Digital Transformation Manager

AgUpdate; Cape Coral (FL); On-site; USD 90,000 - 140,000; Full time

Job summary

Simple Vacation Homes, LLC in Cape Coral, FL is seeking a Digital Transformation Manager to lead IT-driven change across operations and guest experiences. You will develop transformation projects, monitor performance, and optimize CRM workflows while coordinating budgets, staff, and tech assets.

The role includes integrating third-party vacation rental systems, payment gateways, and CRM tools to deliver seamless booking and payments.

Qualifications

• Experience leading IT/digital transformation projects.
• Ability to optimize CRM workflows and cross-functional processes.
• Strong stakeholder communication and project governance skills.

Responsibilities

• Develop digital transformation projects and roadmaps.
• Monitor and evaluate performance of digital initiatives.
• Lead integration of third-party vacation rental systems, payment gateways, and CRM tools.

Skills

Project leadership

Stakeholder management

CRM optimization

Tools

CRM platforms

Booking system integrations

Payment gateway integrations

Job description

#### Digital Transformation Manager at Simple Vacation Homes, LLC# Digital Transformation ManagerSimple Vacation Homes, LLCCape Coral, FLFull-timeInformation Services / Technology (IT)Posted on October 11, 2026Simple Vacation Homes, LLC is seeking a Digital Transformation Manager at its Cape Coral, FL office.Job duties include: Develop digital transformation projects; Monitor and evaluate the performance of digital projects; Lead the optimization of existing CRM workflows; Allocate resources, including budgets, personnel, and technology assets and lead integration of third-party vacation rental booking system, payment gateways, and CRM tools. Please mail resume to: Simple Vacation Homes LLC, ATTN: Brhett Butler, 2302 SW 39th St, Cape Coral, FL 33914