Cinch I.T. Operating Partner – Sales & Growth | Path to Ownership Waukesha, WI · Full time Company website

Apply for Operating Partner – Sales & Growth | Path to Ownership

Cinch I.T.’s purpose is to eliminate IT headaches for small and mid-sized businesses by providing fast, reliable, and security-first managed IT services that just work. We partner with both growing companies and established organizations that want a more responsive, dependable IT experience. Our team moves quickly, communicates directly, and takes ownership of outcomes.

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 candidate to acquire the remaining ownership interest.

This Opportunity May Be Right for You If...

You're good at what you do, but you've started thinking beyond your next promotion.

You want more responsibility.

You want to understand how the entire business works—not just your piece of it.

And at some point you've thought:

“Why am I spending my career building someone else's company when I could be building something I own?”

Maybe you've considered starting a business but don't want to begin with zero customers, zero infrastructure, zero systems, and zero support.

This is an opportunity to step into an established business, prove what you can do, and earn your way toward ownership.

This Probably Isn't Right for You If...

• You need a traditional market-rate salary from day one
• You want leads handed to you
• You are looking for a narrowly defined sales role
• You don't want responsibility beyond your individual production
• You are uncomfortable with compensation being closely tied to results
• You like the idea of business ownership but are not comfortable accepting some of the risk that comes with it

There is real risk in this opportunity.

You may discover that managed IT isn't the right industry for you.

You may discover that running a business isn't what you want.

But for the right person, there is also an opportunity that most traditional sales positions simply cannot offer: the chance to earn your way into owning the business you help build.

About Cinch I.T.

Cinch I.T. provides managed IT, cybersecurity, technology strategy, and support services to small and midsize businesses throughout Southeastern Wisconsin.

We focus on delivering responsive, relationship-driven IT services with cybersecurity built into everything we do.

We are building a business designed to last—and we're looking for the person who may eventually lead it.

Interested?

If you're looking for another sales job, there are plenty of good ones available.

If you're looking for the opportunity to build, lead, and ultimately own something, we'd like to hear from you.