Sales Executive – New Business Development
Are you the type of salesperson who creates momentum instead of waiting for it?
Do you enjoy opening doors, having real conversations with business leaders, and moving opportunities forward quickly?
Many strong salespeople get stuck in organizations where process slows them down, approvals delay decisions, and pipeline growth stalls. If you perform best when you have the freedom to act, adapt, and push opportunities forward, this role was built for you.
LeadingIT is looking for a high-output sales professional responsible for creating and closing new business opportunities. This is not a passive account management role. Your focus will be developing new relationships, identifying business challenges, and converting opportunities into clients.
What You Will Do
- Create New Opportunities
- Drive the Sales Process
- Move Deals Forward
- Build Strategic Relationships
- What Makes Someone Successful in This Role
You likely thrive here if you:
- Take initiative to start conversations and pursue opportunities
- Are comfortable making decisions without perfect information
- Maintain momentum even when facing rejection
- Prefer action and interaction over heavy internal process
- Enjoy solving business problems through conversation
This role rewards people who move quickly, adapt, and create opportunities.
More about us:
At LeadingIT, our people and our culture are at the heart of everything we do. We are a growing, security-focused MSP that runs on the Entrepreneurial Operating System (EOS). This means clarity, accountability, and alignment are not buzzwords here. They are how we operate every single day. We want everyone on our team to live their EOS life, which means having the ability to do what you love, with people you love, while making a huge difference, being compensated appropriately, with time for other passions.
Our core values are not posters on the wall. They are who we are.
Accountable. Staying Positive. Chase Excellence. Driven. Humbly Confident.
If these values describe how you show up in your work and with your clients, you will fit right in here.
Our all-inclusive total compensation and benefits package for this role includes:
- Salary is based on your experience, drive and the value you can bring our company; and is in the range of $60,000 per year, with OTE of $160,000-$195,000 annually.
- We provide 100% company paid health, dental, life, and vision benefits – value of $5,500 to $19,000/year
- We match 5% of your contributions to Guideline 401k – value of 5% of salary.
- Open Door PTO policy
- Company provided gear as well as company clothing.
Our hiring process:
- Submit your application
- If we like what we see, we will reach out to schedule a video interview
Additional Perks:
We’re building a company where success is shared. LeadingIT has committed to distributing $5 million in profit back to our team over the next 10 years—on top of fully paid benefits, unlimited PTO, and a people-first culture. We are building something that changes lives.
For a more in depth look at our jobs/benefits/hiring timeline check out www.goleadingit.com/careers
Skills Required
- Proven new business development and closing experience in B2B sales
- Ability to proactively start conversations and build strategic relationships
- Comfortable making decisions without perfect information and moving deals forward
- Resilience to rejection and ability to maintain momentum
- Self-starter who prefers action over heavy internal process
- Strong communication and problem-solving skills for consultative selling
What We Do
We cybersecure your organization. LeadingIT provides fast+friendly cybersecurity and technology (unlimited) support for nonprofits, manufacturers, schools, accounting firms, religious organizations, government, and law offices with 10-200 employees across the Chicagoland area.
Why Work With Us
Own your career with a team that owns every challenge. We're a 15-year Chicago MSP recognized as Inc. 5000 & MSP 501, with 98% customer satisfaction. Join 35+ problem-solvers making real local impact. You'll get mentorship, development support, EOS structure, promotion from within, and a crew that has your back.
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