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, not to mention fancy IT … anything else you want to know about?

We don’t have a crystal ball but we do know our way around nonprofit IT.
We’ll look back at the trends of 2025 and what we got right last January, and we’ll look ahead to make predictions for 2026.

The nonprofit tech roundtable is always one of our most popular webinars every year. As with all our webinars, this presentation is appropriate for an audience of varied IT experience. Community IT is proudly vendor-agnostic, and our webinars cover a range of topics and discussions. Webinars are never a sales pitch, always a way to share our knowledge with our community.

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
• on LinkedIn

Thanks for listening.

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 environmental and community costs of massive data centers to the inherent biases found in Large Language Models. She also discusses the potential risks to mental health and the concerns surrounding the concentration of power within a few global tech giants.

Our goal isn’t to steer you toward a specific choice, but to provide a framework for understanding how these tools may intersect—or conflict—with your commitment to equity, sustainability, and community trust.

This conversation is designed to be a starting point for your internal discussions. We cover four major areas of concern: power imbalances, bias and exploitation, environmental impact, and the psychological effects of AI-human interactions. By acknowledging these challenges openly, nonprofit professionals can make more informed, intentional decisions about if, when, and how to use these tools in a way that truly serves their mission and the people they support.

Resources:

https://www.wired.com/ai-issue/

Imbalance of Power:

https://www.forbes.com/sites/stevenwolfepereira/2026/01/20/davos-wont-save-us-from-ai-the-boardroom-might-be-our-last-hope/

https://nonprofitquarterly.org/how-nonprofits-can-resist-the-ai-efficiency-trap/

https://medium.com/@Craig_W/the-corporate-playbook-when-good-ai-goes-bad-by-design-aedf9621b07b

Bias and Exploitation:

https://www.ibm.com/think/topics/ai-bias

Racism, Surveillance and AI panel, Howard University, October 2025

Environmental and Community Impact:

https://news.mit.edu/2025/explained-generative-ai-environmental-impact-0117

https://naacp.org/campaigns/stop-dirty-data-centers

Mental Health Impacts:

https://jedfoundation.org/american-psychological-association-on-generative-ai/

https://www.psychiatrictimes.com/view/preliminary-report-on-dangers-of-ai-chatbots

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
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Thanks for listening.

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 much more, the IT Business Managers work with the primary contact to manage and understand the costs and strategies of IT investment in addition to supporting the help desk team provide day-to-day support.
• The IT Business Manager comes in at onboarding and helps analyze the initial assessment. IT Business Managers at Community IT can spot trends, identify duplicate tools, extra licenses, help the client create an accurate inventory of devices and licenses, and basically work in manageable stages to move the nonprofits’ IT to a “steady state” of well-managed IT.
• Community IT considers our clients our partners in managing IT. Nonprofits know what their ideal IT would look like. We find that a part time vCIO who parachutes in monthly or quarterly can’t develop the deep understanding of that client’s needs and pain points and help them invest wisely and manage change. The IT Business Manager at Community IT monitors trends in help desk tickets and identifies ways technology can make the nonprofit more efficient and secure. And the IT Business Manager documents everything, so you can ask any questions and understand how your processes work and what IT you are using.
• The IT Business Manager has a long term relationship with your organization and can develop 3-5 year planning in conjunction with your executive team that can be used for grant applications and funding support. For just one example, check out our case study on how an adult charter school in DC was able to implement a 4 year plan in 3 months to move all their students to remote learning in 2020.
• Using Community IT and having access to an IT Business Manager solves the nonprofit problem of trying to hire for this leadership position and find people with a technical AND business background and be able to retain these unique people. And the IT Business Manager at Community IT has the entire team as a resource and their experience at other clients, so you get the benefit of that network of information and expertise.

Navigating the complexities of IT management doesn’t have to be a solo journey for nonprofit leaders. By bridging the gap between high-level strategy and daily operations, the IT Business Manager ensures your technology is an asset rather than a cost. At Community IT, we believe the strongest solutions come from this kind of deep, human-centered partnership. To learn more about how our unique approach to IT management supports long-term mission success, we invite you to listen to our podcast episode or reach out to start a conversation today.

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
• on LinkedIn

Thanks for listening.

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, including training: https://techsoup.course.tc/catalog/exploring-ai-with-microsoft-tools

Google

Generative AI training and help: extensive resources on using Gemini, including nonprofit-specific use cases and examples.

The Human Stack

Built around up-skilling your existing nonprofit staff to better manage IT, offers affordable workshops and classes, including a 60 minute course for getting better at AI. https://thehumanstack.com/

Perplexity and Charity Navigator

Perplexity is an AI tool that announced a partnership with Charity Navigator to use the Charity Navigator database to improve outputs when asking about nonprofits. https://www.perplexity.ai/hub/blog/research-nonprofits-with-charity-navigator-on-perplexity

As with all AI tools, follow your nonprofit's guidelines and policies when logging into non-enterprise accounts - enterprise licenses are more secure and offer more privacy, so use them when you can!

Claude and Candid

Claude is Anthropic's AI tool, and has partnered with Candid to improve outputs when researching nonprofits, grants, foundations, etc. To learn more: https://candid.org/blogs/claude-for-nonprofits-candid-mcp-connector-access-nonprofit-data-ai-assistant/

Q&A

Want to ask a question about nonprofit AI and get an answer on a future episode? Got a use case you want to share? A cautionary AI tale you want to warn other nonprofits about? Let's grow this community! Get in touch with Carolyn here, on our website, or on reddit https://www.reddit.com/r/NonprofitITManagement/

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
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Thanks for listening.

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 you want it to be.

Everybody wants to look good. Good data helps everyone at your organization look good – to your board, your executives, your donors, your constituents. And good data saves everyone time.

Additionally, nonprofits looking for one thing they can do to protect themselves in this political environment should look to their data governance and standards. This project doesn’t have to involve highly paid consultants or new expensive tools. It just takes prioritization, time, and good change management.

Recommendations:

Be consistent. Create standards and uphold them. No exceptions.

If you need data governance documentation, templates and assistance are available online. You don’t have to start from scratch, ask your colleagues.

Kindness along the way is important. This is not easy. Data clean up is a pain. Everyone lending a hand can help create solidarity and a culture of accuracy. Support your colleagues!

People learn in multiple ways and with multiple styles. Provide training and support to meet them where they are.

Get support from leadership to emphasize data clean up priorities.

It is so satisfying when the data is in good shape. The rewards for doing the hard work are great.

Is there an AI tool that can do this for you?

AI tools are helpful. Start with education and training on the tools you plan to use. The tools you can use will depend on your database. Get the training from your vendor on the AI that is being incorporated into your tool. Work with a data consultant to understand implementing AI to understand the implications, the security, and matching the tool to your needs and use policies.

Every output from AI needs to have a human review. Don’t expect to give AI your data and have it sort and clean it for you with minimum input from humans.

Be careful. Respect confidentiality and follow your organization’s data governance policies. Think about how you would want an organization to handle your own data.

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
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Thanks for listening.

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 AI Works: The Fast-Paced Library

Think of a Large Language Model (LLM) like a super-fast librarian who has read almost everything ever written. When you ask a question, the AI doesn't "look up" a file; it predicts the next word in a sequence. It processes your request into small "packets" of data (tokens) that are sent to massive datacenters. There, billions of mathematical calculations happen in milliseconds to return a response that sounds human.

2. Embedded AI vs. Prompting AI

You are already using AI, even if you haven't opened a chatbot.

• Embedded AI: This is "hidden" technology inside tools you use daily, like Google Search algorithms, GPS route optimization, or even your email’s spam filter.
• Prompting AI: This is "Generative AI" like ChatGPT or Gemini, where you actively start a conversation (a "prompt") to create something new, like a draft email or a report summary.

3. Use Enterprise Logins

You should use the Enterprise versions of tools like Microsoft Copilot or Google Gemini (logging in with your work account) rather than the free, public versions. This should keep your data "walled off." This ensures your donor information or internal notes aren't used to train the public model or seen by anyone outside your organization.

4. Policies are Your Starting Point

While many nonprofits are still catching up on formal IT governance or employee handbooks, AI represents a unique moment to start documenting your "rules of the road." You don't need a 50-page document, but you do need clear guidelines for your team on what data can be shared with AI, who is responsible for fact-checking AI outputs, and how your organization discloses AI use.

5. It is Okay Not to Know Everything

Your role as a leader is to focus on strategy and ethics, not the underlying code. It is perfectly professional to say, "I'm still evaluating how this tool fits our mission," or "I need more information on the privacy implications before we proceed."

Resources:

What is Generative AI? – IBM

AI for Nonprofits: What You Need to Know – In the Microsoft/TechSoup Digital Skills Center

AI Is Already in Your Nonprofit – Community IT Innovators

AI Suitability Kit for Nonprofits - NetHope

Artificial Intelligence (AI) for Nonprofits – The Nonprofit Alliance

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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 decades of assisting hundreds of nonprofit clients with putting an IT budget together – often coaching how to create and talk about the budget with stakeholders, executives, and board members – Community IT CEO Johan Hammerstrom has come to think of your nonprofit IT budget in three “buckets.” Every nonprofit has a different budget process, so take that into account when connecting your IT needs and priorities to your own process.

Remember that your IT budget is not a technology task. It is a technology + business needs task. You need to incorporate the big picture. And don’t forget that IT is just another strategic asset that you manage like your lease, your programs, your payroll.

Don’t make assumptions about what is “too expensive.” If you want to recommend something in your IT budget, make the case for it

Necessity/Non-Negotiable

Licenses and subscriptions are non-negotiable. Luckily, licenses are usually predictable, fixed costs per seat.

Infrastructure needs to be current.

Cybersecurity is non-negotiable. Make sure your protections are following best practices. Use your financial auditing process and insurance checklists to update and upgrade your cybersecurity.

Can Postpone (and Plan For)

Laptop replacements.

Redesigning your website.

Older server replacement/moving to the cloud for all functions.

Everything that can be postponed should come down to a business decision.

Discretionary (Can Postpone Indefinitely)

Updating systems like a CRM or other software. Where there is no critical immediate impact of not updating, the organization can make a long term plan to do the updates relative to other, more critical and immediate needs, knowing that times and needs may change, costs may come down, AI may change the software/system landscape entirely.

When facing difficulty with funding, you will need to prioritize immediate needs and long-term needs.

Having a relationship with your funder where you can talk about your planning and decision making can help. Having a nonprofit IT Roadmap is a big help.

Community IT knows 2025 was very challenging to our nonprofit sector. With all of the budget challenges our friends and colleagues are negotiating, we hope we can help nonprofit IT be the least difficult to manage.

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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 swimming in, whether we like it or not. It’s going to be impacting all of us, and transforming every sector that nonprofits care about, in the coming years. Education, environment, government, health, privacy and advocacy, immigration, the economy – its easier to ask what issue will not be transformed in 2026 by AI because the answer is none.

And in addition to transforming the communities nonprofits care about, perhaps more immediately AI will be transforming the day-to-day work nonprofit staff do, in new and quickly evolving ways. Community IT will continue to be a trusted partner as you make AI decisions and learn AI tools for productivity and added value.

In addition to reflecting on AI or giving advice on AI tools, many of our staff members gave practical tips on changes to look for in 2026, from budgeting for increasing costs of laptops because of increasing costs of RAM storage (caused by AI needs!) to the increased security of Microsoft 365 login protections, to data protection considerations and updates to look out for, including Microsoft Archive.

Data security and the value of data to nonprofits will continue to be of high importance in 2026, as will the evolution of cybersecurity.

Finally, we know 2025 was very challenging to our nonprofit sector. With all of the changes our friends and colleagues are negotiating, we hope we can help nonprofit IT be the least difficult to manage.

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• Register to attend a webinar in real time, and find all past transcripts at https://communityit.com/webinars/
• email Carolyn at cwoodard@communityit.com
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Thanks for listening.