@kylercheatham: PLEASE SHARE YOURS! 3 themes I see in ALL tech restoration projects #digitaltransformation #businesssystems #corporatelife #informationtechnology #techtok

Kyler Cheatham
Kyler Cheatham
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Region: US
Tuesday 14 April 2026 14:51:54 GMT
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greendragon926
user40061968044125 :
Average CIO tenure is less than 5 years. A new CIO is typically brought in to be a change agent and/or to improve compliance. By the time they evaluate current state, look for solutions, make purchase decisions and implement- they are on to their next role. Do they leave because their project is failing / about to fail? Or because have they been put through the wringer by consultants? Or because the rest of the c-staff has also churned and nobody knows what problem they started to try and solve 4 years ago
2026-04-14 18:35:58
13
deshtroy
DeshTroy on TTK :
IT is the business strategy enabler - full stop.
2026-04-14 15:04:48
7
pizzabangle
pizza bangle :
a huge contributor to IT/Bus misalignment is that IT doesn't trust users of the system. just as you're saying IT roles have evolved, so has every other role and many non IT staff are highly knowledgeable about technology, system updates, projects, etc. but when IT thinks a new system is needed the rest of the org is treated like toddlers who don't know what is good for them. contracts get signed that sound good to IT leadership and everyone has to deal with the fallout
2026-04-15 15:37:58
7
kimberleybradley54
Kimberley :
Facts ❤️❤️❤️40 years of existence validates this.
2026-04-19 19:12:49
0
kerryiscurrentlyreading
kerry_is_currently_reading📚🦄 :
Legacy systems that just need "a simple integration" 😂😂😂
2026-04-15 13:04:08
2
ravitgutman
Ravit | The Introvert CEO :
I would call #1 as the underestimating the complexity that IT likes to do
2026-04-16 02:32:05
1
automattic7
automattic :
One of our veterans in this space: “Everyone can find money to pay for something twice, but no one wants to pay it right the first time”.
2026-04-14 21:06:38
2
temmytynn
Temmy 🇨🇦 :
I'm on the "champion" team for UAT for a software rewrite that a 3rd party vendor is doing for a major platform we use. They did discovery years ago but the lead developer checked in almost daily at the beginning of the project to validate that things were being developed in a way that aligned with daily use on the end user side. Then he left and visibility to the project disappeared. I'm beyond frustrated now that the end product is nearly finished and it's too late to make changes as we begin to see what's being rolled out and that some things are missing the mark.
2026-04-14 21:57:12
2
themelissamerchant
themelissamerchant :
"But, in the demo..." 😳
2026-04-15 03:16:44
2
maicolphotography
Maicol Photography :
You need to speak about how people use terms incorrectly. People no longer know what Sandbox, DEV, QA, and PRD are? I don’t agree with this DevOps crap it’s just development trying to involve itself in operations. Sorry venting.
2026-04-15 11:52:47
3
akindewani
Lanky :
I was tasked to purchase 1 mill of devs ops tooling for the iseries.. Had to do it over a December. A year later we just binned it 😂😳
2026-04-14 19:14:28
3
lindsayobaji
Lindsay Q :
IT driving their tech agenda (solution looking for a problem) instead of business and industry need. Then the gap between IT and business driven by lack of shared language and knowledge to get solid requirements, risk tolerance, etc. I do believe an AI enabled intelligence infrastructure could help companies finally close that gap…if they first acknowledge the gap exists.
2026-04-18 10:59:54
0
lily_and_lou_kitties
Lita :
How about when leadership approves a contract of a shiny new system, but don’t want to get people to install or upgrade them? Licenses are not enough if you need to maintain your own infrastructure 🤦🏻‍♀️
2026-04-17 04:23:17
0
andrews8497
💙💙💙Andrews💙💙💙 :
💯💯💯🔥🔥🔥 Always
2026-04-15 19:45:35
0
kobe6527
kobe :
consultants v consultants 😂
2026-04-14 15:26:57
2
1marcusharris
Marcus Harris :
this is really good!
2026-04-14 17:36:59
3
vampirelege
vampire-lege :
Do I know something about this? No. Do I listen? Yes, you are so knowledgeable and no Nonsense, it's great!
2026-04-14 15:05:30
1
antonio3768910
Antonio :
can you tell us more about cloud systems in a business and how the cost is hard to forecast and control and what are the best practices
2026-04-15 15:27:26
1
jessicaborgeslaw
Techgirl321 :
Businesses don’t run without the network, how do leaders still not understand that
2026-05-02 19:32:07
0
tonywittry
tonywittry :
lol…. You could have stopped at reason #1…. But you had to continue
2026-06-09 20:19:02
0
user10111010111
Jacquelyn Umpstead :
Wait your supposed to work with the PMO 😳
2026-04-14 23:40:26
1
harken144
Harken :
Weaponized scope of work. Hiding politics in scopes of work
2026-04-14 22:01:27
1
nameless_one2
tank0man :
ITIL
2026-04-15 00:09:10
1
lhdaley98
user3865947682364 :
Especially if you have a leader who starts conversations on airplanes sitting next to people who sell them great ideas that they bring home and want to implement😂
2026-04-21 10:19:17
0
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