Make your next technology decision with independent advice.
A senior technology advisor to help you decide what to buy, what to question, and what to ask your IT company.
For owners and executive directors of organizations with 20 to 250 staff. You don't have a CIO or CTO. You do have an IT company or an IT person.
Your IT company sends a quote for $40,000. A staff member wants to use a new AI tool with client data. Your cyber insurance renewal asks whether you test your backups.
Who do you ask?
Take that $40,000 quote. Here's how each level helps:
Membership
I help you work out the right questions about scope, alternatives, timing, and cost, based on what you share. You take those questions to your IT company.
Private
I read the proposal itself and give you my written assessment.
Technology Ownership Review
I assess your whole organization, when the decision needs a broader look.
An example of the advice
Illustration. Not a client story.Your IT company recommends a $40,000 server replacement.
- 1Why does this need replacing now? What evidence shows it?
- 2What are two other ways to solve this, and what does each cost?
- 3What happens if we wait 12 months?
You know what information to request from your IT company, and what to look for in their answers before you approve the quote, ask for changes, or look into it further. You decide. Your IT company does the work.
How it works
- 01
Join and tell me the decision in front of you and its deadline.
- 02
Within 2 business days, I post in the private community the questions to send your IT company and what a useful answer looks like.
- 03
You take those questions to your IT company. Bring their answers back to the community or to office hours.
What you get
- In your first week: we pick one decision, prepare the questions for your IT company, and agree on what answers you should get back
- Two live office hours a month with a senior technology advisor
- Written answers to your questions within 2 business days
- Practical templates, such as an AI use policy and an IT contract checklist, matched to your decisions
Renewal Review: Would We Buy This Again Today?
It helps you decide whether to renew a software, service, or support contract as is, renew with changes, replace it, or cancel. Use it 60 days before the renewal date. It takes about 15 minutes per contract.
| # | Question | Yes | No | Not sure |
|---|---|---|---|---|
| 1 | Would we buy this again today, at this price, knowing what we know now? | |||
| 2 | Do we use it? How many people logged in during the last 90 days, compared with the seats we pay for? | |||
| 6 | Do we know exactly how to cancel, and the deadline to do it? | |||
| 7 | If we leave, can we get all our data out, in a usable format, at no extra cost? |
Any No or Not sure is worth a conversation before you sign.
I take no vendor commissions or referral fees. I don't sell hardware, software, or IT services through this engagement. My only interest is yours.
About Kenneth
I've led technology for 20 years, at a regional sports network, a statewide news network, a state health agency, county government, and the Florida House of Representatives. I hold an MBA from Florida A&M University, a master's in IT from Florida Tech, and a bachelor's in IT from Florida State. I'm completing a PhD in Technology Management. I've taught IT at Keiser University and Florida A&M.
I'm speaking at FETC 2027 and I've written on school cybersecurity in the Tallahassee Democrat.
"Kenneth led and oversaw several projects ... that led to huge cost savings and immense organizational efficiencies. Kenneth is well organized. A team would be lucky to walk into an environment that he set up."
Who it's for
You don't have a CIO or CTO. You do have an IT company or an IT person who handles fixes.
- Owners, executive directors, and operations leaders
- Organizations of 20 to 250 people
- Teams with an outside IT company or one internal IT person
Who it's not for
- Organizations looking for day-to-day IT support. Your IT company handles fixes. I help you make the decisions.
$147 a month, or $594 for six months, which works out to $99 a month.
What the membership includes and doesn't
- One named person per membership
- Up to 2 written questions a week, answered within 2 business days
- Group office hours, plus one optional 20-minute check-in call in month 3. No other private calls.
- General advice, with no review of your documents
- No contact with your vendors, no hands-on work, no emergency help
- Requires an outside IT company or an internal IT person
What's the difference?
Members get help identifying the right questions and comparing choices from the information they share. Private includes review of a specific document, such as a quote, proposal, or contract.
Need someone to read a specific proposal or contract? Ask me about Executive Technology Advisory Private.
Ask within your first 30 days, and I'll refund the membership fees you've paid. No conditions.
Not sure yet? Book a free 15-minute Technology Checkup.
Office hours: the teaching portion is recorded for members. Recording stops when members discuss their own situations.
After six months, continue at $147 a month, prepay another six months at $594, or stop. No automatic charge without your approval.
Standard membership fees paid during your current term are credited once toward one Technology Ownership Review. See the membership terms.
By joining, you agree to the membership terms.
Founding enrollment is limited to 10 seats. Enrollment closes Monday, November 30.
Join Executive Technology AdvisoryFrequently asked questions
What if I don't have an IT company?
Membership requires an IT company or an internal IT person. If you have neither, book a free Technology Checkup and I'll tell you what to look for in one.
Can I email or call you?
Questions go through the private community, so every answer stays organized and searchable. Calls happen during group office hours, plus one optional 20-minute check-in call in month 3.
What if my question is urgent?
Call your IT company. Membership is for decisions, not emergencies.
Is my information private?
The community is private to members, and other members can read every question and answer. Keep confidential documents, names, passwords, and client details out of posts. For a confidential conversation, ask about Executive Technology Advisory Private.
What happens after six months?
You choose: continue at $147 a month, prepay another six months at $594, move to the Technology Ownership Review, or stop.