Job Title: Senior DevOps Engineer
Location: Estero, FL, Naples, FL
Rentvine is the fastest-growing property management software company in the industry, ranked #60 on the 2025 Inc. 5000 list. Our powerful, cloud-based platform helps property managers streamline operations, reduce manual work, and deliver a better experience for tenants and owners. Behind that innovation is a team-first culture that puts people at the center. We care deeply about building a company where smart, driven individuals can grow, feel supported, and do the best work of their careers. Our people aren't just part of our success—they're the reason for it.
Please Note: Rentvine is unable to provide employment sponsorship now or in the future for this position. Candidates MUST currently reside in the USA to be considered.
We are seeking a Senior DevOps Engineer to lead the design, implementation, and optimization of our AWS and GCP infrastructure and development operations. This role will be instrumental in scaling our platform, hardening security, and improving engineering velocity through automation and DevOps best practices. You’ll collaborate closely with engineering, product, and QA teams to ensure that our environments are secure, observable, and high-performing.
- Design, build, and maintain infrastructure across AWS and GCP (EC2/Compute Engine, RDS/Cloud SQL, VPC, S3/Cloud Storage, IAM) using Infrastructure as Code (Terraform)
- Maintain and improve CI/CD pipelines in GitHub Actions, including blue/green (AWS CodeDeploy) and in-place deployment strategies, automated database migrations, and release-train gating tied to Linear
- Set up and manage monitoring, logging, and alerting across cloud providers (e.g., CloudWatch, GCP Cloud Monitoring/Logging, Datadog)
- Collaborate with the security team to define and implement security protocols, incident response plans, and continuous monitoring strategies
- Coordinate with security and engineering teams to schedule and execute regular penetration tests, and lead remediation efforts for identified vulnerabilities
- Design and operate blue/green deployment infrastructure (AWS CodeDeploy, Auto Scaling Groups/Launch Templates, ALB) across environments, including live production cutovers with zero/minimal downtime
- Plan and execute major database version upgrades and zero-downtime cutovers (e.g., Aurora MySQL major-version upgrades) at production scale, including pre-cutover validation, rollback planning, and post-cutover verification
- Manage Terraform Cloud–based infrastructure workflows (PR-based plan review and gated apply) across a multi-account AWS organization (separate prod/QA/staging accounts, per-tier IAM roles, per-account ECR)
- Implement and manage network-level security controls across cloud providers, including VPC/VPC routing, firewall rules, security groups, and GCP firewall/IAM policies
- Deploy and maintain SIEM tools or similar security monitoring systems to centralize logs and alert on anomalous behavior
- Harden system access, secret management, and permission models across environments
- Optimize performance, scalability, and cost-efficiency of our infrastructure
- Support production environments and participate in on-call rotations
- Document systems, processes, runbooks, and security best practices
- 5+ years of experience in a DevOps or Site Reliability Engineering (SRE) role
- Deep hands-on experience with both AWS and GCP, especially compute, managed databases (RDS/Cloud SQL), VPC/networking, and IAM across providers
- Strong proficiency with Terraform (or similar IaC) across multi-cloud environments — managing provider-specific modules/state for AWS and GCP
- Experience managing CI/CD pipelines (GitHub Actions preferred)
- Proficient in Linux system administration, scripting (Bash, Python), and troubleshooting cloud-native services
- Strong knowledge of IAM, networking, and security across AWS and GCP environments
- Experience with major database version upgrades and/or blue-green database migration strategies (e.g., RDS/Aurora) in production environments
- Experience with blue/green or canary deployment strategies (e.g., AWS CodeDeploy) in addition to traditional in-place deployments
- Experience implementing and maintaining logging and monitoring systems
- Excellent communication and collaboration skills across departments
- AWS certification such as AWS Certified DevOps Engineer – Professional or Solutions Architect – Associate/Professional
- Experience operating OpenSearch as an application dependency (e.g., search/entity-resolution backends)
- Familiarity with containerization (Docker) and orchestration (ECS, EKS, or Kubernetes)
- Knowledge of database performance tuning and high-availability strategies
- Experience with network security practices and tools
- Experience with SIEM platforms (e.g., AWS GuardDuty, Splunk, Sumo Logic, etc.)
Awareness of DevSecOps and regulatory frameworks (e.g., SOC 2, PCI-DSS)
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- Play a key role in shaping infrastructure and security strategy
- Work across a modern, multi-cloud (AWS + GCP) DevOps and cloud-native tech stack
- Competitive compensation, benefits, and professional development opportunities
- Flexible remote/hybrid environment
- A collaborative team culture focused on quality, growth, and innovation
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