Community IT Innovators Nonprofit Technology Topics

Carolyn sits down with Steve Longenecker, Director of IT Consulting at Community IT Innovators, to tackle a question that's suddenly urgent for many nonprofits: now that AI tools like Microsoft Copilot and Google Gemini can search your entire file system, are your permissions actually set up correctly?

The conversation covers the practical steps nonprofits can take to assess and clean up their SharePoint and Google Workspace permissions before — or after — turning on AI. Steve and Carolyn discuss:

Why AI tools like Copilot only surface files users are already permitted to see — and why that's not as reassu...

How can nonprofits move past the efficiency plateau to find real strategic value in AI? In this midweek check-in, Carolyn Woodard discusses statistics from the 2026 Nonprofit AI Adoption Report from Virtuous and Fundraising AI, which reveals that while 92% of nonprofits are using AI, only 7% see a major strategic impact on their mission.

The episode also explores the concept of AI hygiene and why cleaning up your digital files for humans is the first step. Carolyn also discussed Google NotebookLM, a "walled off" library that you can create from your own resources, restricting your AI tool to just...

Are you struggling to articulate what your nonprofit actually needs from an IT provider? In this episode, host Carolyn Woodard and Community IT CEO Johan Hammerstrom discuss the rise of the generic, AI-generated Request for Proposal (RFP). While it is tempting to use AI to handle the heavy lifting of technical writing, doing so often results in a document that lacks the heart of your organization’s mission.

Johan explains why a successful RFP is less about technical jargon and more about your unique business needs. When you rely on a generic template, you end up with a...

In this Nonprofit AI Podcast midweek check-in, Carolyn explores what it means to have agency in the age of AI. With so much pressure to adopt new tools, it can feel like nonprofits have no choice — but Carolyn makes the case that you and your organization have more power than you think, both in the tools you choose and the advocacy you pursue.

The conversation covers the environmental and community impacts of AI infrastructure, and what nonprofits can actually do about it. Carolyn discusses:

Why individual AI use matter less than local and collective advocacy around da...

If you have wondered about the real difference between using a free tool like ChatGPT and an enterprise-level solution like Microsoft Copilot or Google Gemini, this episode will provide much-needed clarity. While the potential for efficiency is high, many nonprofit leaders are rightfully concerned about data security and how to ensure they are using these models safely.

In part one from their recent webinar, Community IT Outreach Director Carolyn Woodard is joined by Chief Technology Officer Matt Eshleman to demystify the current AI tool landscape, particularly for data security. 

In part two, Matt and Carolyn g...

In this Nonprofit AI Podcast, Carolyn explores the complex intersection of nonprofit values and AI vendor ethics. Following a high-profile public dispute between the Pentagon and major AI providers, we look at what these corporate decisions mean for organizations that prioritize mission-aligned technology.

The conversation covers the practical side of AI safety, moving beyond the headlines to answer urgent questions from our recent webinar. Carolyn discusses:

The ethical ripple effects of the Anthropic and OpenAI rivalry regarding government contracts.Why enterprise-level licenses are the primary recommendation for protecting sensitive nonprofit data.How to navigate privacy when...

If you have wondered about the real difference between using a free tool like ChatGPT and an enterprise-level solution like Microsoft Copilot or Google Gemini, this episode will provide much-needed clarity. While the potential for efficiency is high, many nonprofit leaders are rightfully concerned about data security and how to ensure they are using these models safely.

In part one from their recent webinar, Community IT Outreach Director Carolyn Woodard is joined by Chief Technology Officer Matt Eshleman to demystify the current AI tool landscape, particularly for data security. 

In part two, Matt and Carolyn g...

Resources shared in this episode: 

Gallop Poll January 2026 on AI use: https://apnews.com/article/ai-workplace-gemini-chatgpt-poll-4934bc61d039508db32bc49f85d63d99

Build Consulting 5 Category AI Implementation Framework by Kyle Haines: https://buildconsulting.com/blog/a-strategic-framework-for-nonprofit-ai-investment/

1: Return on Investment - what are you trying to do, and is an AI tool the best way to do it? 

2. Technical and Data Feasibility - are you ready? Is your data ready? 

3. Mitigating AI Risks - legal, ethical, reputational...

4. Anticipating Costs - AI tools are not...

In this episode host Carolyn Woodard is joined by Norwin Herrera, IT Business Manager and Team Lead at Community IT. Together, they walk through a real-world case study of a public charter school that implemented a Single Sign-On (SSO) platform called Clever that can solve cybersecurity and accessibility challenges for adult or child students.

Strategic IT Leadership for Nonprofits

Unlike a traditional account manager, an IT Business Manager (ITBM) acts as a strategic partner, helping nonprofit leadership understand the technology landscape and make informed decisions that align with their mission. The ITBM role is unique...

Nonprofit AI: Vetting Your Tools and Understanding AI Agents

In this midweek AI check-in, Carolyn Woodard explores how nonprofit leaders can make informed, safe decisions in an increasingly crowded technology landscape. The episode begins with a review of a new AI Tools Safety Guide specifically designed for the nonprofit sector. This resource evaluates popular tools based on the criteria that matter most to mission-driven organizations: data privacy, security, and ethical responsibility.

Carolyn also demystifies the concept of AI Agents. By breaking down the hierarchy of AI—from si...

Building Stronger Teams: Purposeful Connection in a Remote World

How do you maintain a cohesive, supportive team when the office is now spread across dozens of different locations? In this episode, Carolyn Woodard sits down with Saba Gebru, Vice President of Support Services at Community IT, to discuss the intentional work required to foster teamwork in a remote and hybrid environment.

Saba shares how Community IT transitioned through the pandemic and emerged with a deeper understanding of why social connection isn't just extra—it’s essential for better service delivery. 

Whe...

Nonprofit AI Check-in: Reclaiming Human Rights and Protecting Local Communities

In this midweek check-in, Carolyn Woodard steps back from the technical "how-to" of AI to look at the "why" behind the ethical concerns many nonprofit leaders are feeling. This episode focuses on two significant areas where AI intersects with our core mission of serving others: the protection of basic human rights and the physical impact of the infrastructure that makes AI possible.

First, we explore insights from human rights lawyer Malika Saada Saar on how we can reclaim AI to serve...

In this special anniversary episode, we celebrate a major milestone: 25 years of Community IT. Founded on February 1, 2001, by David Deal as a mission-focused spin-out from Reliacom, Community IT has spent a quarter-century navigating the ever-changing tides of technology for nonprofits exclusively. CEO Johan Hammerstrom, who was one of the early employees to move from Reliacom to the new company, joins us to reflect on our journey from the early days of wiring offices for the internet to our modern role as a national provider of remote IT services and cybersecurity. 

We discuss how our bedrock foundation of s...

To follow on from our recent discussions regarding the rapid adoption of artificial intelligence in the nonprofit sector, this episode explores the critical technical and privacy distinctions between public and enterprise AI tools. 

The CISA Incident and the AI Privacy Gap

Last week, news outlets including Politico reported that the interim director of the Cybersecurity and Infrastructure Security Agency (CISA), Madhu Gottumukkala, mistakenly uploaded sensitive government contracting documents into a public version of ChatGPT. This triggered automated security warnings designed to prevent the unintentional disclosure of government material.

This incident highlights t...

Panel Discussion with Matt Eshleman, Steve Longenecker, Jennifer Huftalen, and Carolyn Woodard

Our experts answered your questions about where nonprofit tech is going next.

In part 1, Community IT senior staff discuss nonprofits and AI, and updated cybersecurity trends to be aware of. In part 2, they discuss updates to Microsoft and Google Workspace, and take audience Q&A. 

AI, Cybersecurity, Google Workspace v Microsoft Office, Gemini v Copilot or ChatGPT or another generative AI tool, AI agents, AI FOMO, data data data, safety and security of your staff, budgeting for and maintaining basic IT, n...

To follow on from last week's episode of the ethical issues around AI use and companies generally that nonprofits and the philanthropy sector need to discuss and evaluate through the lens of organization values and mission, here are some resources for moving forward with that discussion of ethics as you put your policy in place and refine it. 

How Nonprofits Can Resist the AI Efficiency Trap from Nonprofit Quarterly by James A Lomastro, published Oct 28, 2025.  https://nonprofitquarterly.org/how-nonprofits-can-resist-the-ai-efficiency-trap/ 

"Today, when nonprofits implement AI without protecting workers’ judgment and autonomy, they facilitate a similar transfer of po...

Panel Discussion with Matt Eshleman, Steve Longenecker, Jennifer Huftalen, and Carolyn Woodard

Our experts answered your questions about where nonprofit tech is going next.

In part 1, Community IT senior staff discuss nonprofits and AI, and updated cybersecurity trends to be aware of. In part 2, they discuss updates to Microsoft and Google Workspace, and take audience Q&A. 

AI, Cybersecurity, Google Workspace v Microsoft Office, Gemini v Copilot or ChatGPT or another generative AI tool, AI agents, AI FOMO, data data data, safety and security of your staff, budgeting for and maintaining basic IT, n...

As AI tools become more integrated into our nonprofits' daily workflows, it can feel as though the technology is moving faster than our ability to evaluate it. However, for mission-driven organizations, technology adoption isn't just a matter of efficiency—it’s a reflection of our values. 

This episode steps back from the technical aspects of AI tools for nonprofits and explores the significant ethical questions that every nonprofit leader and board member should consider when shaping their AI policies.

Carolyn explores the complex human issues that often get lost in the marketing noise, from the envir...

Director of Client Services Jennifer Huftalen answers questions about the IT Business Manager role at Community IT. How is an IT Business Manager different from a vCIO or an account manager? Learn more from this conversation.

The takeaways: 

The IT Business Manager is a unique role in the sector and at MSPs serving nonprofits. A combination of technology expertise and a business background make Community IT’s IT Business Managers ideally suited to help our clients undertake strategic planning and management of their IT. Similar to a vCIO, like an account manager but so m...

Whether you are an AI novice wondering how to catch up quickly, or an AI early adopter always looking for a new tool you can use at your nonprofit, we hope you will join us every Tuesday for another quick update on what is going on in the world of Nonprofits and AI. 

Takeaways and resources from Ep 2:

Microsoft

TechSoup https://www.techsoup.org/: A membership driven nonprofit IT resource, particularly for discounted licenses, with a large knowledgebase on many IT tools nonprofits use. AI resources for Microsoft tools, i...

Learn how to manage valuable data every day at your nonprofit.

Director of Data and Systems at the Greater Washington Community Foundation in Washington DC, Jenn Walen, discusses her role in managing data policies and training and supporting nonprofit staff in keeping data clean and organized.

Jenn stresses that you need a single source of truth, standards for data entry, and policies. Spending the time to decrease the time spent pulling reports and seeing the whole picture is extremely valuable in this moment. Jenn shares advice and experiences in getting your nonprofit’s data where yo...

Community IT is starting a new series today: Nonprofit AI. Midweek we will share 10-15 minutes of updates about AI and nonprofits - including current news stories, tips, definitions, use cases, frameworks, and resources.

Whether you are an AI novice wondering how to catch up quickly, or an AI early adopter always looking for a new tool you can use at your nonprofit, we hope you will join us every Tuesday for another quick update on what is going on in the world of Nonprofits and AI. 

Takeaways and resources from Ep 1:

1. How A...

Community IT CEO Johan Hammerstrom walks through how to think about your nonprofit IT budget at any time, but particularly if you anticipate facing steeper challenges and may have to scale back. What are the three “buckets” of your IT needs, and how can you best manage your costs while keeping efficiency and functionality? What is a nonprofit IT budgeting strategy that will work for you in 2026? 

More extensive resource on nonprofit IT budgeting:

Discovering the Value of Your Nonprofit IT Budget webinar with Johan Hammerstrom.

Takeaways: 

In decade...

Senior staff at Community IT share what happened in nonprofit IT in 2025: AI and non-AI. What tips and advice have you missed? 

Top Nonprofit IT Stories of 2025

As is our tradition, we asked some of our senior staff to talk about the most important nonprofit IT stories of 2025. This year, Carolyn gave them two categories – something in AI – or something that might not have gotten as much attention because it wasn’t something in AI.

AI continues to be a really big story. It has been described as the water we are all swi...

Are you the tech helper in your family? In your office? 

Community IT intern Jack Woodard on lessons learned over years of helping less-tech-savvy people learn the technology they need to do what they need and want to do.

Takeaways on How to Be a Tech Helper

Be patient

People who are having trouble with tech get very frustrated, and they also get very down on themselves for not being able to understand it. They aren’t setting out to be annoying or hard to deal with, but they can get very def...

What scams are circulating and how can you protect yourself and your organization?

Nonprofit Cybersecurity expert and Community IT CTO Matt Eshleman runs through common scams and new tactics that we are seeing at nonprofits and simple steps you and your staff can take at this time of year to be better protected.

Takeaways on Nonprofit Cybersecurity for the Holidays

Common scams

“Your package couldn’t be delivered” … this email tries to get you to click on a link or respond in some way, using social engineering/helpfulness/urgency to trick yo...

Johan Hammerstrom hosts the podcast this week, interviewing Carolyn Woodard on her nonprofit IT management capacity growing pet project.

100% of nonprofits struggle with IT management capacity – whether it’s optimizing limited budgets, selecting the right tools, or building sustainable tech staffing models. Or just knowing where to turn for trustworthy, professional advice. We need structured connection to share best practices and elevate what works in IT management at nonprofits. We hope this community of practice will gather best practices and that it will snowball, attracting more participants with more experiences and ideas to share.

Why a 2025 technology equity guide for nonprofits? 

Part 1 covers introductions and a deep discussion on the issues of equity in the technology your nonprofit staff use and how they use it. Part 2 delves into questions of funding tech at nonprofits and touches on creating technology tools and applications that can disrupt inequity in our communities, finishing with Q&A.

Nonprofit technology is marked by inequities within our organizations and our sector.  You can see this in staffing and processes, and the way technology tools are implemented. Learn to use the free NTEN Equity Gu...

Why a 2025 technology equity guide for nonprofits? 

Part 1 covers introductions and a deep discussion on the issues of equity in the technology your nonprofit staff use and how they use it. Part 2 delves into questions of funding tech at nonprofits and touches on creating technology tools and applications that can disrupt inequity in our communities, finishing with Q&A.

Nonprofit technology is marked by inequities within our organizations and our sector.  You can see this in staffing and processes, and the way technology tools are implemented. Learn to use the free NTEN Equity Gu...

Technology Association of Grantmakers held their 2025 Conference in Atlanta. Jenny Huftalen and Carolyn Woodard attended and share the takeaways and trends in philanthropy for tech.

The takeaways: 

Technology Association of Grantmakers (TAG) convenes members bi-annually to share knowledge and experiences on technology used at foundations and funders. Four trends stood out from this year’s conference: AI, Data, Cybersecurity, and our own health.Almost every session and keynote spoke to the prevalence of AI in our lives, in philanthropy, and in the nonprofit space. If you are feeling FOMO or feeling that you don’t know...

What Do Nonprofits Need to Know About Penetration Testing?

Nonprofit Cybersecurity expert and Community IT CTO Matt Eshleman explains what penetration testing is, why some nonprofits may need it, and why other nonprofits may not, or may not need it until after a basic assessment and vulnerability scanning. 

Do you have someone urging you to get expensive pen testing, and you aren’t sure if you really need it, or if it is just checking a box on an insurance form? This podcast should give you more information on what the pen test tests, and how...

October is ESOP Employee Owner Month

An Employee Stock Ownership Plan, or ESOP, is a legal structure used in the U.S. to create an employee-owned company. Essentially, an ESOP is a type of retirement plan that invests primarily in company stock, holding the assets in a trust for the staff. 

Community IT is 100% employee-owned. This structure means our staff participates in the company’s success. Not all ESOPs are 100% employee-owned. Our CEO Johan Hammerstrom walks through the decisions and concerns of our founder, David Deal, that the mission of...

A Panel Discussion with Matthew Eshleman and Ian Gottesman.

In part 1, Ian and Matthew discuss an approach to cybersecurity for nonprofits, taking the first steps, and 3 steps you can take to prevent at least 80% of attacks. In pt 2, they talk about making cybersecurity training more engaging, and lessons learned this year. They finish by taking audience questions.

Our nonprofit cybersecurity experts discuss the current state of risks, and the best counter-measures nonprofits should have in their toolboxes.

Learn what are cybersecurity essentials for nonprofits, and how your nonprofit organization can meet the...