silhouette of a person sitting in front of a laptop

The Problem

Fragile systems are stealing time, trust, and impact from your mission

When Systems Get In The Way Of The Work

If you stand behind frontline advocates, you feel the drag when systems do not work. Intake sits in one tool, referrals in another, notes in shared drives, and grant data in spreadsheets no one fully trusts. Simple questions from boards or funders take days to answer.

Instead of supporting staff, technology soaks up their time. People build workarounds. New projects stall because no one is sure what the systems can handle. You carry a justice mission, yet you spend your days chasing logins, exports, and missing data.

It should not be this hard to run work this important.

If this sounds familiar, it is a sign your systems need attention, not that your team is failing.

Man climbing a rock wall with colorful holds
Man climbing a rock wall with colorful holds
a group of people walking up a hill
a group of people walking up a hill

The Challenges You Face

You are not alone in the struggles and roadblocks that you face.

white and black One Way-printed road signages
white and black One Way-printed road signages
Confusing Complexity:

Case management, CRM, training platforms, spreadsheets, and email all hold different pieces of the same story. No one sees the full picture. Leaders chase numbers across tools, and staff invent side systems just to keep programs running.

If your team spends more time stitching data together than using it, it is time to step back.

A fire extinguisher hanging on a wall
A fire extinguisher hanging on a wall
Exhausting Reporting Fire Drills:

Funders, boards, and commissions want credible numbers. Your systems were not built for that. Staff copy and paste from exports, fix errors by hand, and rebuild the same reports every quarter. People are burning out, and leaders worry the data still is not right.

Reporting should be a routine, not a crisis.

round black metal compass on map
round black metal compass on map
Constant Worry About Security and Privacy:

You hold information about people who are detained, displaced, criminalized, or otherwise at risk. Old tools, unclear access, and ad hoc file sharing make leaders quietly ask, “What if something leaks.” There is no in house CISO, and security advice often ignores the realities of legal aid and advocacy work.

Protecting people includes protecting their information.

a person holding a book with writing on it
a person holding a book with writing on it
No Dedicated Technology Leadership:

Executive directors, COOs, and CFOs end up acting as “accidental CTO.” Vendors drive key decisions. Everyone feels the weight of the mission, yet there is no trusted senior voice who understands both justice work and complex systems.

You should not have to carry technology leadership alone.

The Cost of Inaction

Imagine the impact of leaving these problems unaddressed:

  • Staff capacity erodes. Talented people spend hours in spreadsheets, duplicate data entry, and manual workarounds instead of supporting advocates and clients.

  • Credibility with funders and boards weakens. Inconsistent data and last minute reporting make it harder to win new grants or grow existing ones.

  • Risk quietly grows. Outdated tools, unclear access, and shadow systems increase the chance of a security or privacy incident that harms the very people you exist to protect.

  • Opportunities pass by. New partnerships, pilots, and grants require clear data and confident governance. Fragile systems make it hard to say yes.

The risk of standing still is higher than the risk of starting a structured clean up.

a person is writing on a piece of paper
a person is writing on a piece of paper

Leaving These Problems Alone Has A Real Price

Why It Is Time For Change

CTO Input exists for the quieter layer of the justice ecosystem. We listen to how work really happens, map the mess without blame, and then design a practical plan to modernize systems, data, and security at a pace your team can handle. You do not need another vendor pushing tools. You need a seasoned technology and cybersecurity leader who understands legal aid, advocacy, and philanthropy.

You deserve systems that are as serious about the mission as your people are. Systems that make it easier to protect more vulnerable people with less chaos and more safety.

The first step is simple. Put your top three system headaches on the table and we will talk them through together.

You deserve systems as relentless as your vision

Entry.com Logo
Entry.com Logo
”We recently worked with CTO Input on a fractional CTO engagement, and it was a great experience. They helped us run a full technical audit, identified key gaps, and put together a clear plan to modernize our systems and processes. CTO Input is hands-on, easy to work with, and brings real technical and leadership experience to the table. They gave our team direction and helped us get organized for the next phase of growth. I highly recommend the CTO Input team to any organization looking for an experienced outside perspective to strengthen and align their technical direction.”

- Andrei Stefan, COO of Entry.com