Rachel Wolf
Rachel Wolf
Business Process Optimization & Operational Design
Cross-Functional Leadership & Team Mentorship
Strategic Technology Enablement & Internal Systems
Program Strategy & Change Initiatives
I'm a business-minded technology leader who thrives at the intersection of people, processes, and systems. With over 15 years in IT leadership, my passion is decoding complexity, uncovering operational inefficiencies, and architecting solutions that empower people to engage in more meaningful work.
What motivates me most is transformation that creates real impact. I enjoy enabling clarity, streamlining workflows, and lifting others by freeing them from tasks that drain their time, through improved processes and thoughtful automation.
My core values center on service and community, which I express through active volunteerism with Scouting America, advocacy for small business empowerment, and a deep personal commitment to improving educational access for all children. These values guide not only the organizations I join but also shape how I lead.
Directory of Corporate Technology (2/2022 - Present)
Flood and Peterson Insurance, Greeley Colorado
Created the company’s first comprehensive IT budget, consolidating systems and renegotiating contracts, achieving 13% annual savings.
Transformed compliance processes with new governance tools, reducing audit complexity, streamlining annual policy reviews, and improving vulnerability compliance by 90%.
Remotely mentor a small IT team, raising customer satisfaction from 83% to 97% and reducing ticket resolution times by 47%.
Provide strategic advisory to executive teams on technology investments, cybersecurity, and operational continuity.
Address remote culture challenges by facilitating daily standups and informal communication practices to simulate in-office collaboration.
Collaborate cross-functionally with legal, finance, sales, operations, and the executive board to ensure governance aligns with and enables organizational strategy.
Present and refine infrastructure and roadmap plans in alignment with department heads and executive leadership to support strategic business goals.
IT Operations Manager (1/2021 - 4/2022)
Altia, Colorado Springs, Colorado
Reduced onboarding time from 30 to 10 days for a fast-paced global workforce by partnering with HR to refine processes, automate pre-hire activities, and coordinate international logistics.
Achieved 15% annual savings on licensing through intentional record keeping and vendor negotiations.
Improved team integration and trust through consistent onboarding execution and enhanced early-stage employee experience.
Built and fostered a culture of IT involvement in business goal planning, increasing cross-departmental collaboration and visibility into technology-driven opportunities.
Program Services Manager / Centralized Services Lead (12/2019 - 1/2021)
Elevate Services Group, Denver, Colorado
Established a centralized IT services function for a managed service provider, reducing client onboarding timelines from 8 to 4 weeks across nonprofit, insurance, and SMB sectors.
Designed tools to auto-generate client documentation and aligned IT integration with business operations, improving TPE ratios from 2.1 to 1.2 for newly onboarded clients.
Supported downstream functions by enabling faster support response and informed cloud migrations for professional services.
Led quarterly business reviews in a technical account management capacity to align technology investments with growth goals and prepare clients for future regulations, including identity structure planning.
Sr Applications Analyst / Systems Admin / Help Desk Manager (3/2014 - 2/2020)
University of Colorado, Colorado Springs, Colorado
Led campus-wide digital transformation, increasing adoption of Microsoft Teams, OneDrive, SharePoint, and Planner by 60% among 20,000+ users.
Reduced weekly account compromises from 25 to 1 by implementing multi-factor authentication and reducing recovery time, saving 50+ hours of staff time monthly.
Optimized licensing strategies to improve cost efficiency and security posture.
Cut tier-one support tickets by 50%, enabling student staff to gain advanced IT skills and contribute to ITSM development and support tool creation.
Master of Business Administration (MBA) - University of Colorado, Colorado Springs, Colorado
MS Computer Science - Colorado Technical University, Colorado Springs, Colorado
BS Information Technology (2013) Colorado Technical University, Colorado Springs, Colorado
In Progress
CISM (exp. Q3 2025)
Achieved
P&C Resident Producer (2024),
Workato Automation Pro 1-3 (2024),
M365: Security Administrator Associate (2020),
Azure Fundamentals Certified (2020),
ITIL Foundations Certified (2016),
HDI Support Center Manager/Lead (2015),
Bomgar Administrator Certified (2014)
Platforms & Systems: Microsoft 365 E5, Google Workspace, Salesforce, AMS360, ImageRight, HubSpot, Windows Server (2016+), Windows, macOS, Fortinet, Meraki, Active Directory, Okta, Entra, Bomgar
Endpoint & Device Management: Intune, JAMF, SCCM, Datto RMM, NinjaOne
Service & Project Management: Jira, Confluence, Autotask PSA, Freshservice, Cherwell, HALO ITSM
Security & Compliance: HIPAA, PCI, 23NYCRR500, Microsoft Defender (EDR, XDR), Webroot, Bitdefender, DNSFilter, Cisco Umbrella, Fortinet
Languages & Tools: PowerShell, Python, Bash, CMD, GAM, C++, JavaScript, Perl, Zapier, APIs (REST & SOAP), Workato, Postman
HRIS: Paylocity, Paycom, Parcom, PeopleSoft
Processes & Frameworks: ITIL, Knowledge-Centered Support (KCS)
Proposal Process Optimization
Role: Director of Corporate Technology | Flood and Peterson
Problem: Proposal development was slow, inconsistent, and error-prone due to misaligned templates, disconnected tool usage, and a lack of standardized processes across service teams. There was no clear alignment between proposal content and the most used carrier-product pairings, which led to delays and confusion during client-facing sales efforts.
Action: Analyzed carrier-to-client ratios to identify the most used carriers by product line, then developed proposal templates tailored to those relationships. Conducted interviews, cross-functional workshops, and process mapping to identify friction points in the proposal workflow. Introduced updated workflows and led user acceptance meetings to validate changes. Discovered underutilized proposal tools and launched a training initiative to improve adoption and consistency.
Result: Reduced proposal preparation time by 45 minutes per proposal (~25% efficiency gain), significantly improved proposal accuracy and consistency, and enhanced alignment across sales, service, and operations. The process improvements also laid the foundation for better data hygiene and tool governance across the organization.
Centralized Services Transformation
Role: Program Services Manager | Elevate Services Group
Problem: MSP client onboarding was complex, chaotic, and inefficient. Most clients had no internal IT ownership, fractured systems, and limited visibility into their environments. This led to onboarding delays, duplicated tools, poor documentation, and frustration for both clients and internal teams. Support lacked context to serve effectively, while professional services spent excessive time collecting data instead of driving revenue.
Action: Designed and implemented a scalable onboarding framework that started with a custom environment scanner to surface undocumented assets. Developed discovery toolkits and guided questionnaires to uncover technologies across CRM, HRIS, identity, hosting, and communications. Introduced external diagnostic tools, a shared onboarding timeline to clarify client responsibilities, and layered in automation to begin building documentation from discovered systems.
Result: Reduced onboarding timelines from 8 to 4 weeks. Lowered tickets-per-endpoint from 2.1 to 1.2, increased support efficiency, and allowed professional services to shift focus to higher-value strategic delivery. Created a more predictable, collaborative onboarding experience that improved client satisfaction and scaled repeatably across industries.
Microsoft Teams Adoption & Collaboration Modernization
Role: Senior Applications Analyst | University of Colorado
Problem: Collaboration across departments was fragmented, relying on disparate tools like Jabber, Slack, and SMB file shares. This created data fragmentation, syncing issues, and concerns around data privacy, security, and accessibility. Limited remote access and inconsistent communication tools drove users to unapproved solutions, weakening university oversight and exposing compliance risks.
Action: Partnered with a Microsoft representative and led an institution-wide rollout of Microsoft Teams. Conducted user story discovery with departments including student services, finance, HR, faculty, and advising. Piloted adoption with early adopters, iterating through feedback cycles, and refining training based on real-world use. Designed and delivered tailored training by user type, ran user acceptance testing, and built onboarding and communications strategies to drive momentum.
Result: Streamlined collaboration across 20,000+ users, reduced reliance on shadow IT, and increased secure access to shared documents and conversations. Positioned the university to rapidly pivot during COVID-19, ultimately leading to Teams becoming the standard for classes, office hours, and university-wide collaboration.