Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Trades Business Coach — Contractor

$100 per hour
Part-time

Entrepreneurial Capital

Trades Business Coach — Contractor

Flexible, Part-Time Contractor Role | $100/hour equivalent

About Entrepreneurial Capital

Entrepreneurial Capital is a private investment firm focused on partnering with strong owner-operators and helping established small businesses grow. We also operate a 12-week Trades Accelerator designed to help HVAC, plumbing, and electrical business owners improve the financial and operational performance of their companies.

The Accelerator combines a structured curriculum, biweekly group workshops, and weekly 1:1 coaching focused on helping owners implement improvements inside their businesses.

About the Role

We’re looking for an experienced trades business owner, operator, or consultant to provide weekly 1:1 coaching to participants in our Trades Accelerator.

This is a flexible contractor role best suited for someone who has personally operated or advised HVAC, plumbing, or electrical businesses and enjoys helping other owners improve.

We provide the participants, curriculum, scheduling, meeting infrastructure, and overall program structure. Your role is to show up prepared, understand the participant’s situation, provide experienced guidance, challenge their thinking when needed, and help them leave each call with clear next steps.

How the Role Works
  • Conduct approximately 10–20 30-minute 1:1 coaching sessions per week
  • Sessions follow the topic currently being covered in the Accelerator curriculum
  • Review the participant’s situation, identify issues, provide guidance, and establish next steps
  • Answer participant questions based on your real-world operating experience
  • EC handles scheduling, logistics, curriculum, and meeting setup
  • Calls are held remotely through tools such as Google Meet or Zoom
  • Schedule can be arranged around your availability, but would need to be relatively open

Responsibilities
  • Lead 30-minute weekly 1:1 coaching sessions with business owners
  • Help participants apply the Accelerator curriculum to their specific business
  • Diagnose operational and financial issues based on your experience
  • Provide clear, practical recommendations and next steps
  • Share real-world examples from operating or advising trades companies
  • Discuss relevant processes, tools, workflows, people issues, pricing, financials, sales, and operations
  • Challenge participants when necessary and hold them accountable to implementation
  • Escalate issues to the EC team when appropriate

What We’re Looking For
  • Significant experience operating, owning, or consulting for an HVAC, plumbing, or electrical business
  • Strong understanding of the realities of running a trades company
  • Experience across areas such as operations, financial management, hiring, pricing, sales, marketing, service delivery, and growth
  • Strong communication and coaching ability
  • Genuine interest in mentoring and helping other business owners succeed
  • Reliable availability during the Monday–Friday workweek
  • Comfortable using basic technology such as Google Meet, Zoom, shared documents, and online scheduling tools
  • Able to give direct, practical advice rather than purely theoretical guidance

Ideal Fit

This role may be especially attractive if you:

  • Previously owned or operated a trades business and have since sold, retired, or stepped away from day-to-day operations
  • Currently consult, mentor, or train business owners
  • Enjoy teaching and sharing what you have learned
  • Want flexible, meaningful side work without taking on another full-time operating role
  • Have previously coached, mentored, trained, or developed other business leaders
  • Genuinely enjoy seeing other owners improve their businesses

Compensation
  • $50 per 30-minute coaching session
  • Equivalent to $100/hour
  • Approximately 10 sessions per week minimum
  • Opportunity to handle up to approximately 20 sessions per week as cohort capacity grows
  • Paid contractor arrangement
  • No sourcing, selling, or lead generation required

The role is intentionally focused on one thing:

To Apply:
  1. Take this personality survey to help us get to know how to communicate with you most effectively:  
  2. Send an email with your LinkedIn to View email address on click.appcast.io.
  3. If there is a potential fit, we will schedule a 30-minute intro call.



Use your real operating experience to help business owners make better decisions and build better companies.

Vacancy posted 2 hours ago
Similar jobs that could be interesting for youBased on the Trades Business Coach — Contractor in Chicago, IL vacancy
  • The Vice President, Trading and Product Risk Intelligence, will be a key member of the Intelligence...  ...management and strategic advisor to business stakeholders, partnering across...  ...requires affirmative action by covered prime contractors and subcontractors to employ and advance... 
    For contractors
    Full time
    Temporary work
    For subcontractor
    Local area
    Immediate start
    Night shift

    Financial Industry Regulatory Authority

    Chicago, IL
    8 hours ago
  • $120k - $135k

     ...Washington, D.C., is looking for a Trade ShowDirector to join our team...  ...prospectus, general service contractor management, exhibitor...  ...skillsLeadership Competencies:Business Operations Service Excellence...  ...counterpoints.Provides guidance and coaches others on revenue, expense... 
    For contractors
    Contract work
    Work at office
    Local area
    Immediate start
    Visa sponsorship
    Work visa

    SmithBucklin Corporation

    Chicago, IL
    2 days ago
  •  ...organization that values quality, integrity, technical expertise, strong trade relationships, and long-term client partnerships.The...  ...construction issues and keep work moving.Lead owner/architect/contractor (OAC), preconstruction, and subcontractor meetings.Serve as a primary... 
    For contractors
    Contract work
    For subcontractor

    Cindavi

    Chicago, IL
    1 day ago
  •  ...program office by providing independent technical evaluation of contractor-led software modernization and development activities,...  ...allocated and traced. Oversee and assess contractor-led engineering trade studies, providing the Government with independent analysis of... 
    For contractors
    Ongoing contract
    Full time
    Contract work
    Temporary work
    Work at office
    Remote work

    GrabJobs

    Western Springs, IL
    3 days ago
  •  ...Equity Construction Solutions (ECS) is a Central Ohio-based general contractor with a strong reputation for delivering high-quality commercial...  ...to ensure safety standards are maintained by the field and trade contractors alike. Oversee on-site safety program for ECS –... 
    For contractors
    Contract work
    For subcontractor
    Work at office

    Equity

    Chicago, IL
    4 days ago
  • $185k - $235k

     ...client is a privately held design-build contractor specializing in heavy industrial...  ...leadership. Support estimating and business development with constructability, execution...  ...projects involving multiple contractors, trades, vendors, and stakeholders. Strong... 
    For contractors
    For subcontractor

    Kimmel and Associates

    Chicago, IL
    3 days ago
  •  ...We're working with a leading General Contractor that is expanding its mission critical team...  ...This is a fantastic opportunity to join a business with a strong pipeline of hyperscale...  ...ll work closely with Project Management, trade partners, owners, and client representatives... 
    For contractors
    Daily paid
    Full time
    For subcontractor
    Monday to Friday

    Amicus Talent Group

    Chicago, IL
    4 days ago
  • $130k - $150k

     ...estate development and ownership side of the business. Kiferbaum Development Group is an integrated Owner/Developer/General Contractor, and the Project Manager will work closely...  ...level scopes of work to ensure complete trade coverage and minimize change order exposure... 
    For contractors
    Full time
    Contract work
    Temporary work
    For subcontractor

    Kiferbaum Development Group

    Chicago, IL
    3 days ago
  • $140k - $165k

     ...00–$165,000 + Benefits A well-established Chicago general contractor is looking to add an experienced Project Superintendent to their...  ...build-outs ~ Experience managing subcontractors and multiple trades ~ Strong knowledge of construction plans, schedules, and... 
    For contractors
    Full time
    For subcontractor
    Local area

    Flowtec Construction

    Chicago, IL
    2 hours ago
  •  ...Confidential or proprietary information from any employer or university. Trade secrets or internal company or university data. Specific client...  ...or other confidentialit obligations. Engagement type: Contractor assignment/freelancer, potentially full-time. Duration of... 
    For contractors
    Full time
    Contract work
    Freelance
    Remote work

    Turing

    Chicago, IL
    1 day ago
  • $125k - $155k

     ...Construction is partnering with a general contractor based in Wheaton, IL , looking to add...  ...: Commercial: Office buildings, business parks and commercial developments. Healthcare...  ...with owners, architects, engineers and trade partners. Manage changes, identify... 
    For contractors
    Full time
    Contract work
    For subcontractor
    Work at office
    Local area

    Flowtec Construction

    Chicago, IL
    3 days ago
  •  ...Time We’re working with a well-established Chicago General Contractor that’s looking to add an experienced Project Manager to...  ...performance Build and maintain strong relationships with clients and trade partners Ensure projects are completed safely, on schedule,... 
    For contractors
    Full time
    Temporary work
    For subcontractor
    Work at office

    Green Key Resources

    Chicago, IL
    4 days ago
  • $135k

     ...About the Company A commercial general contractor is seeking an experienced PM to lead ground-up mixed-use, apartment and hotel projects...  ...through completion and handover. Coordinate subcontractors, trades, deliveries and inspections. Manage construction schedules,... 
    For contractors
    Full time
    Temporary work
    For subcontractor
    Immediate start

    Centurion Selection

    Chicago, IL
    2 hours ago
  •  ...in Chicago’s West Loop that has been in business for 85+ years . They’re looking to add...  ...field and wants to join an established contractor that offers project variety, flexibility...  ...Project Managers, owners, architects, and trade partners Keep projects on schedule... 
    For contractors
    Full time
    For subcontractor

    Green Key Resources

    Chicago, IL
    4 days ago
  •  ...a Hispanic‑certified, minority‑owned electrical and technology contractor with operations in Chicago and Washington, DC. Founded in 2000,...  ...plans. Develop manpower schedules based on site readiness and trade coordination. Oversee material procurement and long‑lead... 
    For contractors
    For subcontractor

    CLA (CliftonLarsonAllen)

    Chicago, IL
    4 days ago
  •  ...years of construction experience required; working for a general contractor on large-scale construction projects is highly preferred...  ...finish Skilled at developing and negotiating relationships with trade contractors Strong work ethic, leadership, and the ability to... 
    For contractors
    Contract work
    Work experience placement
    For subcontractor

    Keeley Construction, Inc.

    Chicago, IL
    2 days ago
  • $85k - $130k

     ...as one of Chicagoland's premier general contractors, our foundation has been shaped by bold...  ...required by scheduleAward projects and manage trade contracts to qualified contractors using...  ...and attending appropriate social and business eventsDevelop and maintain good working... 
    For contractors
    Contract work
    For subcontractor
    Local area

    Executive Construction

    Chicago, IL
    5 days ago
  •  ...Project Manager – Chicago A well-established general contractor in Chicago is looking to add an experienced Project Manager to their...  ...wants to take ownership of projects, work closely with clients and trade partners, and grow within an established organization. The... 
    For contractors
    Full time
    For subcontractor

    Engtal

    Chicago, IL
    3 days ago
  •  ...support and assistance to third parties for sub‑contracted activities Act as external liaison for customers’ general contractors, subcontractors, and trades people as needed during implementation and support phases Provide customer and peer training Deliver final... 
    For contractors
    Contract work
    For subcontractor
    Local area

    Rang Technologies Inc

    Chicago, IL
    1 day ago
  •  ...Our client is an established Chicago-area commercial general contractor specializing in construction management, design-build, and general...  ...on plumbing, mechanical, electrical, and fire protection trades. Oversee installation of plumbing risers, vertical rough-ins... 
    For contractors
    For subcontractor

    Navigate Search

    Chicago, IL
    1 day ago
  • Management & Leadership Instructor (AI Training) About the Role We're looking for experienced management and leadership educators to help shape the next generation of AI. Your expertise in organizational behavior, team dynamics, and decision-making will directly...
    Hourly pay
    Ongoing contract
    Contract work
    Freelance
    Remote work
    Flexible hours

    Alignerr

    Chicago, IL
    4 days ago
  •  ...Description Builders Concrete Services LLC is a structural concrete contractor serving commercial and industrial projects in the Hillside, IL...  ...collaborate closely with general contractors, owners, and trade partners to complete projects safely, on time, and within budget... 
    For contractors
    Full time
    For subcontractor

    Builders Concrete Services LLC

    Hillside, IL
    1 day ago
  •  ...flow between architects, engineers, subcontractors, and other trade partners. Prepare project updates for developers and ownership...  ...supporting construction projects, preferably with a general contractor, in a Project Engineer, Assistant Project Manager, or similar role... 
    For contractors
    Full time
    For subcontractor
    Local area

    Softcom Systems Inc

    Chicago, IL
    6 days ago
  • $110k - $160k

     ...Solutions, Inc. (DSI) is full service an Illinois based General Contractor founded in 1992. The Company has developed into a top provider...  ...exceeds customer expectations. The Field Superintendent manages all trades and daily activities related to the project. The Superintendent... 
    For contractors
    Full time
    Contract work
    For subcontractor
    Work at office
    Local area
    Monday to Friday
    Shift work

    Development Solutions, Inc.

    Chicago, IL
    4 days ago
  • $125k - $170k

     ...Chicagoland's premier general contractors, our foundation has been...  ...may be asked to train/mentor/coach Assistant Project Managers (APMs...  ...with bidder and document on trade specific scope sheet to identify...  ...appropriate social and business eventsWhat You'll Gain with Executive... 
    For contractors
    Contract work
    For subcontractor
    Local area

    Executive Construction

    Chicago, IL
    4 days ago
  •  ..., Michigan, New Jersey, New Mexico, Pennsylvania, Texas, Utah, Washington DC, and Wisconsin. Thanks to our clients, parents, and contractors, we now work with teachers and therapists in over 5,000 schools and 700 school districts across the country! Today, Kaleidoscope... 
    For contractors
    Contract work
    Self employment
    Work at office
    Flexible hours

    Kaleidoscope Education Solutions

    Berwyn, IL
    5 days ago
  •  ...site manager to verify compliance of subcontractors and client contractors with contract documents, safety & health requirements, quality...  ...respective Department Managers.Manage community and building trades relationships as necessaryLead the development and implementation... 
    For contractors
    Contract work
    For subcontractor

    Burns & McDonnell

    Chicago, IL
    1 day ago
  •  ...Superintendent CoreBuilt Contracting, Inc. is a growing general contractor based in Evanston, Illinois. We build and renovate commercial...  ...role is for someone who can take control of the site, keep trades moving, solve problems in real time, and make sure the job gets... 
    For contractors
    For subcontractor

    CoreBuilt Contracting, Inc.

    Chicago, IL
    3 days ago
  •  ...projects in Monday.comReview subcontractor bids and assist with contractor negotiationsHelp with bulk pricing, scope comparisons, and...  ...coordinationMaintain and grow a database of subcontractors and trade partnersPrepare documentation for handoff to Project ManagersAssist... 
    For contractors
    For subcontractor
    Work at office
    2 days per week

    Nenni and Associates

    Chicago, IL
    5 days ago
  • $40 per hour

     ...normal school day. CLIENT'S HOURLY RATE * $40+/hr. depending on experience, education, availability, and skills of independent contractor. SUMMARY OF CLIENT'S DESCRIPTION OF THIS OPPORTUNITY * Provide safe 1:1 skilled care adhering to nursing standards.... 
    For contractors
    Hourly pay
    Contract work
    Self employment
    Work at office

    Delta-T Group

    Chicago, IL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Trades Business Coach — Contractor. Be the first to apply!