Who We Serve

Small Businesses

As a small business owner, you’re navigating the complexities of wealth both inside and outside your business. That’s where Chicory comes in. We’ll work together to create a coordinated strategy across all areas of the business – strategic growth, liquidity, tax efficiency, risk, governance – so that your life outside of work feels equally supported.

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Focus Areas:

1. Strategic & Goal Planning

What are we building, and why?

  • Owner objectives (growth, lifestyle, impact, exit, legacy)
  • Alignment between personal and business finances

2. Cash Flow & Liquidity Management

How will the business be sustained over time?

  • Cash flow forecasting (13-week, annual, multi-year)
  • Cash reserves and liquidity policies

3. Profitability & Cost Structure

Where is value really being created?

  • Margin analysis by product, client, or service line
  • Fixed vs. variable cost structure
  • Break-even analysis
  • Pricing strategy and fee sustainability
  • Operating leverage assessment

4. Tax Planning & Optimization

How much of this can we keep (legally)?

  • Entity structure review (LLC, S-Corp, C-Corp, etc.)
  • Compensation strategy (salary vs. distributions)
  • Timing of income and expenses
  • State and local tax exposure
  • Coordination with owner’s personal tax plan

5. Risk Management & Protection

What could break the business?

  • Business insurance review (key person, liability, cyber, E&O)
  • Concentration risk (clients, vendors, people)
  • Contract and counterparty risks
  • Business continuity and disaster planning

6. Owner Compensation & Benefits

How do you get paid, now and later?

  • Salary, bonus, and distribution planning
  • Retirement plans (401(k), profit sharing, cash balance)
  • Fringe benefits and executive perks
  • Alignment with long-term wealth goals

7. Succession, Continuity & Exit Planning

What happens if you leave, planned or unplanned?

  • Internal succession vs. external sale
  • Valuation and value-driver analysis
  • Buy-sell agreements
  • Timeline and exit readiness
  • Tax-efficient exit strategies

8. Governance & Financial Controls

Can the business scale safely?

  • Financial reporting and KPI dashboards
  • Budgeting and forecasting processes
  • Internal controls and oversight
  • Board or advisory structure design
  • Decision-rights clarity

9. Personal–Business Integration

Does the business serve the owner’s life?

  • Personal balance sheet exposure to the business
  • Concentrated wealth risk
  • Estate and legacy considerations
  • Philanthropic or impact goals
  • Transition from “operator income” to “capital income”

Let’s Have a Conversation!