Discovery guide
A. Engagement scope & use cases C2 Solution, use-case activation · orchestration mode
Interview guide
- Which workflows consume the most analyst and associate time today, and where do errors or rework happen most?
- Which documents does the team produce repeatedly (IC materials, screening summaries, LP reports, board packs)? Roughly how many of each per quarter?
- If we could take three things off your team's plate in the first ninety days, which three would prove the most value?
- Who owns each of those workflows end-to-end, and who would champion this program internally?
- For each workflow: should steps run one-after-another with review between, or in parallel with review at the end?
- Are there client-specific sequences we should compose from standard steps, and where exactly do they deviate from your standard lifecycle?
Data and document requests
- Two or three recent examples of each key document type (redacted is fine)
- Deal-team org chart with roles
- A list of active workflows with their owners
What we do with it: Feeds the use-case selection matrix: volume, pain and feasibility scored together, producing the ninety-day pilot shortlist.
B. Ways of working & your language C3 Knowledge, stage & gate name mapping · overlay selection
Interview guide
- Walk us through your deal lifecycle from sourcing to exit, in your words. What do you call each stage?
- What are your approval points called (IC pre-read, partner review, sign-off)? Who approves at each one?
- What does 'done' mean for each major document, who signs off, and what happens after?
- Is your strategy closer to buyout, growth, credit, or a mix? Anything unusual about how you run process versus a typical firm?
Data and document requests
- Any process documentation or playbooks that exist
- A sample IC calendar and agenda
- Your approval matrix or delegation-of-authority document
What we do with it: Becomes the stage and gate name mapping in the binding, checked against the ontology for anything their process has that ours lacks.
C. Documents, templates & house style C1 Experience, house templates · output formats · tone
Interview guide
- Which templates are sacred, where the format must be matched exactly? Which are flexible?
- What formats does the team actually work in for each output (PowerPoint, Word, Excel, PDF)?
- What are your conventions for numbering, citations, and sourcing inside documents?
- Which currency, date and number conventions and which languages must outputs follow? Do any documents need to render in more than one language?
- Show us two or three pieces the team considers its best work, what makes them the standard?
Data and document requests
- House templates for each document type
- Brand guidelines
- Three 'gold standard' example documents the team is proud of (these become the quality bar we test against, subject to the data-rights conversation in section I)
What we do with it: Templates convert to render specifications; the gold-standard set becomes the evaluation baseline every output is scored against.
D. Systems & data sources C5 Integration + C6 Data, source selection · field mappings · sync
Interview guide
- Where do deal documents live (VDR provider, SharePoint, Egnyte, network drives)? How are folders organized?
- What is your system of record for deals and pipeline (DealCloud, Salesforce, Affinity, spreadsheets)?
- What do you use for fund administration and portfolio monitoring? Is there a data warehouse?
- Which market-data subscriptions does the team rely on (CapIQ, PitchBook, Preqin)? Do the license terms permit programmatic access?
- For each source: how fresh does the data need to be, real-time, daily, weekly?
- Which systems are cloud versus on-premises, and who administers each?
Data and document requests
- A systems inventory with owners and admin contacts
- Sample exports or schemas from the deal system and fund admin
- An example VDR folder structure from a recent deal
- Your market-data license terms (the clauses on automated or API access)
What we do with it: Produces the systems inventory and the field-mapping workbook; each source is scored for connector fit: library, configure, or build-and-promote.
E. Access, security & compliance C7 Environment, identity provider · residency · retention · scopes
Interview guide
- What is your identity provider (Entra ID, Okta, Google)? Is single sign-on mandatory for vendor tools?
- How should access be sliced, by deal team, by fund, by role? Are there information walls or clean-team situations we must respect?
- Where must data physically reside? Any jurisdictions to avoid?
- What are your retention and deletion policies for deal materials?
- Which regulatory frames matter to you here (SEC marketing rule, GDPR, internal AI policy)?
- Do you classify data by sensitivity today? Are there classes that must never reach an external model vendor, or only through private, in-region endpoints?
- What does your vendor security review involve, and how long does it usually take?
Data and document requests
- Your security questionnaire, early, so we can run it in parallel
- IT and security points of contact
- Your existing AI usage policy, if one exists
- Your data classification scheme or sensitivity tiers, if defined
- Relevant excerpts of the compliance manual on records and communications
What we do with it: Fills the identity, residency, retention and data-sensitivity slots and starts the security review clock, run in parallel so it never blocks the pilot.
F. Human oversight & governance C2/C7, HITL placement · gate approvers · escalation · overrides
Interview guide
- Where must a human review no matter what, even at the cost of speed?
- Who approves at each gate, and what should happen when they are unavailable (backup, escalation clock)?
- For each use case: should the system draft-for-review only, or may some outputs file automatically once trust is earned?
- When someone overrides or rejects an output, how should that be recorded and who should see it?
Data and document requests
- Named approvers and backups for the approval matrix
- Escalation expectations (how long may an approval wait before it escalates)
What we do with it: Becomes the approval matrix and escalation configuration, and sets which use cases run draft-only versus filing automatically.
G. Where the work happens, channels C1 Experience, channel mix · embedded surfaces · MCP hosts
Interview guide
- Where does the team actually live during the day, Outlook, Teams, Excel, the deal system?
- Do you already have enterprise Claude, Copilot, or similar? Which AI interfaces are sanctioned by IT?
- How should the system reach people proactively, notifications in Teams, email digests, nothing unsolicited?
- Any interest in voice or mobile access, or is desktop the reality?
Data and document requests
- Current collaboration tool stack
- Enterprise AI licenses already in place
What we do with it: Sets the channel mix and the host allow-list; licensing gaps surface here early instead of at go-live.
H. Budgets, operations & success C4 Intelligence + C7, cost ceilings · latency · alerts · baselines
Interview guide
- What monthly run-cost range is acceptable at steady state? Who owns that budget?
- Which tasks must feel instant, and which can run overnight?
- Should this run in your cloud accounts or ours? Any cloud provider mandates?
- Who should receive operational alerts and monthly cost reports?
- How will you judge success at ninety days, hours saved, cycle time, quality, adoption? What are those numbers today (for example: how long does an IC memo take now, elapsed and effort)?
Data and document requests
- Today's baseline metrics for the chosen use cases, essential for the before/after comparison
- Budget owner contact
What we do with it: Baselines feed the before-and-after comparison at ninety days; budget answers become run-contract defaults.
I. Data rights & shared learning C3 Knowledge, telemetry data-rights clause · benchmark scope
Interview guide
- We improve the platform using anonymized, aggregated operational metrics (never deal content, never attributable). Is that acceptable, and with what limits?
- Is there anything that may never leave your environment in any form, even aggregated?
- Do LP side letters or portfolio company agreements constrain how data about your process may be used?
Data and document requests
- Your standard NDA and data-processing terms
- The categories (not the documents) of any side-letter constraints on data handling
What we do with it: Drafted into the data-rights clause; this decides what telemetry may ever reach the shared benchmark shelf.
J. Adoption & rollout Plane RUN phase, plus the engagement plan
Interview guide
- Who will use this daily, and who weekly? Who is the internal champion who will pull others along?
- How do new tools usually land here: pilot group first, or everyone at once? What worked last time, and what did not?
- Where will resistance come from, and what would win those people over?
- What training formats actually work for this team: live sessions, short videos, a floor-walker for week one?
- How should progress be communicated internally, and by whom?
Data and document requests
- Pilot user list with roles
- Training calendar constraints
- The name of the internal champion and the executive sponsor
What we do with it: Shapes the rollout plan: pilot group, training approach, and the adoption metrics tracked alongside quality.
Output of discovery: the filled binding (every slot valued), the approval matrix, the systems inventory with a credentials path, the golden-exemplar set with agreed data rights, baseline metrics for the ninety-day comparison, and the rollout plan. Anything discovered that does not fit a slot is either a Solution-layer overlay candidate or out of scope; say which, in the record.