[Hiring] Account Executive - Managed Services Sales @Redwood Software

Role Description

We are seeking a highly driven Account Executive with a strong hunter mentality to accelerate the growth of our Managed Services business. This individual will be responsible for identifying, prospecting, and closing new business opportunities, while positioning our Managed IT, Cloud, Cybersecurity, and Support offerings as strategic solutions for mid-market and enterprise customers.

If you thrive in a competitive environment, excel in building relationships from the ground up, and are motivated by uncapped earnings potential, we want to meet you.

Key Responsibilities

• Proactively identify and engage new prospective clients through cold outreach, networking, referrals, events, and targeted campaigns.
• Leverage your existing rolodex of CXO and IT executive relationships to create pipeline.
• Manage the full sales cycle from lead generation to close, including qualification, solution positioning, negotiation, and final contract execution.
• Represent Red River at industry events, partner conferences, and executive briefings.
• Develop and maintain a strong pipeline of Managed Services opportunities in CRM.
• Collaborate with Sales Engineering and Service Delivery teams to design tailored Managed Services solutions.
• Present and explain complex service offerings in a clear, value-driven way to executive level stakeholders (CIOs, CTOs, CFOs, and IT Directors).
• Partner with Marketing to refine messaging and contribute feedback that strengthens go-to-market strategies.
• Maintain accurate forecasting and reporting of sales activities.

Qualifications

• High energy, self-motivated, and relentless in pursuit of new opportunities.
• 5–10 years of experience in B2B technology sales, preferably selling Managed Services.
• Demonstrated success in a hunter role with a track record of exceeding quotas.
• Competitive, goal-oriented mindset with strong business acumen.
• Ability to work independently while collaborating effectively across teams.
• Excellent communication, presentation, and relationship-building skills.
• Ability to manage complex sales cycles with multiple stakeholders.

Requirements

• U.S. Citizenship Required.

Benefits

• Competitive salary.
• Excellent benefits.
• Exceptional work environment.