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Operating Partner – Sales & Growth | Path to Ownership

Job in Pewaukee, Waukesha County, Wisconsin, 53072, USA
Listing for: Cinch I.T.
Full Time position
Listed on 2026-08-17
Job specializations:
  • Sales
    Business Development, B2B Sales
Salary/Wage Range or Industry Benchmark: 20000 - 40000 USD Yearly USD 20000.00 40000.00 YEAR
Job Description & How to Apply Below

About the Opportunity

Cinch I.T. is looking for an entrepreneurial sales leader who wants the opportunity to eventually own and operate a business
.

This role will initially focus on sales, business development, and account management. As you demonstrate results, you will take on increasing responsibility for the operations, leadership, and growth of the company.

The long-term goal is for the right person to earn ownership in Cinch I.T. and progressively take over leadership of the business within 1-2 years
, whether that ultimately means shared ownership or a path toward acquiring the company.

This is not a traditional sales position. It is an opportunity for someone who wants to build something they can eventually call their own.

What You'll Do

Your initial responsibility will be to help grow the business.

You will:

  • Develop new business throughout southeastern Wisconsin
  • Build and manage a qualified sales pipeline
  • Prospect through networking, referrals, partnerships, outbound activity, and community involvement
  • Meet with business owners and executives to understand their technology and cybersecurity needs
  • Manage opportunities from initial conversation through close
  • Develop and maintain strong relationships with existing clients
  • Learn Cinch I.T.'s managed IT, cybersecurity, and technology services
  • Gradually assume additional responsibility for account management, operations, employees, strategy, and overall business performance

The objective is not for you to remain solely in sales. The objective is to determine whether you can eventually run the company
.

Who We're Looking For

The ideal candidate:

  • Has demonstrated B2B sales experience
  • Can prospect, build relationships, develop a pipeline, and close business
  • Is capable of managing and growing existing client relationships
  • Wants to learn how to run a business—or already has experience doing so
  • Has an entrepreneurial mindset and wants responsibility beyond a traditional sales role
  • Is comfortable being measured on results
  • Has experience or a strong interest in technology, cybersecurity, managed IT, or professional services
  • Ultimately wants the opportunity to own and operate a business

Experience in the MSP industry is strongly preferred
, but not required.

Candidates with experience selling or managing accounts in other recurring or service-based industries may also be a strong fit, including cybersecurity, IT consulting, SaaS, telecom, managed print, staffing, payroll/PEO, consulting, or other professional services.

We are willing to teach the right person the technology and the MSP business. What we cannot easily teach is drive, relationship-building ability, business judgment, accountability, and the desire to build something.

Compensation & Benefits

For the first six months
, base compensation will be $20,000-$40,000 annualized
, depending on experience.

In addition, the position includes:

  • 5% recurring commission on new business personally closed
  • Health, dental, and vision insurance
  • Vehicle stipend
  • Paid time off and paid holidays
  • Flexible/hybrid work environment
  • Company-provided technology and equipment

Candidates who achieve the defined performance expectations during the initial six-month period will be eligible for a significant increase in base compensation and expanded responsibility within the business.

Path to Ownership

This position is intentionally structured differently from a traditional sales role.

The initial guaranteed compensation is lower because we are looking for someone who values the opportunity to build long-term ownership rather than simply maximize short-term salary.

Performance expectations will be clearly defined from the beginning.

Candidates who demonstrate the ability to generate revenue, manage client relationships, and take on increasing responsibility for the business will move on to a formal path toward equity and ownership in Cinch I.T.

At the 12-month mark
, continued achievement of agreed-upon milestones will result in an ownership interest in the business.

From there, the goal is to progressively transition leadership of Cinch I.T. over the following 1-2 years
.

The eventual structure could include continued shared ownership or a path for the successful…

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