Outside Sales Executive – Managed IT Services

About the job

This is a full-cycle, executive-facing sales role focused on winning new business for a profitable, established Managed Services Provider (MSP). You’ll sell fully managed IT services to organizations that rely on technology to run their operations — leading business-first conversations with CEOs, owners, and IT leaders, and building a clear case for predictable IT spend, reduced risk, and improved performance. If you’re someone with experience in this space who can ask tough questions, lead with insight, and close based on value (not price), you’ll do well here.

Full-cycle, executive-facing outside sales role winning new business for a profitable, established MSP in Albany, NY. ~30% local travel. OTE $125K+ Year 1 / $165K+ Year 2. $110K base + uncapped commission.

About the company

A profitable, established Managed Services Provider (MSP) with long-term client relationships, serving organizations with 25–300 employees across the Albany, NY area. Known for high-quality technical support and strategic IT advisory.

Location and employment

Hybrid · Albany, NY (Hybrid) · Full-time

Compensation and work policy

Base salary: $110,000–$110,000/year

OTE: $125,000–$125,000/year

• $110,000 base salary + uncapped commission
• OTE: $125K+ Year 1 / $165K+ Year 2
• Mileage/travel reimbursement
• Company-paid cell phone
• Ongoing sales training + annual training budget

Key responsibilities

• Own the full sales cycle: discovery → solution alignment → proposal → close
• Sell managed IT services to organizations with ~25–300 employees
• Lead executive-level discovery with business leaders and IT stakeholders
• Build a strong business case around risk reduction, uptime, and operational efficiency
• Compete against break/fix providers through consultative, value-based selling
• Maintain disciplined pipeline management, follow-up, and forecasting in HubSpot
• Generate pipeline through a mix of inbound, networking, referrals, and outbound efforts
• Collaborate with internal technical resources while owning outcomes end-to-end

Requirements and qualifications

• 3–7+ years of B2B sales experience selling to C-suite/owners
• Proven track record of meeting or exceeding quota (you know your numbers)
• Strong discovery skills — you can lead business conversations, not just pitch
• Confident communicator who can create healthy tension when needed
• Highly disciplined with follow-up, pipeline management, and CRM usage
• Comfortable with local travel (~30%)
• Experience with consultative methodologies (Sandler a plus)

Why join

• Established, profitable business with long-term client relationships
• Executive-level selling with real business impact
• Uncapped commission with strong Year 2 earning potential ($165K+ OTE)
• Local territory — own your backyard within 100 miles of Albany
• Ongoing sales training + annual training budget
• Work with a team that invests in your long-term development

Interview process

• Initial phone screen with AlwaysHired
• In-person chronological interview
• Practical role-play + 30/60/90 plan
• Reference checks & Offer
• Start Date: April 2026

Additional information

• What Success Looks Like (First 12 Months): ~5 new logos, ~$6,500 average MRR (~$325K ARR total)
• Weekly activity targets: 2–3 meetings/week, 50 strategic outbound touches, 1 networking event/week, 1+ referral per week
• Ideal customers: Organizations with 25–300 employees who value predictable IT spend, outsourced support, and structured IT strategy
• Typical buyers: CEO / Owner / Executive leadership, IT Managers / Network Administrators