Cloudcase
    Guide

    LOS reference check guide

    Questions that uncover delivery reality, governance maturity, and long-term operating outcomes.

    A question bank for speaking with existing customers of an LOS vendor, focused on delivery reality, governance, and long-term operating outcomes.

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    What this template helps you do

    Questions for implementation experience and delivery risk

    Questions for integrations, testing, and error handling

    Questions for governance and auditability

    Questions for support, upgrades, and roadmap transparency

    Avoid “do you like the vendor?” questions. Ask what happened during rollout, what surprised them, and what they would do differently now. The reference call is the most reliable signal of how delivery will actually go.

    Worksheet · Recommended RFP sections

    1. 01

      Customer profile and operating model

      Products, volumes, segments, and how similar they are to yours.

    2. 02

      Selection and decision context

      Why this vendor, what they replaced, what they considered.

    3. 03

      Implementation experience

      Approach, milestones, surprises, and what would have gone faster.

    4. 04

      Integrations and data flows

      What was pre-built vs custom, how partner changes were handled.

    5. 05

      Policy, workflow, and change

      How policy and workflow change is governed in business-as-usual.

    6. 06

      Day-2 operations and support

      Incidents, upgrades, performance, and the vendor’s real responsiveness.

    7. 07

      Outcomes and measurement

      What materially moved, and how they evidence it.

    8. 08

      What they would do differently

      The single most useful question on the call.

    Preview · sample questions

    Question bank preview

    Implementation

    • ·

      What did you underestimate (integrations, testing, change management)?

    • ·

      How long did the first thin slice take from kickoff to go-live?

    • ·

      What was the vendor’s strongest contribution during delivery?

    Integrations & technical reality

    • ·

      Which integrations were pre-built vs custom?

    • ·

      How were retries, timeouts, and observability handled in production?

    • ·

      What happened the last time a third-party endpoint changed?

    Policy, workflow & change

    • ·

      How do you change policy, workflow, and templates safely now?

    • ·

      What approvals and testing are required before a change ships?

    • ·

      How is in-flight work re-routed when policy or assignees change?

    Governance & audit

    • ·

      What audit evidence is easy to retrieve? What isn’t?

    • ·

      How do you handle overrides, exceptions, and four-eyes controls?

    • ·

      How have regulators or auditors reacted to the evidence model?

    Day-2 support

    • ·

      How does the vendor respond during incidents and upgrades?

    • ·

      What unplanned work has shown up in operations?

    • ·

      How transparent is the roadmap and change cadence?

    Outcomes & retrospect

    • ·

      What measurably improved, and how do you evidence it?

    • ·

      What would you do differently if you were starting again?

    • ·

      Would you select the same vendor today?

    Tip

    Always speak with at least one reference that operationally resembles you, and one that doesn’t. The contrast is often the most useful part of the exercise.

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    Next step

    Want help applying this to your products and process? We’ll walk you through a tailored demo.