Maestro Associates | 2 min read

What Insurance Do Business Owners Actually Need?

Insurance is one of the most confusing parts of running a business. There are countless policy options, each with different rules, benefits, and costs — and most owners aren’t sure which ones they truly need.

At its core, insurance is about protecting the value of your work. The right coverage keeps your business steady when unexpected events prevent you, or someone essential, from showing up.

Why Coverage Matters

Business owners often underestimate how much depends on their ability to work. If illness, injury, or loss of a key employee interrupts daily operations, the financial impact can be immediate.

Coverage doesn’t guarantee nothing will go wrong — but it provides stability when something does. It ensures that cash flow continues, obligations are met, and the business has time to recover.

Disability Insurance

Disability insurance protects your income if you’re unable to work due to illness or injury. For many owners, this is the single most important policy because the business relies heavily on their day-to-day involvement.

Example:
A business owner needs six months to recover from an unexpected medical event. Disability insurance provides income during that time, allowing the business and household to stay afloat without draining savings.

The Pros:
  • Maintains income during recovery
  • Reduces financial stress on family and business
  • Helps preserve long-term goals and savings

The Cons:
  • Premiums depend on age, health, and occupation
  • Policies may require clear definitions of “disability”

Key Person Insurance

Key person coverage protects the business if someone essential — whether you or a critical employee — becomes unable to work. The benefit can be used to hire temporary support, offset lost revenue, or stabilize operations.

Example:
A firm loses its lead operations manager unexpectedly. Key person insurance provides funds to hire interim help, preventing delays and client disruptions.

The Pros:
  • Helps the business adjust quickly
  • Protects revenue during transition
  • Supports long-term operations and planning

The Cons:
Requires identifying who truly is “key”
Benefit amounts need regular review

Business Interruption Coverage

This coverage helps with fixed expenses when operations are affected by a covered disruption. Even a short slowdown can strain cash flow if expenses remain the same.

The Pros:
  • Supports payroll, rent, and utilities
  • Helps the business avoid taking on unnecessary debt
  • Buys time to rebuild or restore services

The Cons:
  • Not all disruptions are covered
  • Requires knowing your true operating expenses

Liability Insurance

Liability coverage protects the business from claims related to mistakes, accidents, or data breaches. Even small businesses face risks that can be costly without proper protection.

The Pros:
  • Covers legal costs and settlements
  • Builds trust with clients and partners
  • Offers peace of mind in a litigious environment

The Cons:
  • May require additional riders depending on your industry
  • Needs periodic review as the business grows

What to Consider

A few questions can help clarify what coverage you need:
How long could the business run without your income?
Who in your company is “irreplaceable” for daily operations?
Do current policies reflect the size and structure of your business today?
Could a lawsuit, mistake, or data incident create financial hardship?

The goal isn’t to buy every policy — it’s to choose the coverage that protects what matters most.

The Bigger Picture

Insurance is just one part of a broader protection strategy, but it’s an important one. The right coverage cushions the impact of unexpected events and gives your business time to stabilize and adapt.

Ultimately, insurance isn’t about fear — it’s about resilience. With the right structure in place, your business can continue moving forward, even when circumstances shift.