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MainSquare

Our Approach

The Implementation Timeline

A systematic approach to building value and preparing for a successful exit

1

Sponsor Alignment & Portfolio Discovery

Decision Phase
Start Here

Align with your sponsor's thesis and map the portfolio's value creation priorities

2

Holistic Business Assessment

Week 1–2
Assess

Deep diagnostic across all 8 value drivers using integrated business data

3

Value Creation Roadmap

Week 2–4
Plan

Specific tactical plans for each value driver, prioritized by EBITDA impact

4

Partner SkillSync™

Month 1–12
Execute

AI-matched expert partners execute each initiative within defined scopes

5

Measure & Re-evaluate

Ongoing
Optimize

Structured re-evaluation cycles measuring progress and refining the roadmap

1
Decision Phase

Sponsor Alignment & Portfolio Discovery

Before any assessment begins, we align with the sponsor's investment thesis, hold goals, and timeline. This kickoff session ensures every downstream initiative is anchored to what actually moves the needle for your specific deal.

Deliverables

  • Signed sponsor alignment brief (investment thesis + exit goals)

  • Stakeholder map with roles and platform access levels

  • Preliminary value creation hypothesis (top 3 drivers)

  • Data room checklist and system access request

  • MainSquare platform onboarding complete for all stakeholders

Pre-Work Required from Sponsor

  • Last 3 years of P&L and balance sheet
  • Current org chart with titles and tenure
  • Top 10 customers by revenue (% concentration)
  • Any existing growth or exit plan documentation
  • Key vendor contracts and relationships list
2
Week 1–2

Holistic Business Assessment

We connect to your existing business systems and run a comprehensive diagnostic across all 8 value drivers. No manual surveys—data flows in automatically so we can surface real gaps, not perceived ones.

Plug In Your Business Systems

MainSquare connects directly to your existing tools. Data flows in automatically—no manual uploads or spreadsheets needed.

Financial

QuickBooks
QuickBooks
Xero
Xero
NetSuite
NetSuite

Cash flow, margin trends, EBITDA clarity, add-back identification

HR & Team

Paylocity
Gusto
ADP

Org depth, compensation risk, retention rates, key-person dependency

Operations

Asana
Monday
ClickUp

Process documentation gaps, workflow efficiency, SOP coverage

Sales & CRM

HubSpot
HubSpot
Zoho CRM
Zoho CRM
Pipedrive

Pipeline health, customer concentration, churn and retention

Supply Chain

Square
Shopify
Toast

Vendor dependency, inventory turns, single-source risk

Customer Service

AskNicely
Delighted
NiceReply

NPS score, issue resolution rate, customer satisfaction trends

Assessment Diagnostic

Executive Leadership

Delegation structure
Decision bottlenecks
Leadership depth

Customer Service

NPS tracking
Resolution SLAs
Churn monitoring

Human Resources

Job descriptions
Comp benchmarking
Succession plan

Supply Chain

Vendor diversification
Inventory tracking
Contract terms

Sales & Marketing

CRM adoption
Customer concentration
Sales process docs

Operations

SOP documentation
Quality checkpoints
Cross-training

Finance & Accounting

Monthly reporting
Cash flow forecast
Diligence readiness

Innovation & R&D

Product roadmap
Tech stack audit
AI integration

Assessment Deliverables

Maturity Score across all 8 value drivers

Department-level gap analysis with risk ratings (High / Medium / Low)

Owner-dependency flag report highlighting single-person risks

Top 5 value creation opportunities ranked by EBITDA impact

Industry benchmarks vs. comparable transactions

Customer concentration report with revenue breakdown

3
Week 2–4

Value Creation Roadmap

We generate specific, tactical plans for each value driver—prioritized by impact, with clear owners, timelines, and measurable milestones to close gaps and maximize enterprise value.

Executive Leadership

  • Document decision-making framework and delegation matrix
  • Identify and develop a #2 to reduce owner dependency
  • Establish 90-day operating plans with KPI accountability
  • Install weekly leadership team meeting cadence with scorecards

Finance & Accounting

  • Normalize EBITDA: identify add-backs and non-recurring items
  • Implement monthly close process (target: <5 business days)
  • Build 3-year financial model with buyer-ready assumptions
  • Create a Quality of Earnings (QoE) readiness checklist

Sales & Marketing

  • Reduce customer concentration below 20% per customer
  • Document repeatable sales process with CRM adoption
  • Launch retention program targeting top 20% revenue accounts
  • Build marketing attribution model to show ROI by channel

Operations

  • Document 10 core SOPs for highest-risk workflows
  • Identify automation opportunities to reduce manual labor 15–20%
  • Implement quality control checkpoints and scorecard
  • Cross-train key employees to reduce single-person dependencies

Human Resources

  • Define clear job descriptions and performance expectations
  • Implement compensation benchmarking vs. industry standards
  • Build succession plans for all key roles
  • Deploy employee engagement survey and retention risk scoring

Supply Chain

  • Audit and diversify high-risk single-source vendor relationships
  • Renegotiate top 5 vendor contracts for improved terms
  • Implement inventory turnover tracking and min/max thresholds
  • Document alternative supplier options for critical materials

Customer Service

  • Launch NPS measurement program across all customer segments
  • Define and document issue escalation and resolution SLAs
  • Create customer health score tracking in CRM
  • Build churn early-warning system based on engagement data

Innovation & R&D

  • Document product/service roadmap with 12–24 month visibility
  • Audit technology stack for scalability and buyer perception
  • Identify AI and automation opportunities within core operations
  • Develop differentiation narrative for buyer positioning

Prioritization Framework

Quick Wins30–60 days

Low effort, high impact. Execute immediately for fast EBITDA lift.

Core Initiatives60–180 days

Foundational improvements that unlock long-term multiple expansion.

Strategic Projects180+ days

Structural changes requiring sustained investment for maximum exit value.

Roadmap Deliverables

  • Department-by-department tactical roadmap (90-day, 6-month, 12-month)

  • EBITDA impact model for each initiative with confidence intervals

  • Initiative prioritization matrix (effort vs. impact quadrant)

  • Assigned process owners and success metrics per initiative

  • Baseline KPIs to track at each milestone review

  • Investor-facing value creation narrative summary

4
Month 1–12

Partner SkillSync™

Once the roadmap is set, we match each initiative to a vetted expert partner with the precise operational experience to execute it. No generalist consultants—every partner is scored against your specific gaps.

How SkillSync Matching Works

1

Gap Identification

Roadmap gaps are tagged by department, skill requirement, and urgency level

2

Partner Scoring

Our algorithm scores partners on industry fit, deal-stage experience, and availability

3

Curated Shortlist

You receive 2–3 vetted partner options per initiative with profiles and past work samples

4

Scoped Engagement

Partners deliver within a defined scope with milestones tracked inside MainSquare

5

Quality Review

Deliverables are reviewed against roadmap KPIs before the next phase begins

Partner Expertise Categories

Financial Advisory & CFO Services

HR & Organizational Development

Operations & Process Improvement

Sales & Revenue Growth

AI Automation & Technology

Legal & Compliance

Supply Chain Optimization

Marketing & Brand Positioning

Partner Vetting Standards

  • Minimum 5 years of hands-on operational experience
  • Demonstrated outcomes in deal-ready or post-acquisition scenarios
  • Defined specialty aligned to one or more of the 8 value drivers
  • SkillSync Index score of 70+ on the Partner Assessment
  • References from prior business owner or private equity clients

SkillSync Deliverables

Matched partner roster per initiative with engagement terms

Scoped statements of work (SOWs) for each active initiative

Milestone check-ins and progress tracking inside MainSquare dashboard

Partner performance reviews tied to KPI outcomes

Monthly partner-to-sponsor progress brief

Initiative completion certificates with documented outcomes

5
Ongoing

Measure & Re-evaluate

Value creation isn't linear. We run structured re-evaluation cycles to measure what's working, identify new opportunities, and recalibrate the roadmap as your business evolves.

Structured Review Cadence

Weekly

Execution Check-In

  • Partner deliverable status review
  • Blocker identification and escalation
  • KPI pulse check against baseline
  • Next-week priority confirmation

Monthly

Performance Review

  • Updated Exit Readiness Score (delta from last month)
  • EBITDA impact YTD across all active initiatives
  • Roadmap adjustment and reprioritization
  • Sponsor summary report distribution

Quarterly

Re-Assessment

  • Full 8-driver re-score with updated data integrations
  • Sponsor alignment refresh against updated thesis
  • Revised value creation hypothesis
  • New initiatives scoped for next quarter

Key Performance Indicators We Track

MetricBaselineTarget
Exit Readiness ScoreEstablished at initial assessment80+ = market-ready
EBITDA ImpactPre-initiative baseline EBITDAQuantified per initiative
Owner Dependency IndexFlagged in initial assessmentReduced to <30% reliance
Customer ConcentrationTop customer % of revenue at start<20% per customer
Process DocumentationSOPs documented at engagement start100% of core workflows
Monthly Close TimeDays to close books at start<5 business days
Partner NPSMeasured at first initiative close70+ net promoter score

Ongoing Deliverables

Quarterly re-assessment report with updated Exit Readiness Score

EBITDA impact summary by initiative and total portfolio

Revised roadmap with new, closed, or accelerated initiatives

Investor-ready value creation narrative for diligence prep

Sponsor board-level presentation deck (quarterly)

Exit readiness certification letter for buyer-facing positioning

Ready to Get Started?

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