Few business decisions stir up as much fear and excitement as a rebrand. After effecting our company’s transition from Payroll Funding Company to Ready to Fund, I sat down with our CMO, Andrew Allgaier, to capture the questions we wrestled with along the way. Here are ten of the most important — and what we learned.
Many companies face this dilemma: what happens when the name that built your business no longer fits where you’re headed? Do you hold onto the old brand for safety, or step into something new? This article is designed to help PEO leaders recognize the hidden leadership work behind a rebrand and better understand what their clients may be experiencing when they go through the same process.
1. Why Rebrand at All?
As Scott Galloway would say, a good brand is an economic moat, and a weak or confusing one is a tax on growth. The name “Payroll Funding Company” confused some with payroll processors, others with payday lenders, and it boxed us into a single product. We wanted a brand that reflected our values and future aims. Notably, we kept “Payroll Funding” as a product name rather than the company name.
2. How Do You Pick the Right Name?
Start by clarifying themes and values you want the brand to represent. For us, those themes included speed, trust, integrity, and heritage. We narrowed the choice by focusing on the first two. The word Ready delivered both: it conveyed quickness but also preparedness and reliability. And the domain was available, no small thing when you’re naming a company today.
3. Is The Name the Most Important Part?
Yes and no. A good name matters — it should be simple, memorable, and ideally match your domain. But what you do with the name matters more. You fill it with meaning through execution and performance, which always outweigh design.
4. How Long Does a Rebrand Take?
Expect at least 12 months for the heavy lift and 1–2 years for the brand to fully evolve across collateral, websites, and communications. In some sense, branding is never “done” — it compounds over decades.
5. When Do You Know You’re Ready to Launch?
Think MVP: minimum viable product. Have your logo, website, and core collateral in place, then launch and refine as you go. Don’t let perfection stall progress. Some organizations even phase it — think of banks that update their website before tackling legacy portals.
6. What Is the Role of Employees?
Bring them in at key decision points so the brand feels like theirs. Brand is culture made visible. If employees don’t wear it proudly, the market won’t either. At Ready, our BizDev and Client Success teams became ambassadors — communicating the change directly to clients and partners.
7. What Surprises Should You Expect?
Cross-functional impacts. Branding touches contracts, legal documents, forms, vendor relationships and more. In hindsight, we should have assigned both a marketing lead and an operational project manager from day one to minimize surprise impacts.
8. What Are the Biggest Risks and Opportunities?
The risk of rebranding: confusing the market and losing trust. The opportunity: strengthening reputation and winning new clients. A rebrand can be either; execution determines which way it goes.
9. How Do You Minimize the Risks?
Over-communicate. Make sure clients and partners hear the same clear message again and again. Protect the brand assets: even small slips—a stretched logo or an off-brand color—can weaken consistency, and consistency is the silent builder of trust. Finally, don’t let the hunt for the “perfect” name stall progress. Keep a few “good enough” options on the table to give your team confidence to move forward and turn uncertainty into momentum.
10. Should You Hire Outside Help?
It depends. Many companies do. If you go external, pick partners with true branding expertise, not just marketing or design. In our case, we led it internally, which worked because we had the skills in-house.
A rebrand requires dozens of small decisions across strategy, execution, and culture. Some are exciting (picking a name that feels exactly right), some tedious (updating every last form), and some nerve-wracking (wondering if clients will still recognize you). Your clients going through a rebrand may be living with a mix of fear and excitement – uncertain how the project will play out, but under pressure to lead their people through it anyway. They’ll value your support as they manage the anxiety and channel it into energy, turning the rebrand from a risk into a rallying point.
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