TradeWins

Partnering with Local Contractors
to Build Stronger Businesses

You’ve built the company. Let’s secure your legacy.

Proudly serving Bloomington, Indiana, and the surrounding areas.

Running a contracting business is challenging, but you do not have to do it alone. Our contractor business coaching gives residential contractors the structure, support, and clarity needed to grow, scale, and improve profits. With contractor business coaching focused on real numbers and simple systems, TradeWins helps you build a stronger business with a clear path forward.

Every day, blue collar business owners pour their time, energy, and skill into building something real, but hard work alone does not always translate into lasting value. Many overestimate what their business is worth while underestimating its true potential for growth and profit. TradeWins uses contractor business coaching to close that gap by turning effort into equity through clear systems, proven strategies, and hands on support built specifically for the trades. Do not let years of hard work fade without reward. Your legacy starts now.

45 YEARS

of Residential Trades Experience In South central indiana

Everyone is on a journey

WHERE ARE YOU NOW?

SOLO OPERATOR

You’re doing everything yourself, maybe with one helper when things get busy. You’re proud of the reputation you’ve built, but every day feels like a race to keep up. Between handling customers, bids, and fieldwork, there’s never time to step back and plan ahead. Many solo operators struggle to track profit, price jobs correctly, and manage growth while avoiding burnout. You’ve proven you can get the work done, but the business depends entirely on you. With the right structure, tools, and support, you can build a business that runs smoothly, makes more money, and gives you freedom again.

SMALL CREW

You’ve built a capable team of people and stay busy year-round. Jobs are steady, but organization is tough and your days are packed. You may be juggling estimating, scheduling, or payroll while trying to keep production on track. Many small crews deal with jobsite chaos, unclear profits, and unreliable workers who come and go. You spend more time reacting than planning, and it’s hard to grow when every problem lands on your plate. The next step is to build simple, repeatable systems that keep jobs flowing smoothly and give you time to focus on growing your team and business.

GROWING CONTRACTOR

Your business is well-established and moving in the right direction, but growth has created new challenges. You’re managing crews, projects, and office tasks at once, often feeling stretched thin. This stage brings struggles like unclear processes, limited accountability, or rising overhead that cuts into profit. Many owners here are stuck between working in the business and leading it. The solution lies in clear systems, defined roles, and better communication that allow the company to run more smoothly. You’re ready to grow, but you need structure and consistent support to keep your business efficient, profitable, and focused on long-term success.

PROVEN COMPANY

Your company runs well even when you’re not on-site. You have strong systems, reliable leadership, and consistent performance. Now your focus is on long-term stability and leadership development. You’re working to strengthen your team, build accountability, and keep your culture healthy as the business grows. Many owners at this stage struggle to maintain margins, delegate high-level responsibility, and plan beyond the next year. You want to keep growing, but without adding chaos or burning out your leaders. With the right structure and rhythm in place, you can protect your time, improve results, and confidently steer the company forward.

LEGACY BUSINESS

You’ve built a company with real value and a strong reputation. The business can run without you, but you’re thinking about what’s next. Whether selling, partnering, or passing it down, you want a smooth transition that protects your legacy and the people who helped build it. Many owners at this stage struggle to prepare their company for sale, build leadership that can truly operate independently, and strike the right balance between personal goals, company value, and long-term impact. You’re ready to plan your next chapter, but you need the right structure and guidance to make sure everything you’ve built continues to thrive.

Now that you know where your company stands, explore our contractor business coaching programs and services designed to help you move forward with confidence.

contractor coaching program
The TradeWins Business Operating System (BOS) brings structure, clarity, and alignment to your company by connecting every part of the business into one organized framework. It unites your team around a shared vision, measurable goals, and consistent operations that drive results.
Your BOS becomes the company’s playbook: the place where goals are set, progress is tracked, and collaboration happens. It keeps everyone focused, whether in the office, on the job site, or managing from afar.
With a strong BOS in place, leadership and accountability strengthen, communication improves, and daily operations become smoother and more predictable. It keeps your business organized today while building the foundation for long-term growth, stability, and profitability.
Every BOS begins with understanding where your company stands right now, using your current systems, processes, and value as the foundation to build toward your future goals.

THE COLLECTIVE

90 DAY GROUP COACHING
COMING SOON Per 8 Week Semester
  • Recommended for: Solo Operators and Small Crews
  • The Collective is a small group program designed for contractors who want support, structure, and accountability without the commitment of full one-on-one coaching. Each week, you’ll meet with other business owners to share challenges, learn proven systems, and apply tools that help your company run smoother and grow stronger. It’s a hands-on environment that combines education, problem-solving, and real-world progress.
  • Meets twice a week for 1.5 hour in-person sessions.
  • Learn from peers and network with other contractors.
  • Earn a $100 referral credit for every company you send.
  • Includes snacks and light refreshments each week.
MARCH 26'

BUSINESS SOLUTIONS

CUSTOMIZED SUPPORT
CUSTOMIZED PRICING Built Around Your Business Needs
  • Recommended for all Companies
  • Every contractor runs into roadblocks, whether it’s invoicing headaches, a website that doesn’t bring in leads, or job tracking that feels out of control. Our Targeted Coaching sessions are built to fix those exact issues. Each project is tailored to your business and focuses on one challenge at a time, giving you practical systems and tools you can start using right away.
  • Website setup or refresh to attract more local leads
  • Streamlined invoicing and payment systems
  • Job tracking and workflow organization
  • Client communication and scheduling systems
  • and much more!

COMPANY VALUATION

BUSINESS VALUE ASSESSMENT AND GROWTH PLANNING
$ 2250 Included with All Programs or Available Standalone
  • Recommended for: All Companies, at Any Stage
  • Every business, regardless of size or age, needs to know its true worth. Our valuation process establishes a baseline value for your company, identifies strengths and weaknesses, and highlights opportunities for improvement. This report gives you the clarity to make smarter business decisions and a roadmap for increasing your company’s overall value over time.
  • Establish an accurate baseline value of your business
  • Identify areas that limit or drive growth potential
  • Compare performance to similar businesses in your trade
  • Gauge readiness for transition, partnership, or sale
  • Outline clear next steps to increase business value
  • Included with all programs or as a standalone service.

Our contractor business coaching program helps you create better systems, improve margins, and build a business that runs more smoothly.

If you’re ready to talk, you can easily reach our team through the Contact Us page, or schedule a Fit Meeting.

STRUCTURE PROGRAM

90 DAY 1-ON-1 COACHING
CUSTOMIZED PRICING Based on Company Size and Status
  • Recommended for: Small Crews, Growing Contractors, and Proven Companies
  • Once your foundation is solid, it’s time to frame the structure of your business. This 90-day program helps your leadership team build clarity, accountability, and consistency in every area. You’ll create systems that reduce chaos, improve communication, and support steady growth. Together, we’ll transform your business into a more predictable and profitable operation.
  • Six full days of Business Operating Training.
  • Six company meetings with guided accountability.
  • Develop clear communication and workflow systems.
  • Includes free access for you and one staff member to The Collective.
5 SPOTS LEFT

ELEVATION PROGRAM

18-24 MONTH 1-ON-1 COACHING
CUSTOMIZED PRICING Based on Company Size and Status
  • Recommended for: Growing Contractors and Proven Companies
  • The Elevation Program is for established contractors ready to take their business to the next level. Over 18 months, we’ll guide your leadership team in creating scalable systems, leadership development, and long-term planning. You’ll learn to operate with consistency and confidence while freeing yourself from daily jobsite stress to focus on growth and strategy.
  • Six full days of Business Operating Training.
  • Two days of Quarterly Planning for your first meeting.
  • Two days of Annual Planning for your yearly reset.
  • Ten company meetings to strengthen accountability.
  • Ongoing facilitation of Quarterly and Annual Meetings.
  • Includes free access for you and one staff member to The Collective.
7 SPOTS LEFT

LEGACY PROGRAM

CUSTOMIZED TRASITION AND EXIT FACILTATION
CUSTOMIZED PRICING Based on Company Goals and Readiness
  • Recommended for: Growing Contractors, Proven Companies and Legacy Businesses
  • The Legacy Program prepares your business for its next chapter. Whether your goal is to sell, partner, or transition to new leadership, we’ll help you strengthen your systems, clean up financials, and position your company for maximum value. This program ensures your business is ready to run without you while preserving your legacy and future goals.
  • Customized planning tailored to your exit goals.
  • Develop leadership to operate independently.
  • Strengthen systems and improve financial transparency.
  • Position your company for maximum valuation.
  • Guidance on sale, partnership, or ownership transition.
  • Includes ongoing support through your transition period.
3 SPOTS LEFT

Target Pain Points WITH OUR

Free Contractor Business Checkups

ONLINE PRESENCE

ASSESSMENT
  • Find out what customers really see when they search your company.
  • Spot the gaps that could be costing you leads.
  • Discover how your marketing connects to your team and operations.

TECH TOOLS

ASSESSMENT
  • Find out if your software is helping or holding your business back.
  • Spot where your tools cause double work, missed info, or confusion.
  • Discover how to connect your systems so your business runs smoother.

TALENT HIRING

ASSESSMENT
  • Find out what’s really driving your hiring success, or holding it back.
  • Spot the gaps in your team systems that may be causing turnover or slow growth.
  • Discover how the right structure can help attract and keep the right people.

OFFICE SYSTEMS

ASSESSMENT
  • Find out how your office systems support or slow down your business
  • Spot the gaps that cause delays, confusion, or extra work.
  • Discover how simple structure changes can save hours every week.

JOB FLOW

ASSESSMENT
  • Find out where your projects slow down, and how to keep them moving.
  • Spot the bottlenecks that cost you time, money, and peace of mind.
  • Discover how your systems connect (or don’t) from estimating to final payment.

Ready to See How Your Business Measures Up?

Take a free assessment to identify your biggest opportunities for improvement. Each one highlights common challenges contractors face, from estimating and hiring to marketing and office systems, and gives you a clear starting point to make meaningful changes.

How Contractor Business Coaching Supports Your Growth

Our contractor business coaching approach gives you clarity, structure, and predictable systems so your business can grow with less stress. We guide you through financial planning, process development, leadership support, and the tools you need to build a business that truly works for you.

WE ARE YOUR LOCAL

BLUE-COLLAR COACHES

contractor business coaching services

Want to learn more about who we are and our mission? Visit the About Us page.

We stay connected with the local contractor community through organizations like the Builders Association of South-Central Indiana, ensuring our work aligns with real industry needs.

Ready to Take the Next Step in Your Business Journey?

As part of our contractor business coaching, we help you develop systems that increase profitability and reduce daily stress.

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