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GLOSSARY

The language of tech middle-market turnaround.

Operator-grade definitions, calibrated to the market we work in. Each entry routes to the framework, methodology, or topic hub where the concept gets applied.

DEFINED TERMS

92

Each entry ships as a DefinedTerm with breadcrumb, FAQ, and topical-hub cross-links.

1

1 term

13-Week Cash Flow
A rolling short-term cash forecast used to manage liquidity, runway, lender discussions, and turnaround decisions. TURNAROUND & RESTRUCTURING

A

10 terms

Accounts Receivable Aging
A schedule that groups unpaid customer invoices by how long they have been outstanding. COMMERCIAL PERFORMANCE
AI Acceptable-Use Policy
A company policy that defines approved AI tools, restricted data, human review, and escalation rules for employee AI use. TURNAROUND & RESTRUCTURING
AI Agent
An AI system that can take multiple steps toward a goal, often using tools or systems, inside defined permissions and review boundaries. PERFORMANCE IMPROVEMENT
AI Governance
The rules, owners, review standards, and escalation paths that let a company use AI safely and consistently. TURNAROUND & RESTRUCTURING
AI Opportunity Score
A score that ranks AI workflow opportunity, readiness, governance needs, and likely next service path. PERFORMANCE IMPROVEMENT
AI Readiness Assessment
A structured review of workflows, data, systems, people, and governance to decide which AI use cases are ready to pursue. PERFORMANCE IMPROVEMENT
AI ROI
The measurable return from an AI workflow after implementation, tool, support, training, and internal owner costs are counted. COMMERCIAL PERFORMANCE
AI Transformation
The operating work of turning AI from scattered experiments into redesigned workflows, trained teams, governed systems, and measurable business results. PERFORMANCE IMPROVEMENT
Annual Contract Value
The annualized revenue value of a customer contract, excluding one-time fees unless explicitly included. COMMERCIAL PERFORMANCE
ARR and MRR
Annual recurring revenue and monthly recurring revenue. The recurring-revenue base that buyers normalize before valuing a software or tech-enabled services company. COMMERCIAL PERFORMANCE

B

5 terms

Backlog
Contracted but not yet delivered work or revenue, often used to assess delivery capacity and revenue visibility. OPERATIONAL EXCELLENCE
Board Pack
The recurring board reporting package that turns operating metrics, financials, risks, and decisions into one governance view. COMMERCIAL PERFORMANCE
Bookings vs. Revenue
Bookings measure contracted sales commitments; revenue measures what can be recognized under accounting rules. Confusing them inflates forecasts and board confidence. COMMERCIAL PERFORMANCE
Burn Multiple
A capital-efficiency metric that compares net cash burn to net new ARR. It shows how much cash a company spends to create each dollar of recurring revenue. COMMERCIAL PERFORMANCE
Business Continuity Plan
A plan for keeping critical operations running through system failures, incidents, disruptions, or transition events. TURNAROUND & RESTRUCTURING

C

12 terms

CAC Payback
The number of months a SaaS firm needs to recover the fully-loaded sales-and-marketing cost of acquiring a customer. The leading indicator of capital efficiency. COMMERCIAL PERFORMANCE
Cap Table
The ownership record showing equity, options, warrants, SAFEs, notes, and other economic rights in a company. TRANSACTION SERVICES
Cash Runway
The number of months a company can operate before cash runs out at the current burn rate. TURNAROUND & RESTRUCTURING
Change Failure Rate
The percentage of deployments or production changes that cause incidents, rollbacks, hotfixes, or customer-impacting failures. TURNAROUND & RESTRUCTURING
Churn Rate
The rate at which customers or recurring revenue leave over a defined period. COMMERCIAL PERFORMANCE
Cohort Retention
Retention measured by customer groups that started in the same period. Cohorts reveal whether growth is durable or masked by new-logo acquisition. COMMERCIAL PERFORMANCE
Commercial Due Diligence
Diligence that evaluates market demand, revenue quality, customer retention, pricing, pipeline, competition, and go-to-market repeatability. TRANSACTION SERVICES
Contract Value
The dollar value of a customer agreement, usually measured as ACV, TCV, or ARR depending on contract term and revenue model. COMMERCIAL PERFORMANCE
Covenant Breach
A failure to meet a financial or operational requirement in a credit agreement. TURNAROUND & RESTRUCTURING
Customer Concentration
Revenue dependency on a small number of customers. Concentration can compress valuation when losing one account would materially impair EBITDA or growth. OPERATIONAL EXCELLENCE
Customer Health Score
A composite signal used to estimate renewal, expansion, adoption, and churn risk by customer. COMMERCIAL PERFORMANCE
Customer Success
The operating function responsible for customer outcomes, adoption, retention, expansion, and renewal health. COMMERCIAL PERFORMANCE

D

5 terms

Data Room
The structured repository of financial, legal, commercial, technical, customer, HR, and operational diligence materials used in a transaction. OPERATIONAL EXCELLENCE
Day 1 Readiness
The operational state required for an acquired or carved-out business to serve customers, pay employees, run systems, and make decisions on the first day after close. TURNAROUND & RESTRUCTURING
Deferred Revenue
Cash collected or invoiced before revenue is earned under accounting rules. COMMERCIAL PERFORMANCE
DevOps
The operating discipline that connects software delivery, infrastructure, reliability, security, and release cadence. TURNAROUND & RESTRUCTURING
DORA Metrics
Four software-delivery metrics: deployment frequency, lead time for changes, change failure rate, and time to restore service. TURNAROUND & RESTRUCTURING

E

4 terms

Earnout
A contingent purchase-price mechanism that pays sellers after close if agreed revenue, EBITDA, retention, or operational milestones are achieved. TRANSACTION SERVICES
EBITDA
Earnings Before Interest, Taxes, Depreciation, and Amortization. The proxy for operating cash flow that PE buyers use to set valuation multiples. COMMERCIAL PERFORMANCE
EBITDA Add-Back
An adjustment that adds back non-recurring, owner-related, or transaction-specific expenses to estimate normalized EBITDA. TRANSACTION SERVICES
Enterprise Value
The total value of a business independent of capital structure, typically equity value plus debt minus cash. TRANSACTION SERVICES

F

5 terms

Financial Due Diligence
Diligence that validates reported revenue, EBITDA, working capital, debt-like items, cash flow, forecasts, and accounting policy. TRANSACTION SERVICES
Forecast Accuracy
The degree to which sales, revenue, cash, or delivery forecasts match actual results. It is a trust metric for boards and buyers. COMMERCIAL PERFORMANCE
Founder Bottleneck
The condition where a founder-CEO sits on enough decision critical paths that the firm cannot operate or scale without them. The single largest exit-multiple compressor for tech middle-market firms. OPERATIONAL EXCELLENCE
FP&A
Financial planning and analysis: budgeting, forecasting, variance analysis, KPI reporting, and decision support. COMMERCIAL PERFORMANCE
Fractional CFO
A part-time senior finance leader who provides CFO-level judgment without a full-time executive seat. COMMERCIAL PERFORMANCE

G

3 terms

Go-to-Market
The system a company uses to define, reach, sell, onboard, retain, and expand its target customers. COMMERCIAL PERFORMANCE
Gross Margin
Revenue minus direct delivery costs, expressed as dollars or percentage. Gross margin shows how much revenue remains before operating expenses. COMMERCIAL PERFORMANCE
Gross Revenue Retention (GRR)
Revenue retained from existing customers before expansion. GRR shows how much revenue survives without upsell. COMMERCIAL PERFORMANCE

H

1 term

Human-in-the-Loop
A workflow design where a person reviews, approves, corrects, or escalates AI output before sensitive action is taken. PERFORMANCE IMPROVEMENT

I

6 terms

Implementation Risk
The risk that a project, integration, system rollout, or operating change fails to achieve the intended result. TURNAROUND & RESTRUCTURING
Indemnity Basket
A threshold in an acquisition agreement that determines when indemnity claims become payable. TRANSACTION SERVICES
Integration Management Office (IMO)
The accountable post-close operating office that governs integration milestones, dependencies, risks, and synergy capture. TURNAROUND & RESTRUCTURING
Interim CTO
A temporary technology executive placed in the operating seat to stabilize engineering, product, security, or technical execution. INTERIM MANAGEMENT
Internal Copilot
An employee-facing AI assistant that helps with research, drafting, summarization, retrieval, or coordination while a human remains in control. PERFORMANCE IMPROVEMENT
IP Assignment
The legal transfer of intellectual property rights from employees, contractors, founders, or third parties to the operating company. TRANSACTION SERVICES

K

1 term

Key-Person Risk
Operational dependency on one founder, executive, salesperson, engineer, or delivery leader whose loss would materially impair performance. OPERATIONAL EXCELLENCE

L

3 terms

Lender Forbearance
A lender's temporary agreement not to exercise remedies after a default or covenant issue. TURNAROUND & RESTRUCTURING
Letter of Intent (LOI)
A non-binding transaction proposal that sets price, structure, exclusivity, diligence scope, and major conditions before definitive agreements. TRANSACTION SERVICES
Logo Churn
The percentage of customer accounts lost over a period, regardless of the revenue size of each account. COMMERCIAL PERFORMANCE

M

4 terms

Magic Number
A SaaS sales-efficiency metric comparing new recurring revenue to prior-period sales and marketing spend. COMMERCIAL PERFORMANCE
Management Consultant
An outside advisor who helps management analyze strategy, operations, organization, or performance issues. PERFORMANCE IMPROVEMENT
Margin Expansion
Improvement in EBITDA, gross margin, or contribution margin through pricing, mix, cost structure, delivery efficiency, or operating leverage. COMMERCIAL PERFORMANCE
MEDDPICC
An enterprise B2B sales qualification framework: Metrics, Economic buyer, Decision criteria, Decision process, Paper process, Identify pain, Champion, Competition. The discipline that moves win rates from 29% to 68%. COMMERCIAL PERFORMANCE

N

4 terms

Net Dollar Retention
A recurring-revenue retention metric that includes churn, contraction, expansion, and upsell from an existing customer cohort. COMMERCIAL PERFORMANCE
Net Revenue Retention (NRR)
The percentage of recurring revenue retained from existing customers a year later, including expansion, after subtracting churn and contraction. The single most-watched B2B SaaS valuation metric. COMMERCIAL PERFORMANCE
Net Working Capital
Current operating assets minus current operating liabilities. In M&A, the working-capital peg can materially change cash delivered at close. TRANSACTION SERVICES
Normalized EBITDA
EBITDA adjusted for non-recurring, owner-related, accounting, or transaction-specific items to estimate sustainable operating earnings. TRANSACTION SERVICES

O

3 terms

Office of the CFO
The finance operating system around reporting, forecasting, board cadence, unit economics, cash, systems, and decision support. COMMERCIAL PERFORMANCE
Operating Cadence
The recurring rhythm of meetings, metrics, owners, and decisions that keeps an organization executing. OPERATIONAL EXCELLENCE
Operating Partner
A private-equity operator responsible for helping portfolio companies improve performance, integrate acquisitions, professionalize functions, and capture value-creation plans. OPERATIONAL EXCELLENCE

P

6 terms

Pipeline Coverage
The ratio of qualified pipeline to sales target. Coverage indicates whether the team has enough real opportunities to hit the number. COMMERCIAL PERFORMANCE
Post-Merger Integration (PMI)
The post-close work of consolidating systems, people, customers, and operations between an acquirer and an acquired firm. The phase where 70% of M&A value-creation lives or dies. TURNAROUND & RESTRUCTURING
Product-Market Fit
A specific market segment repeatedly buys, adopts, retains, and expands a product. COMMERCIAL PERFORMANCE
Professional Services Automation
Software used to manage services delivery, staffing, utilization, project economics, time, billing, and resource planning. OPERATIONAL EXCELLENCE
Project Management Office (PMO)
A governance function that coordinates projects, timelines, dependencies, reporting, and delivery standards across an organization. TURNAROUND & RESTRUCTURING
Prompt Library
A maintained set of approved prompts, examples, and review standards for recurring AI-assisted work. OPERATIONAL EXCELLENCE

Q

1 term

Quality of Earnings (QoE)
An independent forensic analysis of a target's reported earnings, normalizing for one-time items, accounting choices, and revenue-recognition decisions. The diligence step that determines real EBITDA. OPERATIONAL EXCELLENCE

R

7 terms

RAG
Retrieval-augmented generation: an AI pattern that answers using retrieved source material instead of relying only on the model. OPERATIONAL EXCELLENCE
Revenue Leakage
Revenue that should have been earned, billed, collected, renewed, or expanded but is lost through process gaps. COMMERCIAL PERFORMANCE
Revenue Recognition
The accounting policy that determines when contracted customer value becomes recognized revenue. COMMERCIAL PERFORMANCE
RevOps
Revenue operations: the systems, data, process, and governance layer connecting marketing, sales, customer success, finance, and delivery. COMMERCIAL PERFORMANCE
Rule of 40
The heuristic that growth rate plus EBITDA margin should sum to at least 40% for a SaaS firm to merit premium valuation. The floor for institutional capital interest. COMMERCIAL PERFORMANCE
Run-Rate Revenue
A forward-looking revenue estimate that annualizes recent performance, often used when a business is growing or changing quickly. COMMERCIAL PERFORMANCE
Runway Extension
Actions that increase the time a company can operate before cash, liquidity, or financing becomes binding. TURNAROUND & RESTRUCTURING

S

5 terms

Sales Efficiency
A measure of how effectively sales and marketing spend converts into new recurring revenue. COMMERCIAL PERFORMANCE
Shadow AI
Employee use of AI tools without company visibility, approval, data rules, or review standards. TURNAROUND & RESTRUCTURING
SOC 2
A controls attestation for security, availability, confidentiality, processing integrity, and privacy. Often required for enterprise software sales and diligence. TURNAROUND & RESTRUCTURING
Statement of Work
A contract document that defines project scope, deliverables, responsibilities, timeline, pricing, and acceptance criteria. OPERATIONAL EXCELLENCE
Synergy Capture
The realization of expected revenue, cost, margin, customer, or operating benefits after a transaction. TURNAROUND & RESTRUCTURING

T

4 terms

Technical Debt
The cumulative cost of architectural, platform, testing, and operational shortcuts in software systems — convertible to dollar EBITDA drag and exit-multiple turns. TURNAROUND & RESTRUCTURING
Technical Due Diligence
Diligence that evaluates software architecture, technical debt, security, scalability, team, product delivery, and platform risk. TRANSACTION SERVICES
Transition Services Agreement (TSA)
A post-close agreement where the seller temporarily provides services the buyer or carved-out business cannot yet operate independently. TURNAROUND & RESTRUCTURING
Turnaround Advisor
An operator or advisory leader brought in to stabilize a distressed or underperforming company and restore execution. TURNAROUND & RESTRUCTURING

V

2 terms

Valuation Multiple
A ratio used to value a company against EBITDA, revenue, ARR, gross profit, or another operating metric. TRANSACTION SERVICES
Value Creation Plan
The post-acquisition operating roadmap that translates investment thesis into measurable revenue, margin, integration, and leadership outcomes. OPERATIONAL EXCELLENCE

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