B2B Sales Representative

About WheelHouse IT

Ranked #51 globally among Managed IT Service Providers, WheelHouse IT is a national leader headquartered in South Florida. We are SOC 2 Type I certified and deliver secure, scalable IT solutions to businesses that demand reliability, responsiveness, and results. Our growth is fueled by building trust, not just pipelines.

Now, we're growing our business development team in Fort Lauderdale with an in-person, boots-on-the-ground rep focused on cultivating real-world relationships.

What You'll Do

You won't be stuck behind a dialer or tasked with cold call quotas. Instead, you'll:

• Be the face of WheelHouse IT at networking events, community meetups, and client-facing engagements
• Identify and build relationships with key decision-makers across target industries, especially in healthcare, legal, finance, and professional services
• Visit prospect sites, referral partners, and industry events regularly to expand local reach
• Support marketing campaigns by ensuring outbound efforts (mailers, events, webinars) are followed up with a personal connection
• Work closely with marketing and leadership to refine messaging, targeting, and outreach strategy
• Capture and maintain detailed notes in HubSpot CRM

We're Looking for Someone Who Is:

• Naturally charismatic, confident, and comfortable introducing themselves in any room
• Local to South Florida (our HQ is in Fort Lauderdale) and familiar with the business landscape (or willing to quickly become so)
• A connector at heart - you build and maintain meaningful relationships
• Self-driven and accountable with excellent follow-through
• Comfortable navigating business conversations with C-level and VP-level contacts

Preferred Experience:

• 1–3 years in B2B sales, partnerships, or business development (bonus points if it's in IT or professional services)
• Strong understanding of prospecting strategies and CRM tools (HubSpot preferred)
• Familiarity with LinkedIn Sales Navigator, Eventbrite, and calendar scheduling tools
• Background in attending, organizing, or selling through local events

Why WheelHouse IT?

• Competitive base salary ($50K–$65K based on experience)
• Bonus structure for booked and closed deals
• Full benefits: Medical, Dental, Vision, 401(k) with match, life insurance
• PTO + paid holidays
• SOC 2 certified organization with a proven security and compliance track record
• A strong internal team to back you up with delivery, service, and tech leadership
• In-office culture with strong values: ownership, collaboration, and care

You’ll Succeed Here If:

• You like shaking hands more than sending cold emails
• You can walk into a chamber breakfast or industry panel and walk out with 3 new warm leads
• You believe the best relationships are built on trust, not transactions