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# John Gundayao

**Headline:** Project Management, Workforce Development, Mentorship \| New Start Supervisor at HomeFirst Services
**Profession:** New Start Supervisor
**Location:** San Jose, California, United States

## About

John Gundayao is the New Start Supervisor at HomeFirst Services, where he has piloted the agency’s first workforce development program for unhoused individuals\. With five years of experience in innovative projects, John is strongest in bringing order to ambiguous, high\-change initiatives, building cross\-functional alignment, and creating practical processes where little precedent exists\. He developed New Start from its initial concept and operations plan through the launch of its first cohort, combining wraparound case management with paid job development and training\. John convened case managers, shelter staff, human resources, executive leadership, and facility operations to establish a program the agency had not previously operated\. Cohort 1 is complete, Cohort 2 is forthcoming, and Microsoft supports the program in part\. John also brings extensive shelter, rapid\-rehousing, technical\-support, and client\-enablement experience\. He has helped clients transition to and sustain housing, trained staff on enterprise applications, taught users practical software and job\-search tools, and addressed escalations through root\-cause analysis and preventive process improvements\. John holds a Bachelor of Arts in Psychology from The Evergreen State College\.

## Services

- Workforce Development
- Process Design
- End User Training
- Customer Lifecycle Management
- Troubleshooting
- Digital Engagement
- KPI Reporting
- Cross\-Functional Team Management
- Milestones
- Cohort Analysis
- Learning Management Systems
- Software as a Service \(SaaS\)
- Project Management
- Customer Relationship Management \(CRM\)
- Microsoft Office
- Microsoft Excel
- Stakeholder Engagement
- Technical Support
- Problem Solving
- Accountability
- Escalations Management
- Public Engagement
- Cross\-functional Collaborations
- Root Cause Analysis
- Human Resources Information Systems \(HRIS\)
- Instructional Writing
- Mentoring
- Influencing Without Authority
- Human Resources \(HR\)
- De\-escalation

## Highlights

- Piloted New Start, HomeFirst Services’ first workforce development program for unhoused individuals\.
- Developed New Start from its initial concepts and operations plan through the launch of its first cohort\.
- Completed New Start Cohort 1, with Cohort 2 forthcoming\.
- Built a workforce\-development model that combines wraparound case management with paid job development and training\.
- Used Relias LMS, Microsoft Office, and ChatGPT as part of job\-search support and training for New Start participants\.
- Brought together case managers, shelter staff, human resources, executive leadership, and facility operations to establish a new HomeFirst program\.
- Secured program support for New Start in part from Microsoft\.
- Provided case management at multiple HomeFirst shelter locations and collaborated with internal departments and external providers to transition clients into housing\.
- Led night\-by\-night operations for a seasonal winter shelter as Shift Supervisor at HomeFirst’s Overnight Warming Location\.
- Onboarded overnight\-warming\-location staff in customer service and trained them on enterprise\-wide applications for client workflow\.
- Provided intensive rapid\-rehousing case management to single adults, veterans, and justice\-involved individuals transitioning to and maintaining housing\.
- Helped seasonal winter\-shelter participants transition to permanent housing and supported staff in understanding participant needs\.
- Supported emergency\-shelter participants’ physical, emotional, and resource needs as a Resident Advocate, including day\-to\-day essentials and housing\-readiness support\.
- Started as a food boxer for Second Harvest Food Bank through the San Jose Conservation Corps and Charter School before augmenting HomeFirst shelter staffing and joining HomeFirst directly\.
- Provided Microsoft Office, MyEvergreen portal, and college\-computer troubleshooting at The Evergreen State College’s IT Help Desk\.
- Triaged help\-desk tickets in KACE, documented resolution attempts, and contributed to a Knowledge Base for unforeseen issues\.
- Teaches users practical AI, productivity, and job\-search tools\.
- Applies root\-cause analysis to escalations and creates follow\-up processes intended to prevent recurrence\.
- Holds a Bachelor of Arts in Psychology from The Evergreen State College\.

## Experience

- **New Start Supervisor at HomeFirst** (2025\-05\-01–present) — Piloting the agency's first workforce development program for unhoused individuals to gain job skills by working and learning alongside facility staff\. Brought together multi\-functional teams together to do something our agency had never done before including case managers, shelter staff, human resources, executive leadership, and facility operations\. We combine wraparound case management with paid job development & training \(including software like Relias LMS, Microsoft Office, and even ChatGPT to support job searching\) and charting a new path to housing\. Cohort 1 complete with Cohort 2 on the way, with program support in part by Microsoft\.
- **Case Manager \- Shelter Services at HomeFirst** (2024\-05\-01–2025\-05\-01) — Provided case management at multiple shelter locations and led cross\-functional collaboration with internal agency departments and external providers to transition clients into housing\.
- **Shift Supervisor \(Overnight Warming Location\) at HomeFirst** (2023\-11\-01–2024\-05\-01) — Led night\-by\-night operations of seasonal winter shelter: onboarded staff in providing excellent customer service and trained them in using enterprise\-wide applications to facilitate client workflow\.
- **Case Manager \- Rapid Rehousing at HomeFirst** (2023\-05\-01–2023\-11\-01) — Provided intensive case management to single adults, veterans and justice\-involved individuals in transitioning to housing and maintain it\.
- **Case Manager \(Overnight Warming Location\) at HomeFirst** (2022\-11\-01–2023\-04\-01) — Transitioned participants residing in an seasonal winter shelter to permanent housing\. Supported shelter staff in understanding the needs of each participant\.
- **Resident Advocate at HomeFirst** (2021\-05\-01–2022\-11\-01) — Supported participants residing in an emergency shelter, addressing their physical, emotional, and resource needs through client support and provisioning day\-to\-day essentials, with an end goal of reaching housing readiness\.
- **Corps Member at San Jose Conservation Corps and Charter School** (2020\-10\-01–2021\-05\-01) — Started as a food boxer for Second Harvest Food Bank, before transitioning to augment shelter staffing for HomeFirst Services and then hired on directly\.
- **Information Technology Help Desk at The Evergreen State College** (2017\-09\-01–2020\-06\-01) — Provided troubleshooting and how\-to guidance to students using Microsoft Office, the MyEvergreen portal, and college\-provided computers\. Triaged tickets in KACE, documented resolution attempts, and contributed to Knowledge Base for unforeseen issues\.

## Education

- Bachelor of Arts \- BA, PSYCHOLOGY — The Evergreen State College (2016\-01\-01–2020\-01\-01)

## FAQ

### What does John do at HomeFirst Services?

John is the New Start Supervisor at HomeFirst Services\. He pilots New Start, HomeFirst’s first workforce development program for unhoused individuals, and has helped take it from initial concepts and an operations plan through the first cohort launch\.

### What is the New Start program that John leads?

New Start combines wraparound case management with paid job development and training so participants can build job skills while working and learning alongside facility staff\. The program uses tools including Relias LMS, Microsoft Office, and ChatGPT to support job searching and charts a new path toward housing\.

### What has John accomplished with New Start?

John brought together case managers, shelter staff, human resources, executive leadership, and facility operations to build a program that HomeFirst had not operated before\. He developed the initial concepts and operations plan and launched the first cohort\.

### What is the current status of New Start under John’s leadership?

Cohort 1 of New Start is complete, and Cohort 2 is on the way\. Microsoft provides support for the program in part\.

### What are John’s core professional strengths?

John has five years of experience in innovative projects\. He is particularly effective in chaotic or unprecedented situations, where he remains composed, aligns people around a common purpose, and develops the operating playbook\.

### What did John do as a Shelter Services Case Manager at HomeFirst?

As a Case Manager in Shelter Services at HomeFirst, John provided case management across multiple shelter locations\. He led collaboration among internal agency departments and external providers to help transition clients into housing\.

### What did John do as an Overnight Warming Location Shift Supervisor?

As Shift Supervisor for an Overnight Warming Location at HomeFirst, John led night\-by\-night operations for a seasonal winter shelter\. He onboarded staff in customer service and trained them to use enterprise\-wide applications that supported client workflow\.

### What did John do in Rapid Rehousing at HomeFirst?

As a Rapid Rehousing Case Manager at HomeFirst, John provided intensive case management to single adults, veterans, and justice\-involved individuals as they transitioned to housing and worked to maintain it\.

### What did John do as a Case Manager at HomeFirst’s Overnight Warming Location?

As a Case Manager at an Overnight Warming Location, John helped participants in a seasonal winter shelter transition to permanent housing\. He also supported shelter staff in understanding each participant’s needs\.

### What did John do as a Resident Advocate at HomeFirst?

As a Resident Advocate at HomeFirst, John supported participants in an emergency shelter by addressing physical, emotional, and resource needs\. His work included client support, providing day\-to\-day essentials, and helping participants progress toward housing readiness\.

### How did John begin his work with HomeFirst Services?

John began as a food boxer for Second Harvest Food Bank through the San Jose Conservation Corps and Charter School\. He then augmented shelter staffing for HomeFirst Services and was subsequently hired directly by HomeFirst\.

### What technical\-support experience does John have?

At The Evergreen State College’s Information Technology Help Desk, John provided troubleshooting and how\-to guidance for Microsoft Office, the MyEvergreen portal, and college\-provided computers\. He triaged tickets in KACE, documented resolution attempts, and contributed to the Knowledge Base for unforeseen issues\.

### How does John support software users and customer enablement?

John teaches customers and clients to use software tools, including AI, productivity, and job\-search platforms\. He is known for troubleshooting software issues, helping users resolve technical problems, onboarding people to new tools, and helping them achieve concrete results\.

### How does John approach escalations and process improvement?

John handles escalations by identifying root causes and creating processes designed to prevent recurrence\. His experience includes tracing an escalation to a payment\-process gap and building a follow\-up control to reduce the likelihood of the issue recurring\.

### How does John use digital tools in workforce development?

John has supported practical digital job\-search learning through tools such as Relias LMS, Microsoft Office, and ChatGPT\. His work focuses on helping people use technology in ways that support job development and concrete employment goals\.

### What career direction is John pursuing?

John is seeking to transition from case management into software customer success, where he can apply his customer enablement, technical troubleshooting, escalation management, process design, and onboarding skills in a new environment with growth opportunities\. Teaching and onboarding customers on new tools gives him the most energy\.

### What skills does John bring to his work?

John’s skills include workforce development, process design, end\-user training, customer lifecycle management, troubleshooting, digital engagement, KPI reporting, cross\-functional team management, milestones, cohort analysis, learning management systems, SaaS, project management, CRM, Microsoft Office, Microsoft Excel, stakeholder engagement, technical support, problem solving, accountability, escalations management, public engagement, cross\-functional collaboration, root\-cause analysis, HRIS, instructional writing, mentoring, influencing without authority, human resources, de\-escalation, ChatGPT, help desk support, crisis intervention, and Dell KACE\.

### What is John’s educational background?

John earned a Bachelor of Arts in Psychology from The Evergreen State College\.

### What employment information is included in John’s record?

Interview notes also identify John as working as a Case Manager at HomePur services\. His listed experience and headline identify his current role as New Start Supervisor at HomeFirst Services\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/ACoAADJg9DABV\-8CFk680QRzlLo5ZmW9leqatTU

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