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When is the Right Time to Sell Your Insurance Agency?

Matt TriunfoCo-Founder & Managing Partner
November 21, 2025

Key factors to consider when timing the sale of your insurance agency, from personal readiness to market conditions.

One of the most common questions we hear from insurance agency owners is, "When should I sell?" The answer is never simple—it depends on a complex interplay of personal, business, and market factors. Let's explore the key considerations.

## Personal Readiness

The most important factor is your personal readiness to transition. Ask yourself:

### Are You Ready to Step Away?
- Have you achieved your personal financial goals?
- Do you have a clear vision for your post-sale life?
- Are you emotionally ready to let go of your business?
- Have you discussed this decision with your family?

### Life Stage Considerations
Many agency owners sell in their late 50s to mid-60s, but there's no "right" age. Some owners sell earlier to pursue other opportunities, while others remain engaged well into their 70s.

## Business Performance

The best time to sell is when your agency is performing well:

### Strong Financials
- Consistent revenue growth (5-10% annually)
- Healthy profit margins
- Clean financial statements
- Strong client retention (90%+)

### Operational Health
- Stable employee base
- Effective management team
- Modern systems and processes
- Diversified carrier relationships

Selling from a position of strength always yields better results than selling because you must.

## Market Conditions

The insurance M&A market has been exceptionally strong, with key indicators pointing to continued robust activity:

### Buyer Demand
- Private equity remains highly active
- Strategic buyers are well-capitalized
- Competition for quality agencies is intense

### Valuation Multiples
Current multiples are at or near historic highs for quality agencies. While markets fluctuate, the fundamental drivers of insurance M&A remain strong:
- Industry consolidation trends
- Economies of scale advantages
- Technology investment requirements
- Talent acquisition challenges

### Interest Rates and Financing
Interest rate environments affect buyer financing costs. While rates have risen from historic lows, financing remains readily available for quality agencies.

## Strategic Timing Considerations

### Your Agency's Growth Trajectory
If your agency is in a strong growth phase with positive momentum, this is ideal timing. Buyers pay for future potential as much as historical performance.

### Competitive Landscape
Consider your competitive position. Are you well-positioned to compete independently, or would joining a larger organization provide advantages?

### Personal Energy and Motivation
Be honest about your energy level and motivation. If you're no longer excited about the business or making investments in growth, it may be time to transition.

## Warning Signs You Might Be Waiting Too Long

### Business Performance Decline
Don't wait until your agency is struggling. Buyers pay premium multiples for growing agencies, not turnaround situations.

### Personal Burnout
Running an agency requires significant energy and commitment. If you're burned out, your business will likely suffer, reducing value over time.

### Industry Changes
Regulatory changes, technology disruption, and market shifts can impact agency values. Don't assume conditions will always remain favorable.

### Health Concerns
Unexpected health issues can force rushed sale processes, reducing your negotiating leverage and potentially leaving significant value on the table.

## The "Two to Three Year" Window

We generally recommend agency owners start planning 2-3 years before their ideal sale date. This allows time to:
- Address any operational or financial issues
- Optimize the business for sale
- Prepare emotionally for the transition
- Explore options and understand market conditions
- Time the market when conditions are favorable

## Getting Professional Guidance

Given the complexity of this decision, we recommend starting with a confidential conversation with experienced M&A advisors. They can help you:
- Assess your current market value
- Understand timing considerations specific to your situation
- Develop a preparation plan
- Explore alternative options (partial sale, succession planning, etc.)

The right time to sell is unique to your situation. What matters most is making an informed decision aligned with your personal goals, business position, and market conditions.

## Taking the First Step

If you're contemplating a sale within the next 2-5 years, now is the time to start the conversation. Even if you're not ready to move forward immediately, understanding your options and developing a plan puts you in control of your future.

Ready to Explore Your Options?

Start with a confidential conversation about your agency's value and potential exit strategies. No obligation, just expert insights.