Career Opportunities At RedAwning

Join the fastest-growing marketing and reservations solution for vacation rentals in the industry.

RedAwning, a leading innovator in the vacation rental industry since 2010, offers exceptional career paths and opportunities for entry-level, mid-level, and senior-level employees. We work in a friendly, relaxed, high-ceilinged, loft-style office environment in Petaluma, CA, with free lunches, snacks, and beverages. If you’d like to jump on this juggernaut, send us a cover letter and your resume.

Join the Petaluma-based startup that’s transforming the way people travel. We’re the fastest, easiest, safest way to distribute, market, and book a vacation rental.

A note on fraud prevention: RedAwning will never attempt to recruit or interview for job openings via SMS/Text Message or by using anonymous or generic (e.g., @gmail.com, @yahoo.com, etc.) email accounts.  We will only ever communicate with applicants via an official company @redawning.com email address.  Further, we will never ask you to share personal information other than what you choose to include in a resume or cover letter until you have interviewed an actual human being.  Verification works both ways.  If in doubt, please contact careers@redawning.com for assistance.   Thank you.

IT Manager/Director

Who We Are:

RedAwning is a Petaluma, CA. based company built for short-term vacation rental owners and property managers. We offer the largest marketing channel distribution to connect property owners with travelers looking for accommodations, along with streamlined communication and management of all properties within one interface, for the best host & guest experience.

IT Manager/Director

We are seeking an experienced and versatile IT Manager/Director to oversee all information technology operations for our growing vacation rental/hospitality company. You will be responsible for managing our IT infrastructure, cloud services, SaaS applications, and providing technical support to our staff across multiple locations.

Key Responsibilities:

IT Infrastructure & Cloud Services Management

  • Manage and maintain our AWS cloud infrastructure, ensuring high availability, security, and cost-optimization
  • Administer and optimize Google Workspace for the organization, including user management, security, and collaboration tools
  • Oversee the implementation, integration, and maintenance of various SaaS applications, such as HubSpot, Okta, Salesforce, Zapier, and industry-specific tools like Hospitable, Track, Streamline, Autohost, and RemoteLock

Technical Support & User Management

  • Provide technical support and troubleshooting for end-users across Windows and Mac devices
  • Manage email migrations, cloud storage, and other user-facing IT services
  • Develop and maintain IT policies, procedures, and documentation
  • Conduct training sessions for staff on new technologies and applications

IT Operations & Financial Management

  • Develop and manage the IT budget, ensuring cost-effective solutions
  • Negotiate and manage vendor contracts for IT services, software licenses, and hardware purchases
  • Implement and maintain IT security measures, including data backup, disaster recovery, and cybersecurity protocols
  • Collaborate with department heads to understand business needs and align IT strategies accordingly

IT Consultation & Collaboration

  • Team with business units and subsidiaries to develop technical solutions
  • Collaborate with engineering, technical support and QA on best practices in support of software development and deployment activities

Qualifications and Experience:

  • Bachelor's degree in Computer Science, Information Technology, or a related field, or equivalent experience
  • Minimum of 5 years of experience in an IT management role, preferably in a multi-location or distributed environment
  • Proven expertise in managing AWS cloud services, Google Workspace, and various SaaS applications
  • Strong problem-solving and analytical skills, with the ability to troubleshoot complex technical issues
  • Excellent communication and interpersonal skills, with the ability to explain technical concepts to non-technical staff
  • Experience in the vacation rentals or hospitality industry is a plus
  • Ability to work independently and manage multiple priorities in a fast-paced environment

Preferred Work Locations:

  • California (North Bay/Sonoma County)
  • Washington (Seattle area)
  • Remote work is also possible for the right candidate

We offer a competitive compensation package, including a comprehensive benefits program and opportunities for professional growth and development.

If you are a highly skilled and motivated IT professional with a passion for technology and a customer-focused mindset, we encourage you to apply for this exciting opportunity.


RedAwning 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. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.