AI Readiness Diagnostic

Find where AI adoption is stalling before you spend more on tools.

A senior-led diagnostic and readiness assessment for asset managers, banks, insurers, and Private Equity firms. Leap scores readiness across 10 dimensions and turns the findings into a board-ready readout and 90-day action plan.

Format
Workshop or assessment
Audience
Executive team, in the room
Output
Board-ready readout
Built for
Mid-size FS firms

When To Use This

Use the diagnostic when AI activity is visible but value is still hard to prove.

AI pilots are not scaling beyond isolated teams.

License adoption is uneven or hard to measure.

The board is asking for a clearer AI ROI story.

Managers are unsure how to coach AI-enabled work.

Governance is slowing useful experimentation.

The Premise

Access creates activity. Readiness creates operating value. The diagnostic tests whether the firm has the leadership alignment, manager fluency, workflow design, and operating model to absorb AI into the way work actually gets done.

01

Activity is not adoption. We see this gap repeatedly in mid-size financial services firms: high tool availability, uneven behavior change, and limited measurable value.

02

Manager fluency is the throttle. Front-line managers who cannot coach AI use are the constraint on adoption, not employees, not infrastructure.

03

Workflow redesign beats workflow acceleration. Speeding up a broken process is a small win. Redesigning the work around the model is where compounding value sits.

04

Operating model decides the ceiling. If no business leader owns the outcome of AI, no amount of platform investment closes the gap.

What We Measure

Ten dimensions of organizational absorption.

The diagnostic is twenty questions across the ten dimensions below. We publish the framework. The full question set, scoring rubric, and facilitation method are part of the engagement.

01
Leadership Alignment

A documented executive thesis tied to enterprise strategy, with named accountability, not a delegation to IT.

Workshop tell

If we removed every AI tool tomorrow, which three business outcomes would suffer first?

02
Culture & Change Readiness

Active permission to redesign work, not just to use tools as-is. Anchored in real workflows, not generic training.

Workshop tell

When did someone last change how they worked because of AI, and was that change recognized?

03
Manager Support

Front-line managers who can coach, not just authorize. Manager fluency drives adoption more than user training does.

Workshop tell

Could your managers, today, hold a credible one-on-one about how someone should be using AI?

04
Talent & Skills

A current view of which roles are most exposed to AI redesign over the next 18 months, with a plan tied to that view.

Workshop tell

Which three roles will look most different two years from now, and what are you doing about that today?

05
Workflow Redesign

Use cases framed around the workflow and the outcome, with the AI capability chosen second. Not tool-first.

Workshop tell

Walk us through one workflow you would redesign first if AI were free and unlimited. Why that one?

06
Data & Knowledge Access

A defensible data foundation with clear ownership and quality baselines for the domains AI actually needs.

Workshop tell

If you built a high-value AI use case tomorrow, would the data exist, be accessible, and be trustworthy?

07
Governance & Risk Controls

Right-sized governance: enough to defend, not so much that nothing ships. Tiered by risk, not blanket-applied.

Workshop tell

How long does it take, end to end, for a new AI use case to get approved here? Is that the right answer?

08
AI Tool Adoption

Selective, role-aware deployment with adoption signals tied to real workflows, not licenses purchased.

Workshop tell

Of the AI licenses you have purchased, what percentage are actively used each week, and by whom?

09
Measurement & Value Tracking

Use cases with named value owners and metrics that surface in the business reviews that actually matter.

Workshop tell

Show us your most successful AI use case. Where does its value show up on a P&L or operating metric?

10
Operating Model Ownership

A named AI operating model (who decides, who builds, who runs, who governs) accepted across business and technology.

Workshop tell

Who, by name, owns the business outcome of your most important AI initiative?

Where Firms Land

Five maturity levels, named for the executive conversation.

Most mid-size financial services firms we meet sit at Level II or Level III. Very few are at Level IV; almost none at Level V. The level itself is less interesting than the dimension-level pattern that produces it, which is why the readout we leave behind is dimensional, not a single number.

I
Level I
Fragmented
ProfileAI activity exists in pockets. No firm-level thesis. Tooling, governance, and ownership are inconsistent or absent.
Recommended moveEstablish an executive AI thesis. Name a single accountable executive for outcomes, not delivery.
II
Level II
Experimenting
ProfileVisible pilots and a recognized intent to do more. Coordination, value tracking, and operating model are still informal.
Recommended moveMove from pilots to a managed portfolio with named owners. Equip managers explicitly. Generic training does not move adoption.
III
Level III
Coordinated
ProfileA defined AI position with named ownership. Adoption is real but uneven across business units. Governance is in place.
Recommended moveWorkflow redesign in the lagging functions. Calibrate governance for speed: tier approvals so low-risk use cases ship fast.
IV
Level IV
Scaling
ProfileAI is embedded in priority workflows, with measurable outcomes and active manager engagement. The remaining work is institutionalization.
Recommended moveBake AI expectations into hiring, performance, and promotion. Reduce key-person risk by formalizing what champions carry informally.
V
Level V
AI-ready Operating Model
ProfileAI is part of how the firm runs. Built into hiring, performance, governance, and business reviews. Not dependent on champions.
Recommended moveShift from adoption to advantage. Identify where AI-enabled work design becomes a competitive moat.

Note: we publish the framework, not the scoring rubric. The score-to-level math and facilitation method are part of the engagement because they produce the defensible result.

How It's Run

Choose the right level of evidence.

Use the short screen for fit, the workshop for fast leadership alignment, and the 1-2 week assessment when the board, executive committee, or transformation sponsor needs an evidence-backed readout and roadmap.

Best with CEO/COO, CIO or CTO, Risk/Compliance, HR/Talent, and 2-3 business leaders who own high-value workflows.

i.

Readiness Screen 30-45 min

A short fit conversation to identify whether the full diagnostic is warranted and where AI adoption appears most stuck.

ii.

Executive Diagnostic Workshop Half-dayFast alignment

A focused workshop with the leadership team in the room, full instrument, scoring, disagreement surfaced, and initial findings captured.

iii.

Readiness Assessment 1-2 weeksBoard-ready path

The richer engagement: interviews, workshop facilitation, evidence review, executive readout, and a 90-day roadmap that can stand up in front of the board.

Scoring, Practically

The disagreement is the finding.

i.

We score with the executive team in the room

Not from interviews compiled later. The conversation is the evidence; the variance across the table is the most useful data we collect.

ii.

We take the lower score when scores diverge

Disagreement on a dimension is an alignment gap. Until that gap is closed, the higher scorer’s position is not the firm’s position.

iii.

We read the pattern, not the total

A firm at Level IV overall but Level II on governance has a specific, addressable problem. The dimension-level shape is what gets written into the readout.

What You Walk Away With

An executive readout you can use on Monday.

Three pages or fewer, written in the language your board already speaks. Designed to be forwarded between executives, not reread by you alone.

Headline finding

One sentence the executive team can repeat in their next board update. Specific, defensible, and actionable.

Strengths and blockers

The three things this organization is meaningfully ahead on, and the three places it is most exposed. Ranked by impact, with evidence.

Dimension-level map

A 10-dimension readout showing where the firm is consistent, where it is uneven, and where the executive team disagrees with itself.

30-day actions

Five named moves the executive team can make in the next month without a full transformation program.

90-day roadmap

The structural moves (Align, Prioritize, Operationalize) sequenced so each phase makes the next one easier.

Sample readout · illustrative
Mid-cap asset manager, 280 staff
Maturity: Level II, Experimenting
readout · v3.2 · sample
Lead
Cult
Mgr
Tlnt
Wflw
Data
Gov
Adopt
Meas
OpMdl

Adoption is concentrated in two desks. Manager-level fluency is the binding constraint, not data, and not governance, though governance will become one inside six months if the use-case pipeline is not actively managed.

Top blocker
Manager Support · Talent & Skills
Top strength
Governance & Risk Controls
Recommended path
Manager track + 3 use cases, 90 days

Get In Touch

Schedule a 30-minute readiness fit call.

We will help confirm the right path: a fast workshop for alignment or a deeper readiness assessment with interviews, evidence review, and a board-ready roadmap.

Direct line

AD
Adam Davis
Co-founder · Data & AI
adam@leap-ts.com516-526-0890
HV
Hortense Viard
Co-founder · Risk & Governance
hortense@leap-ts.com347-559-9448