Sales Manager

Access One Inc.; Chicago (IL); On-site; USD 120,000 - 130,000; Full time

Benefits offered by this job

PTO (Paid Time Off)

Health benefits

Flexible work environment

Professional development

Job summary

Access One is seeking an experienced Sales Manager to lead our direct/outside sales team within a fast-paced MSP and telecom environment in Chicago. This role blends field coaching with hands-on involvement in prospect meetings, demos, and pipeline management to drive recurring revenue and large deals.

You will mentor reps, oversee Salesforce data integrity, forecast performance, and collaborate with technical, operations, and marketing teams on go-to-market strategies.

Qualifications

• 5+ years in direct/outside B2B sales with at least 2 years in a sales management role.
• Experience selling within an MSP/IT services environment is required.
• Proven ability to lead teams to exceed quota in a recurring revenue or services-based model.
• Hands-on leadership style including joining calls, meetings, and fieldwork with reps.
• Strong ability to run and interpret Salesforce reports, dashboards, and pipelines; knowledge of MSP offerings.

Responsibilities

• Lead, mentor, and develop a team of outside sales representatives focused on selling Managed IT, Cybersecurity, UCaaS and Internet services.
• Participate directly in prospect meetings, discovery calls, demos, and field appointments to coach and support.
• Coach the team on prospecting, solution positioning, and long-term account development.
• Conduct field coaching, ride-alongs, and performance reviews to improve execution.
• Ensure Salesforce data integrity, actively managing pipeline, forecasting, and reporting.

Skills

B2B sales

Sales management

Salesforce

CRM & forecasting

Field coaching

Tools

Salesforce

Job description

We are seeking an experienced, hands-on Sales Manager to lead our direct/outside sales organization within a fast-paced Managed Service Provider (MSP) and Telecom environment. This is not a desk-only leadership role - the Sales Manager will actively join sales calls, client meetings, and field appointments to coach sales representatives in real time and model high-impact sales execution. The ideal candidate understands the MSP sales cycle, excels at building recurring-revenue pipelines, and is a Salesforce power user who enforces CRM discipline and data accuracy. A technical background or prior experience in solution-based IT or telecom sales is a significant plus, especially for candidates familiar with connectivity, voice, and unified communications solutions.

Key Responsibilities

• Lead, mentor, and develop a team of outside sales representatives focused on selling Managed IT, Cybersecurity, UCaaS and Internet services.
• Participate directly in prospect meetings, discovery calls, demos, and field appointments with sales reps to provide coaching and support.
• Coach the team on prospecting, solution positioning, and long-term account development.
• Conduct regular field coaching, ride-alongs, and performance reviews to strengthen sales execution.
• Ensure Salesforce data integrity across the team, actively managing pipeline, forecasting, and reporting.
• Analyze Salesforce dashboards and KPIs to identify trends, gaps, and opportunities for improved performance.
• Collaborate with Technical, Operations, and Marketing teams to align on solution packaging, pricing, and go-to-market strategies.
• Onboard and train new sales team members with a focus on successful pipeline building.
• Provide leadership and oversight to ensure a results-driven culture of accountability and transparency.

Required Qualifications

• 5+ years of experience in direct/outside B2B sales, with a minimum of 2 years in sales management role.
• Prior experience selling within an MSP or IT services environment is required.
• Demonstrated success leading teams to exceed quota in a recurring revenue or services-based model.
• Hands-on leadership style - must be comfortable joining calls, attending meetings, and working in the field with reps.
• Working knowledge of Salesforce and the ability to run and interpret reports, dashboards and manage pipelines. Strong understanding of MSP offerings such as managed IT, cybersecurity, cloud services, and IT consulting.
• Excellent communication, coaching, and motivational leadership skills.
• Data-driven mindset with the ability to translate metrics into actionable strategies.
• High level of accountability, organization, and follow-through.
• This position will report directly to the EVP of the organization.

Preferred Qualifications

• Telecom industry experience is a major plus, especially with connectivity, UCaaS/VoIP, SD-WAN, or carrier services.
• Experience scaling sales teams in a high-growth MSP or technology services company.
• Salesforce admin or advanced user certifications.
• Familiarity with MSP tools and ecosystems (PSA, RMM, cybersecurity stacks).
• Experience implementing or optimizing sales processes and CRM workflows.

Access One is a business technology services and communications provider, dedicated to world-class technologies and an award-winning client experience. Founded in 1993, Access One strives to provide businesses with seamless technology services that scale and evolve along with their business. Our custom-tailored solutions can be delivered modularly, or as a complete, end-to-end service; providing an unrivaled level of accountability for our clients’ communications, managed IT and cloud-based services. Access One’s services give businesses back their time and increase their productivity. Our clients’ success is our success.

Why a Career at Access One

• An opportunity to grow your career and expand your knowledge
• Professional development and growth through continual learning
• Recognition of all your accomplishments, large and small
• A chance to relax and enjoy your co-workers at Company events
• Access to health programs such as gym membership incentives
• Comprehensive benefits including insurance, PTO (Paid Time Off) and financial planning
• Volunteer and donation opportunities to help improve our community

Salary & Benefits

• Base Salary Range: $120,000 - $130,000 DOE
• OTE: $180,000-$200,000
• Excellent written and verbal communication skills
• PTO
• Flexible work environment

Access One provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.