Head of Sales, Dispatch – AI-Driven GTM Leader

Webhosting; United States; Hybrid; USD 180,000 - 250,000; Full time

Benefits offered by this job

Remote-friendly

Job summary

Upsun is seeking a Director, Sales for Dispatch to lead the go-to-market and scale a new AI-assisted development platform. You will personally drive the sales cycle in year one while building and coaching a four-person team to accelerate growth across strategic accounts.

Reporting to the CRO, you will own forecasting, pipeline management, and cross-functional collaboration with Product, Engineering, Marketing, and Customer Success to deliver a seamless buyer experience while coordinating

Qualifications

• 10+ years of technology sales experience in B2B environments.
• Experience taking new products to market (0-to-1) is highly desirable.
• Proven ability to hire, coach, and develop sales talent.
• Strong value-selling and stakeholder management skills.
• Proficiency using CRM systems, especially Salesforce.

Responsibilities

• Lead and scale a 4-person Dispatch sales team while remaining hands-on in deals, prospecting, and demos in year one.
• Own full go-to-market for Upsun Dispatch, from prospecting to contract signing and account expansion.
• Forecast pipeline accurately and drive revenue growth across targets.
• Collaborate with Product, Engineering, Marketing and Customer Success to optimize the buyer journey.
• Travel 25-30% as needed to engage key decision-makers.

Skills

Technology sales

Team leadership

Pipeline generation

Forecasting

CRM (Salesforce)

Go-to-market

Travel readiness

Communication

Tools

Salesforce

Job description

Upsun is seeking a Director, Sales for Dispatch to lead the go-to-market and scale a new AI-assisted development platform. You will personally drive the sales cycle in year one while building and coaching a four-person team to accelerate growth across strategic accounts.

Reporting to the CRO, you will own forecasting, pipeline management, and cross-functional collaboration with Product, Engineering, Marketing, and Customer Success to deliver a seamless buyer experience while coordinating