spent years in another trade and have developed the practical knowledge, problem-solving ability, and communication skills that homeowners trust.
This position allows you to take that experience off the tools and into a customer-facing consulting and sales role. You’ll still be talking about buildings, materials, construction, and restoration every day. The difference is that your job is to help customers understand what needs to be done, why it matters, what their options are, and why Thoughtful Craftsmen is the right company to do the work.
What We’re Looking For:
We’re looking for someone with practical building knowledge who is ready to apply that experience in a consultative sales role. An ideal candidate may have experience in:
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Home inspection
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General contracting
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Historic restoration
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Finish or rough carpentry
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Remodeling
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Window or door restoration
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Exterior restoration
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Roofing or siding
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Other building trades
Previous sales experience is helpful, but not required. What matters is your ability to build trust, understand a customer’s needs, explain technical information clearly, and confidently ask for the business. We will help you learn our products, restoration methods, and sales process.
The Ideal Candidate Is:
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Honest, professional, and dependable.
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Comfortable meeting with homeowners and discussing their properties.
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A strong communicator who enjoys helping people.
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Confident enough to make recommendations and ask for the sale.
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Organized and self-motivated.
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Comfortable working independently.
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Able to manage leads, follow-ups, proposals, and customer relationships.
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Interested in transitioning from primarily physical work into a customer-facing career.
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Excited to continue learning about historic buildings and restoration.
A valid driver’s license and reliable personal transportation are required.
Compensation:
We offer a compensation package designed to reward initiative, professionalism, and sales performance:
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$20,000 annual base salary
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Up to 6% commission based on performance
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Six-figure earning potential for successful Project Consultants
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Flexible scheduling
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Health insurance
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Holiday pay
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Opportunity to grow with one of Wisconsin’s premier historic restoration companies
Because this is a sales position, your ability to develop opportunities, convert them into signed projects, and build lasting customer relationships will directly influence your income.
If this role sounds like the next chapter you’re looking for, we’d love to hear from you. Join Thoughtful Craftsmen and help us preserve history, one project at a time.
Interested in this role?
Send us your resume or give us a call to introduce yourself.
Apply Now(414) 963-1901
