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Tobin Solutions Inc · 3 days ago

IT Outside Sales Representative

Milwaukee, WI

Full-time

Hybrid

Entry, Mid Level

2+ years exp

Tobin Solutions Inc is seeking an IT Outside Sales Representative to generate new business through relationship-building and consultative conversations. This role involves actively participating in networking events and collaborating closely with the engineering team to align client needs with technical solutions.

Information ServicesInformation Technology

Hiring Manager

Amanda Young

Responsibilities

Identify, cultivate, and qualify new business opportunities in the Milwaukee metro area

Attend and actively participate in networking events (MMAC, local chambers, industry meetups, referral groups)

Represent Tobin Solutions confidently and professionally as a trusted technical advisor

Conduct discovery meetings to understand client goals, challenges, and budgets

Use a consultative, non-pushy approach centered on problem-solving, not pressure

Translate client needs into clear, accurate proposals that align with engineering capacity and best practices

Collaborate directly with the Service Manager and engineering SMEs to validate scope, timelines, and security standards

Ensure all proposals reflect Tobin’s systemized approach and CBOR commitments (clarity, responsiveness, no surprises)

Maintain a healthy pipeline of qualified prospects through relationship-building and consistent follow-up

Document all interactions, notes, and next steps in ConnectWise accurately and promptly

Provide warm handoffs to the engineering and service teams after a sale is closed

Continue light-touch relationship maintenance after onboarding to ensure long-term satisfaction and future opportunities

Follow Tobin’s documentation standards — if it isn’t documented, it didn’t happen

Work closely with the Service Manager, Project Management, and engineering team to ensure a smooth delivery experience

Participate in internal meetings to align offerings, refine service bundles, and ensure our proposals match operational reality

Contribute ideas that improve the consistency, clarity, and repeatability of the sales-to-service handoff

Attend community events as a visible, friendly representative of Tobin Solutions

Communicate Tobin’s values, quality standards, and CBOR commitments with confidence

Build genuine rapport that leads to trust, referrals, and future growth

Maintain a professional image and uphold Tobin’s culture of courtesy and responsiveness

Qualification

MSP sales experienceIT engineering experienceIT fundamentals understandingConnectWise proficiencyITIL familiarityCommunicationRelationship buildingOrganizational skills