Start with Arizona-specific knowledge. The state has Transaction Privilege Tax instead of traditional sales tax, and it works differently than what bookkeepers from other states are used to. TPT is origin-based, and every city in the Phoenix metro area has its own rate. Scottsdale, Phoenix, Mesa, Tempe, Gilbert, and Chandler all charge different amounts. A bookkeeper who doesn’t understand Arizona’s tax structure will either file incorrectly or spend your time learning on the job.

Industry experience matters more than general experience. A bookkeeper who has worked with businesses like yours already knows the common issues, typical expense categories, and industry-specific reporting needs. Someone with restaurant experience understands tip reporting and food cost percentages. Someone who’s worked with contractors knows job costing. Ask specifically whether they’ve handled businesses in your industry, not just how many years they’ve been bookkeeping.

Pay attention to how they communicate during your initial conversations. Are they asking questions about your business or just quoting prices? Do they explain things in plain language or hide behind jargon? The bookkeeper you hire will need to flag problems, explain your financial position, and answer questions throughout the year. If communication feels difficult before you even start working together, it won’t get better.

Ask what software they work with and whether they can integrate with your existing systems. Most Phoenix area businesses use QuickBooks Online or Xero. Make sure your bookkeeper is proficient with whatever platform you’re on. If you need to switch software, find out if they offer QuickBooks setup and training or can recommend the right fit for your situation.

Get clarity on pricing before you commit. Monthly bookkeeping can mean very different things depending on the provider. Some include bank reconciliation, financial statements, and ongoing support. Others charge extra for anything beyond basic transaction entry. Understand exactly what’s included, what costs extra, and how pricing changes as your business grows.

Consider whether they can scale with you. If your business is growing, you might eventually need payroll, sales tax filing, or controller-level financial oversight. Working with a Scottsdale bookkeeper who offers those services means you won’t have to start over with someone new when your needs expand.

Watch for red flags. A bookkeeper who quotes a price without asking about your transaction volume, industry, or current situation is guessing. One who takes days to respond to basic questions will be just as slow when you have an urgent issue. And anyone who can’t clearly explain how they work or what you’ll receive each month probably doesn’t have a solid process.

The best fit is usually someone who knows your area, understands your industry, communicates clearly, and has a process that matches how you like to work. Take time to find the right match because switching bookkeepers later is more disruptive than getting it right the first time.