Technical Sales Representative (MSP Sales Required)
Bowman Williams, Chicago, IL, United States
Chicago, IL (60607 Hybrid after ramp)
Join a boutique, white-glove MSP with 25+ years in the Chicago market, known for high-touch service and long-term client relationships. This is a
high-impact, revenue-driving role
with urgency—ideal for a consultative MSP seller who can build pipeline and close new business quickly.
You’ll work directly with ownership and marketing to drive new MRR, run discovery, and translate IT solutions into business value.
What You’ll Do
Own full sales cycle: prospecting, discovery, qualification, and closing
Run consultative conversations around managed services, security, and cloud
Partner with marketing on targeted outreach and pipeline generation
Manage pipeline and activity in HubSpot (notes, follow-ups, deal stages)
Drive new MRR (“seats”), projects, and long-term client relationships
Bring in technical leadership only when needed for deeper validation
Must-Haves
3+ years MSP sales experience (required)
Ability to confidently sell managed services without engineering support
Strong discovery, qualification, and follow-up discipline
CRM-driven (HubSpot preferred) and process-oriented
What Makes You a Great Fit
Consultative, relationship-first sales approach
Ability to translate technical concepts into business outcomes (risk, uptime, efficiency)
Highly organized and comfortable managing longer sales cycles
Thrives in a small, high-accountability environment
Compensation
% of MRR (monthly or first quarter) + project incentives
#J-18808-Ljbffr
Join a boutique, white-glove MSP with 25+ years in the Chicago market, known for high-touch service and long-term client relationships. This is a
high-impact, revenue-driving role
with urgency—ideal for a consultative MSP seller who can build pipeline and close new business quickly.
You’ll work directly with ownership and marketing to drive new MRR, run discovery, and translate IT solutions into business value.
What You’ll Do
Own full sales cycle: prospecting, discovery, qualification, and closing
Run consultative conversations around managed services, security, and cloud
Partner with marketing on targeted outreach and pipeline generation
Manage pipeline and activity in HubSpot (notes, follow-ups, deal stages)
Drive new MRR (“seats”), projects, and long-term client relationships
Bring in technical leadership only when needed for deeper validation
Must-Haves
3+ years MSP sales experience (required)
Ability to confidently sell managed services without engineering support
Strong discovery, qualification, and follow-up discipline
CRM-driven (HubSpot preferred) and process-oriented
What Makes You a Great Fit
Consultative, relationship-first sales approach
Ability to translate technical concepts into business outcomes (risk, uptime, efficiency)
Highly organized and comfortable managing longer sales cycles
Thrives in a small, high-accountability environment
Compensation
% of MRR (monthly or first quarter) + project incentives
#J-18808-Ljbffr