Way to Win is seeking a strategic, relational, and donor relations leader to serve as the Director of Outreach and Engagement. This role is responsible for designing and executing engagement strategies that expand Way to Win’s reach, deepen donor and stakeholder connection, and strengthen long-term community participation across the organization’s vehicles (c3, c4, PAC, and related entities). Reporting to the Senior Director of Communications, this position bridges donor engagement, communications, and external visibility to ensure that outreach efforts translate into meaningful participation, sustained relationships, and increased investment in our shared mission. The Director of Outreach and Engagement will work in close collaboration with Donor Advising, Development, Political/Program teams, and Communications to ensure cohesive messaging, strong community touchpoints, and measurable engagement outcomes. Summary of Responsibilities 1. Outreach Strategy & Audience Growth - Develop and execute a comprehensive donor outreach and engagement strategy aligned with organizational priorities. - Identify and grow key audiences, including prospective donors, partners, and aligned stakeholders. - Build and refine a peer-to-peer outreach model that expands community reach and donor pipelines. - Analyze engagement trends, audience behavior, and participation data to inform strategy. 2. Engagement & Community Experience - Design and own member and stakeholder engagement experiences, including member events, convenings, calls, and community forums. - Partner with Communications to ensure cohesive messaging and compelling storytelling across channels. - Create micro and macro engagement opportunities that connect audiences to strategy and impact. - Support alignment between donor interests and programmatic priorities through coordinated engagement efforts. 3. Recruitment & Retention Support - Own building a sustainable political and donor community that extends beyond election cycles. - Collaborate with Directors of Donor Advising and Development to support recruitment pipelines. - Develop engagement journeys that nurture prospects from introduction to active participation. - Guide renewal and retention strategies through strong storytelling, impact reporting, and meaningful touchpoints. 4. Communications Integration - Work closely with the Senior Director of Communications to align outreach strategy with broader narrative goals. - Ensure donor engagement campaigns are multi-channel, data-informed, and brand-consistent. - Provide input into messaging that strengthens clarity, trust, and external positioning. - Collaborate on donor campaign launches, investment moments, and major engagement pushes. 5. Data & Systems Oversight - Partner with Operations and Fundraising Administration to ensure clean tracking of engagement metrics. - Monitor engagement KPIs (event participation, retention rates, audience growth, conversion rates). - Use CRM and engagement data to inform strategic adjustments. Core Competencies - Strategic Engagement Planning - Audience Development & Growth Strategy - Cross-Team Collaboration - Relationship-Building & Community Design - Data-Informed Decision Making - Project Management & Execution Way To Win offers a fully remote environment and is proud to offer a robust benefits package: - Health Care - Comprehensive and robust 100% employee and family paid health care coverage to all employees. - Retirement Plan - employees are fully vested in the company’s retirement plan 90 days after their start date. Way to Win contributes 6% of the base salary to the employee’s retirement account, regardless of whether the employee contributes or not. - Life, Short-term Disability, Long-term Disability, and AD&D - Employer-paid Life Insurance, Disability and AD&D. - Unlimited Paid Time Off. - Office Closure - 30 days of holiday time, this includes a Spring break, Summer break, Thanksgiving break and an EOY break. - FSA - Three different tax-deferred FSA accounts (funded by employees) – Health, Commuter (transit/parking — including UberPool), and Dependent Care. - HRA ($3,000 p/y). - Family Leave -12 weeks of paid Family Leave for the birth, adoption, or fostering of a child after one full year of employment. - EAP - Confidential Employee Assistant Program (EAP) to all full-time employees to assist with work and personal challenges. - Work from Home - $150 monthly mobile phone stipend. Way to Win is an equal employment opportunity employer and does not discriminate against applicants or employees because of race, color, religion, national origin, sex, age, citizenship status, disability status, genetic information, sexual orientation, or gender identity or expression of an otherwise qualified individual, or membership in any other class protected by applicable law.

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description SAIC is hiring a Cloud Computing Engineer with an active Secret clearance and security + certification for the A1 MCE Managed Shared Services Contract. This role is 100% remote and is contingent upon contract award. - Provide automation engineer skills installing, configuring, and managing Kubernetes within an AWS GovCloud environment. - Provide engineering, administration and maintenance support to the Infrastructure as a Service (IaaS) environment. - Provide Windows and Linux support when needed. - Collaborate using Amazon Web Services (AWS) for use of AWS native services such as Amazon Elastic Compute Cloud (EC2), Amazon Simple Storage (S3) and Amazon Simple DB/RDS databases, AWS Identity and Access Management (IAM). - Discover and resolve issues within the virtual environments. - Design new capabilities and enhancements (to include cloud migration, analytics design and development) and create efficiencies within the AWS environments. - Create, update and maintain system documentation, interact with users and evaluate vendor products. - Assist in the delivery ATO’s documentation for IL2/IL4 environments, work with IA team to define, document and implement security controls. - Participate in the development of system engineering documentation, such as System Engineering Plans, Initial Capabilities Documents, Requirements Specifications, and Interface Control Documents. - Report findings to management with recommendations for resolution. - Maintain regular contact with customers during support and projects. - Provide technical assistance and training to users. Qualifications - Bachelors and five (5) years or more experience; Masters and three (3) years or more experience; PhD and 0 years related experience. In lieu of a degree an additional four (4) years of experience may be accepted. - Experience with all aspects of the CI/CD pipeline. - Experience working with administrator, service accounts and troubleshooting issues. - Experience planning, building, integrating and maintaining USAF software development projects. - Experience with automation, installing, configuring, and managing Kubernetes within an AWS GovCloud environment. - Documentation for projects including asset inventory. - 3 or more years of experience and advanced vendor certification and in-depth knowledge of at least one cloud product. - Experience with Agile, Scrum, SAFe or other modern software development methods/practices. - Programming languages: JavaScript, Python, Java, and Perl (a plus). - Experience supporting USAF software development projects. Requirements - Security+ Certification or equivalent/higher. - Security Clearance. - US citizenship. Desired Qualifications - Ansible and Terraform experience. - RHEL and Linux experience. - Experience with Mongo Database data platforms. - AWS Associate Certification. - AWS certifications. - Certified Kubernetes Administrator (CKA). - Google Professional Cloud DevOps Engineer. - HashiCorp Certified: Vault or Terraform. - Advanced Windows certification. - Scripting Experience: YAML & Ruby Scripting. - SAFe DevOps certification. - Experience supporting software migration efforts. - Azure certifications. - Experience in an MSP or other IT company. - Service Now, Remedy, TMIS, or similar ticketing systems. - DevOps experience.

• Architect, deploy, and manage robust Azure environments using Networking, Compute & Containers, Platform Services, and Monitoring & Logging • Administer and support Windows Server environments • Manage local user accounts and groups; enforce password policies and security baselines • Design, implement, and maintain Active Directory (AD DS) and DNS infrastructure • Create, manage, and troubleshoot Group Policy Objects (GPOs) • Develop and maintain PowerShell scripts for administrative automation • Configure and manage Windows Server Failover Clustering (WSFC) for high-availability applications • Monitor system performance and identify bottlenecks • Develop scalable, testable Python scripts for cloud automation • Implement test-driven development (TDD) using PyTest • Automate infrastructure provisioning using Terraform and Ansible • Lead Zerto-based migration and disaster recovery implementations • Integrate IaC and automation into Git-based pipelines.

• Architect, deploy, and manage robust Azure environments including Networking: VNet, Subnet, Private Endpoints, VPN Gateway, ExpressRoute, Route Tables, and Azure Firewall • Administer and support Linux environments across Red Hat Enterprise Linux (RHEL), Ubuntu, CentOS, Debian, FreeBSD, and SUSE in on-premises and cloud-integrated scenarios • Manage local users and groups including creation, modification, deletion, and enforcement of access controls and sudo policies • Configure and manage filesystem permissions using standard POSIX models (chmod, chown, ACLs) and manage disk layouts including LVM, ext4, XFS, and NFS-mounted volumes • Perform package installations, upgrades, and removals using distribution-native package managers (yum/dnf, apt, zypper, pkg) and maintain patch compliance • Control and manage system services using systemd and SysVinit, including enabling, disabling, starting, stopping, and monitoring service states • Schedule and manage automated tasks using cron and crontab, including system maintenance, backups, and monitoring scripts • Configure and integrate LDAP for centralized authentication and directory services in enterprise Linux environments • Configure DNS (BIND/systemd-resolved) and NTP (chrony/ntpd) services for reliable network time synchronization and name resolution • Set up and manage NFS server and client configurations for shared storage in enterprise and hybrid cloud environments • Develop and maintain Bourne shell (sh/bash) scripts for system automation, administrative tasks, and operational workflows • Analyze syslog output and journal logs (journalctl) to diagnose issues, identify security events, and audit system activity • Monitor system performance using tools such as top, htop, vmstat, iostat, sar, and netstat; proactively identify and resolve bottlenecks and capacity issues • Develop and execute Ansible Playbooks for configuration management, application deployment, and system hardening across Linux fleets • Develop scalable, testable Python scripts for cloud automation, Linux system integrations, and operational workflows • Implement test-driven development (TDD) using PyTest to validate automation scripts, infrastructure logic, and monitoring pipelines • Automate infrastructure provisioning using Terraform and Ansible across hybrid Linux and Azure environments • Build reusable, parameterized Terraform modules and Ansible roles aligned with best practices for repeatable, secure deployments • Lead Zerto-based migration and disaster recovery implementations between on-premises Linux environments and Azure • Optimize replication, orchestration, and failover strategies using Zerto in hybrid or multi-cloud environments • Integrate IaC and automation into Git-based pipelines for Linux and cloud infrastructure • Design and support efficient CI/CD workflows that promote velocity, compliance, and observability across Linux-based build and deployment systems