IT governance

A team cyber reviewing a risk reporting template for justice services organizations

Cyber Risk Reporting Template for Justice Services Organizations

The intake queue is exploding. A partner asks for an update. A board packet is due. Then someone forwards a strange email, or a staff laptop goes missing, and suddenly the question isn’t “Do we have antivirus?” It’s “Could a client get hurt because we lost control of their information?” This is why a cyber […]

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Tech and business teams sync up for better results

8 ways tech and business teams sync up for better results

When you sit in a board meeting and the conversation turns to technology, what does “good” actually look like? For many mid-market CEOs and COOs, tech feels expensive, risky, and oddly detached from the real work of winning customers and protecting margins. Projects stall, vendors confuse the story, and no one is fully sure if

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An image of a team of people who are learning how to audit their tech stack without starting a civil war in their company

How To Audit Your Tech Stack Without Starting A Civil War In Your Company

Nobody wakes up excited for an audit, least of all your IT team. For many leaders, the idea of touching the tech stack feels like kicking a hornet’s nest of vendors, opinions, and sunk cost. Yet doing nothing is already a choice. You feel it in missed revenue, rising SaaS bills, outages, and board questions

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A team discussing 7 real-world technology roadmap examples from mid-market Companies

7 Real-World Technology Roadmap Examples From Mid-Market Companies

You are not short on ideas. You are short on a clear, believable technology plan that your team can actually execute. If you are a growth-minded CEO or founder, you probably ask yourself a simple question: What does a good, practical technology roadmap look like for a company like mine? Not a glossy vendor slide.

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A CEO wondering what questions every CEO should ask about their technology roadmap

19 Questions Every CEO Should Ask About Their Technology Roadmap Before The Next Budget Hits

Most CEOs will sign off on millions in technology spend this year without feeling truly confident in what they just approved. The charts look polished. The buzzwords sound familiar. But the real questions stay unasked. If you feel like your technology roadmap is written in a foreign language, you are not alone. You care about

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A CEO reviewing a list of ways to get senior tech leadership Without adding a full-time CTO

7 ways mid-market CEOs can get senior tech leadership without Adding a full-time CTO

You probably feel the squeeze. Your board wants real answers on AI, cyber risk, and system reliability, but a $300k-plus full-time CTO still feels like a stretch. You are not alone. Many mid-market firms have serious customers, regulators, and investors, yet rely on an overworked IT lead or a heroic engineer to play “part-time executive.”

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A team reviewing a justice organization technology roadmap

Justice Organization Technology Roadmap: A Board-Ready 90-Day Plan

Your intake queue is growing. Partner handoffs are failing. A funder report is due, and the numbers don’t match what staff know is true. These issues widen the justice gap in service delivery. That’s how tech debt shows when there is no justice organization technology roadmap in place. Not as an “IT problem,” but as

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An image of a team performing nonprofit systems map workshop

The Nonprofit Systems Map Workshop, How to Document Your Real Workflows in 2 Workshops

The intake queue is exploding. A partner handoff failed again. A funder report is due Friday, and the numbers don’t reconcile with last quarter’s spreadsheet. When that happens, it’s tempting to hunt for a new tool. But the tool isn’t the work. The work is the flow of decisions, handoffs, approvals, and sensitive information that

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