Frequently Asked

Questions leaders ask before working with ChiefAI.

The most common questions we hear from CEOs, COOs, CROs and founders considering AI strategy, implementation and adoption. Short, direct, no marketing fluff.

How we engage

90 days
Sprint length. Strategy plus working tools shipped inside the window.
Month
To month after the sprint. No annual lock-in.
AaaS
Pricing visible upfront. No proposal cycle, no scope dance.

01

About ChiefAI

Who we are. What we sell. How we work.

What is ChiefAI and who do you work with?

ChiefAI is a fractional Chief AI Officer and build team for B2B services firms doing $5M to $200M in revenue. We embed an experienced AI executive into your business and ship working AI tools in week one, not slide decks in month six. We work with staffing firms, wealth and advisory firms, professional and managed services companies, and B2B SaaS teams.

How is ChiefAI different from AI consultants and agencies?

Big consulting sells you a strategy deck for six figures and a twelve-month engagement. AI tool vendors sell software that needs an internal owner. ChiefAI ships a working tool in week one and pairs it with the executive judgment that makes tools actually land. Pricing is visible. Month-to-month after the first 90 days.

What services does ChiefAI offer?

One product, AI-as-a-Service. A fractional Chief AI Officer plus a build team in three flat-rate monthly tiers ($3,500, $6,500, $14,500). Every tier ships a working AI tool in week one and runs in 90-day sprints. Full breakdown on the Services page.

What industries does ChiefAI specialize in?

We focus on four B2B services verticals where senior time is the bottleneck and small productivity gains move revenue: Staffing & Recruiting, Wealth Management & Advisory, Professional & Managed Services, and B2B SaaS & Technology.

How do I get started with ChiefAI?

Two paths. Book a free strategy call with us if you want to talk through fit. Or take the free AI Readiness Score first to see where your team stands. Either path is a fit-test, not a sales pitch.

02

Implementation & ROI

What week one looks like and how we measure results.

How long until we see ROI from AI?

Day seven, your first AI tool is shipped. Day 90, you have measurable ROI. Engagements run in 90-day sprints with success metrics defined upfront. Month one is readiness audit and first tool shipped. Months two and three are build, train and prove ROI.

Do we need to replace our current tools to use AI?

No. We design AI workflows inside the systems you already use, including Salesforce, HubSpot, Bullhorn, Orion, Jira and Notion. We integrate AI into your existing stack. We only recommend new tools when they are necessary to hit your goals.

Will AI replace our employees?

No. We use AI to remove the hours your senior people lose to admin work. The point is to make every senior more productive, not to make the team smaller. The firms that win pair human judgment with AI execution.

We tried AI tools before and didn’t see results. Why would this be different?

Tools fail when no one owns them, the workflow isn’t redesigned and there is no adoption plan. ChiefAI starts with the operating model. What should change, who owns it, how success is measured. AI gets implemented where it removes real friction with training and governance from day one.

How do you measure success and ROI?

Outcomes in business terms: cycle time reduced, throughput increased, cost-to-serve lowered, time saved per role, error rates reduced, revenue impact. We baseline performance before anything changes and track impact by phase so you see exactly what is working.

03

Security & Governance

How we keep AI use safe and compliant.

How do you handle data security and privacy?

We design with clear data boundaries, least-privilege access and auditability in mind. We help establish approved tools, usage standards and governance frameworks before deployment. Every workflow includes appropriate human review and oversight to protect sensitive information.

What AI governance do you put in place?

Governance includes who can approve AI use cases, what tools are permitted, how data should be handled and what review standards apply. We write practical policies, train teams on responsible use and embed guardrails into workflows so governance becomes part of daily operations, not a barrier.

Is AI safe for regulated industries?

Yes when implemented properly. We help organizations in financial services, professional services and other regulated industries adopt AI with appropriate controls, documentation and compliance alignment. Governance is built in from day one, not added later.

04

Working with ChiefAI

Engagement, pricing and what to expect.

What does an engagement typically look like?

A 90-day sprint at one of three flat tiers. Week one is AI readiness audit and the first tool shipped. Weeks two through eight are build across the business. Weeks nine through twelve are scale adoption. Month-to-month after the 90 days.

Who needs to be involved from our team?

An executive sponsor for decisions, a small set of process owners for input and a point person for systems coordination. Most of the work happens with minimal disruption to daily operations. Adoption is built into the workflow, not bolted on.

How much does it cost to work with ChiefAI?

Three flat monthly tiers: Essentials at $3,500, Growth at $6,500, Enterprise at $14,500. No setup fees, no hourly billing. See the full tier breakdown for what is included at each level. Month-to-month after the first 90 days.

Do we have to commit to a long-term contract?

90-day minimum so we have time to assess, build and prove ROI. After that, month-to-month with 30 days notice to pause or cancel. If we are not producing results in 90 days, you should not stay.

05

By Industry

Specific questions for your vertical.

S

Staffing & Recruiting

W

Wealth Management & Advisory

P

Professional & Managed Services

B

B2B SaaS & Technology

Question we did not answer? Ask us directly.

Book 30 minutes. Bring the question. He will give you a real answer based on what we have shipped for other clients in your situation.