2026

Counterparty Data Reconciliation at Scale: A 350,000-Record Case Study – E133

Most counterparty data reconciliation projects fail at the same assumption: that one identifier — usually a tax ID — can resolve who you’re actually doing business with. In Episode 133 of What Counts, Maura Dunn walks through a real two-year project to reconcile 350,000 counterparty records across eight systems at a company built through acquisition: four contract management platforms, one ERP carrying both customer and supplier masters, and three trading systems, each with its own naming conventions, character limits, and overflow fields. She unpacks the 18 months of unproductive matching that came first, the rule-precedence approach that finally worked once Snowflake and Elasticsearch replaced the spreadsheet attempts, and the 10-to-1 collapse from 350K records down to 35K true entities. She also makes the case for where AI fits this kind of work today — and the one thing it still can’t do unless you put deep institutional knowledge into the prompt. If you want to see what’s hiding in your own shared drives right now, search TrailBlazer Insight in the Microsoft Store — it scans locally for PII, HIPAA, PCI, and other compliance risks with no cloud upload and no IT ticket required.

This episode picks up where Episode 132: Data Reconciliation Before AI left off — Maura delivers the full case study we teased last time.

Topics covered in this episode include post-acquisition contract data cleanup, duplicate counterparty detection across multiple CLM platforms, rule-based data matching at scale using Snowflake and Elasticsearch, and the role of AI in contract data reconciliation when source systems lack consistent identifiers.

Episode length: 00:21:01

0:00 – Pre-roll: TrailBlazer Insight — local compliance scanning for PII, HIPAA, and PCI

0:20 – Show intro

0:47 – Setting up the case study: 350,000 records across 8 systems

1:52 – How growth through acquisition created 7 (then 8) active counterparty sources

3:55 – Why the same legal entity can appear differently in every system

6:22 – The small business analogy: 4 addresses in 13 years

8:09 – The first 18 months: why tax ID matching failed at scale

10:48 – Name matching, character limits, overflow fields, and legacy system formatting

12:41 – Spreadsheet-by-spreadsheet spinning wheels

13:25 – The breakthrough: contract type bucketing + multi-variable matching

15:08 – Moving to Snowflake and Elasticsearch for rule-precedence matching

16:14 – Where AI could accelerate this today — and what it still needs from you

17:41 – The result: 350K records collapsed to 35K true entities

18:13 – What came out of all that work

19:49 – Teaser: next episode covers how to prevent this from happening again

What Counts is produced by TrailBlazer Consulting, LLC and hosted by Lee Karas and Maura Dunn. Learn more at trailblazer.us.com or email us at info@trailblazer.us.com. Explore compliance-ready training at the TrailBlazer Learning Academy. Read more from Maura at mauradunn.substack.com. Music by Jason Blake. Full disclaimer.

Your Data Is Lying To You: Why Reconciliation Has To Come Before AI – E132

Episode 132 – Most organizations are being pushed to adopt AI-powered workflows before their data is anywhere close to ready. In this episode of What Counts, Maura and Lee pick up where they left off — diving deep into the concept of data reconciliation and why it must happen before AI ever touches your records. Using a real-world example built across multiple systems — a customer database, a work order system, and a contract management platform — they break down what it means to have duplicate, overlapping, and contradictory counterparty data, and why humans, not algorithms, are the ones who can resolve it. Maura introduces the concept of the golden record, explains the role of metadata mapping and fuzzy matching, and walks through the governance framework — policy, process, and system-of-record designation — that prevents the mess from coming back. If your organization is facing an AI initiative, a system migration, or growing pressure around data privacy and right-to-be-forgotten compliance, this episode gives you the foundational framework you need to start doing it right.

Episode length: 00:26:36

Learn more by visiting our website, or by sending TrailBlazer an email at info@TrailBlazer.us.com.

How to Prepare Your Organization for Assessment Interviews: Setting the Stage for Success

Apr 07, 2026 Start With Clear Communication From the Sponsor Before a single interview invite goes out, preparation begins with…

How to Build the Right Interview List for an Information Management Assessment

Mar 31, 2026 Start With Leadership, Then Build Outward Selecting the right people to interview is one of the most…

Your Data Is Messy – Can AI Actually Handle It? – E131

Episode 131 – Data governance and AI readiness go hand in hand — and most organizations aren’t as ready as they think. In this episode, Maura and Lee take a hard look at what an AI-powered customer support escalation workflow actually requires to function. Spoiler: it’s not just a smart model. It’s clean, connected, versioned data — customer records, contract terms, and executed agreement instances all properly linked. Using a real-world cable company scenario, they unpack how disconnected systems, outdated identifiers, and missing metadata cause AI to hallucinate answers instead of finding them. The episode closes with an introduction to data objects and metadata mapping — and a preview of the counterparty reconciliation work that has to happen before AI can deliver on its promises.

Episode length: 00:19:21

Learn more by visiting our website, or by sending TrailBlazer an email at info@TrailBlazer.us.com.

Contract Data Governance: Why AI Alone Won’t Fix Conflicting Terms – E130

Episode 130 – When a company acquires another business, it inherits a tangled web of contracts — each with its own payment terms, clauses, and conditions. Contract one says 30 days, contract two says 45, and contract three says you never have to pay. So what happens when you point AI at this mess? In this episode of What Counts, we explore why contract data governance must come before AI deployment. AI is a powerful governance accelerator, but only when organizations harmonize their terms, configure their systems, and maintain human oversight every step of the way.

Episode length: 00:17:12

Learn more by visiting our website, or by sending TrailBlazer an email at info@TrailBlazer.us.com.

The IT and Legal Hold Landscape: What Your Background Documents Reveal About Risk

The IT and Legal Hold Landscape: What Your Background Documents Reveal About Risk

March 24, 2026

Shadow IT: The Systems You Don’t Know You Have

When we request IT documentation, we’re not just checking boxes — we’re uncovering blind spots. Most IT teams maintain a system inventory, but once interviews begin, we routinely find 10–30% more systems purchased through contracts, field offices, or P-cards.

Why Background Information Requests Matter: The Hidden Foundation of Every Governance Project

March 17, 2026 The Most Overlooked Step in Governance Work Before a single interview is scheduled, before systems are mapped,…

What Assessment Interviews Reveal About Hidden Risks and Information Flow

What Assessment Interviews Reveal About Hidden Risks and Information Flow

Mar 10, 2026

What kinds of issues do assessment interviews uncover in “fully digital” organizations?

Even digital-first teams often maintain legacy habits: printing documents, boxing them, and sending them to off-site storage despite relying on electronic versions daily. This creates unnecessary cost, risk, and confusion.

Solving the Growth-Governance Tension: How to Accelerate Without Losing Control – E129

In this episode of What Counts, Lee and Maura move beyond diagnosing the tension between growth and governance and dive into what real solutions look like. From the “records police” stereotype to the engineering metaphor of an ungoverned engine ready to blow, they unpack why organizations struggle to balance speed with safety—and how cross‑functional coalitions can change everything. Through stories about generators, pencils, rogue sales promises, and the realities of legal, IT, compliance, and business teams working in silos, they reveal how governance becomes a true accelerator when everyone solves the problem together instead of alone.

Episode length: 00:13:12

To find out more about TrailBlazer Consulting, LLC, please visit our website at www.TrailBlazer.us.com.

Designing Assessment Questions That Actually Work

Effective interviews focus on understanding daily work rather than using technical jargon like “records.”

How Interviews Reveal the Real Problem – Not the One You Expected

How Interviews Reveal the Real Problem — Not the One You Expected
Feb 24, 2026

Why do assessments often uncover problems no one saw coming?
Because people describe how work actually happens — not how leadership thinks it happens. When you talk to 20, 40, or 60 people across an organization, the truth surfaces.

Growth vs Governance: The Tension Every Leader Feels – E128

Episode 128 – In this episode of What Counts, Lee and Maura dive into one of the most universal challenges leaders face: balancing the urgency of growth with the discipline of governance. From chasing new markets to managing real‑world information chaos—yes, even inside an information governance firm—they unpack why governance always feels like something you’ll “get to later,” and why “later” is exactly when the problems show up. Through candid stories and practical examples, they reveal how founders, operators, and executives can build sustainable growth without sacrificing control.

Episode length: 00:14:26

Learn more by visiting our website, or by sending TrailBlazer an email at info@TrailBlazer.us.com.

Why You Can’t Find Anything — And How to Finally Fix It

Why does it feel like finding information at work is harder than ever?

Because most organizations have grown organically, not intentionally. Over time, documents scatter across email, shared drives, personal folders, cloud tools, and legacy systems. When you need something urgently — a business case, an audit file, a contract — you’re stuck digging through digital clutter.

When Workflow Fails: How Misaligned Policies Break Processes and Create Hidden Risk – E127

Episode 127 – This episode of What Counts unpacks a problem every organization faces but few diagnose correctly: workflows fail when they don’t reflect the reality of how work actually gets done. Through real‑world examples—from delegated invoice approvals to storage and construction contracts—we explore how policy changes, unclear roles, and poorly analyzed workflows create bottlenecks, late payments, workarounds, and operational risk. The conversation highlights why modern workflow design must be grounded in process analysis, role clarity, and meaningful controls that support—not obstruct—the accomplishment of work.

Episode length: 00:18:39

Learn more by visiting our website, or by sending TrailBlazer an email at info@TrailBlazer.us.com.

CLM Fundamentals: Why Readiness Matters More Than Software – E125

Episode 125 – Contract Lifecycle Management touches every corner of an organization—finance, legal, procurement, operations, compliance, and the business itself. But despite the promise of modern CLM platforms, most implementations fail for one simple reason: the organization wasn’t ready for the software. In this episode of What Counts, Lee and Maura revisit a conversation recorded in early 2024, long before TrailBlazer Learning Academy and its governance accelerator templates were publicly available. With the Academy now live and widely adopted, the discussion is more relevant than ever. They explore why readiness, alignment, and governance‑ready templates are the true drivers of CLM success, and how TrailBlazer’s tools help organizations build clarity and confidence long before implementation begins.

Episode Length: 00:25:32

The Real Reason CLM Implementations Fail (And How to Fix It)

Most organizations don’t fail at CLM because they chose the wrong software. They fail because they weren’t ready for the software they chose. CLM success isn’t about features—it’s about readiness, alignment, and the templates that guide every decision along the way.

Cut the Chaos. Use Templates Built for Real-World CLM.

January 5, 2026 Why Templates Matter In contract lifecycle management, clarity isn’t optional—it’s the foundation of operational maturity. Templates matter…