We’re back for Part Two of our chat with Steve Cissna, Owner & President of Reedy Insurance Services in Seymour, Indiana. Steve dives into how he navigates the mix of certainty and risk when making big decisions to grow his agency.

Here’s what we cover:

• Growing smart: What to think about when hiring new staff, bringing on agents, or expanding into new territories.
• Opportunity vs. timing: How to recognize when a growth opportunity is close enough to the plate to take a swing.
• Strategic choices: The pros and cons of hiring in familiar territory vs. buying an agency in a brand-new market.
• Culture matters: Why creating a flexible, family-like work environment makes all the difference. Steve believes people shouldn’t feel guilty for picking up their kids early—work should support life, not compete with it.
• Playing nice: Building strong relationships with other local agencies. As Steve puts it, “It’s a friendly sandbox if you can make it that way.”