SALES EXECUTIVE

Hilltop Group Holdings LLC; Missouri; On-site; USD 70,000 - 80,000; Full time

Benefits offered by this job

401K

Health Insurance

Paid Time Off

Job summary

Hilltop Group Holdings LLC in St. Louis, MO, is seeking a Sales Executive to grow our managed IT services and cybersecurity practice.

You will engage business owners and executives, managing opportunities from discovery through close, and collaborate with our technical teams to deliver value-driven solutions. The role emphasizes relationship-building over transactional sales, with a track record of selling recurring services and driving long-term partnerships.

Qualifications

• 4–8 years of B2B sales experience in MSP/IT services
• Experience selling recurring services or long-term contracts
• Ability to sell to non-technical executives and translate tech concepts to business value
• Strong discovery skills and consultative, relationship-first approach

Responsibilities

• Prospect, qualify, and close new managed IT services and cybersecurity opportunities
• Own the full sales cycle: discovery, needs analysis, solution positioning, proposal development, and close
• Conduct executive-level conversations with owners and IT leaders
• Close new managed IT services, cybersecurity, and AI opportunities
• Collaborate with internal technical teams to design right-suited solutions
• Maintain a healthy sales pipeline through outbound activity, referrals, and networking
• Accurately forecast opportunities and maintain CRM hygiene

Skills

B2B sales

Managed IT Services

CRM experience

Non-technical stakeholders

Education

Bachelor's Degree

Tools

CRM software

Job description

Job Description

Location: St. Louis, MO (Hybrid)
Experience Level: Mid-level (4–8 years)
Employment Type: Full-Time
Compensation: $70-80k with uncapped commissions

About Us

We are a growing technology solutions firm focused on expanding our managed IT services and cybersecurity footprint serving lower and middle-market organizations across the country. Our clients rely on us to not just “keep the lights on,” but to act as a strategic technology and security partner – protecting and helping them make smarter decisions as their companies evolve and grow.

We believe in long-term thinking, strong relationships, and doing the right thing for clients – even when it’s not the easiest path.

The Role

We are seeking a Sales Executive to help grow our managed services and cybersecurity practice. This role is ideal for a self-motivated, consultative seller who understands IT services, can effectively use AI, enjoys building trusted relationships, and can confidently engage with business owners, executives, and technical stakeholders.

You will be responsible for finding new customers, managing opportunities through the full sales cycle, and working closely with our technical teams to deliver thoughtful, well-scoped solutions.

This is not a transactional sales role – it’s about quality conversations, credibility, and long-term partnerships.

Key Responsibilities

• Prospect, qualify, and close new managed IT services and cybersecurity opportunities
• Own the full sales cycle: discovery, needs analysis, solution positioning, proposal development, and close
• Conduct executive-level conversations with business owners, CFOs, COOs, and IT leaders
• Close new managed IT services, cybersecurity, and AI opportunities
• Collaborate with internal technical teams to design right-suited solutions
• Build and maintain a healthy sales pipeline through outbound activity, referrals, and networking
• Accurately forecast opportunities and maintain CRM hygiene
• Stay current on trends in IT, cybersecurity, cloud, and compliance relevant to SMB and mid-market clients
• Represent the company with professionalism at industry events and prospect meetings

Ideal Candidate Profile

• 4–8 years of B2B sales experience in Managed IT Services (MSP) or at a company in the areas below:
  • Value-Added Reseller (VAR)
  • Cybersecurity, cloud, or IT services
• Experience selling recurring services or long-term contracts preferred
• Comfortable selling to non-technical executives and translating technical concepts into business value
• Strong discovery skills and a consultative, relationship-first sales approach
• Self-motivated, organized, and accountable
• Experience using a CRM and managing a pipeline
• Based in or willing to work regularly in the St. Louis area
• Education: Bachelor’s Degree

What Success Looks Like

• Building trust quickly with prospects and clients
• Consistently generating and advancing qualified opportunities
• Closing business that is a good fit for both the client and the company
• Becoming a trusted voice internally and externally on our services and value proposition
  

Why Join Us

• Motivated, growing company with a strong reputation and incredible client base
• Opportunity to sell high-value, mission-critical services
• Direct access to leadership and technical expertise
• Emphasis on ethics, transparency, and long-term relationships
• Room to grow professionally as the company expands
  

Compensation Range:

• $70,000-80,000 annual base salary with uncapped commission
• Annual OTE once fully ramped up ~ $140,000+

Benefits:

• 401K
• Health Insurance
• Paid Time Off

Schedule:
Monday to Friday - hybrid remote