CareerPlan

Director Of AI Sales

Miami OfficeFull-time2026-05-19 → 2026-11-11
On-site

Core

Own the cross-sell engine across the Simpro Group customer base by building, running, and scaling a team of Solution Specialists to drive high-volume outbound and inbound revenue.

Role type

Director of Sales (SaaS/Enterprise)

Builds

Cross-sell revenue and a scalable sales motion for the Simpro Group portfolio

Domain

SaaS / Construction Management Software

Required skills

Team leadership, quota management, sales motion design, hiring and talent development, pipeline management, forecasting, cross-functional partnership, product fluency, coaching

Preferred skills

Experience with high-velocity inbound/outbound teams, building sales frameworks from scratch, technical aptitude for demos

Technologies

CRM, sales enablement tools, demo environments

Responsibilities

Carry and deliver team quota for cross-sell revenue; Define and implement team operating rhythm and KPIs; Recruit and develop high-performing Solution Specialists; Conduct live call coaching and pipeline inspections; Partner with Account Management and Marketing to convert opportunities; Develop scalable sales playbooks and best practices; Represent the function in Revenue Leadership discussions

Seniority

Director, strategic leadership & team building