You can retire! A timeline for prep, planning, preparing for the future

It’s no secret that Amy and I are big fans of all things finance, business and planning for ways to meet your personal goals of financial freedom. We know that financial freedom looks different for every household, and we’re big believers in synergistic planning — that means aligning your business plan with your personal financial plan so both work together to move you toward financial freedom.

Picture this: You’re standing at a crossroads. Each road represents a financial phase on your journey. Each road has a timeline and pace. In this article we are going to show you a simple map and timeline to help you visualize what you need to know and plan for so that, yes, you can retire.

The roads ahead

There are essentially four roads that combine together to lead you to retirement. Each road is traveled for a length of time. Here are the areas we focus on.

• Grow cash: Years one to five
• Buy real estate: Years five to 10
• Invest in retirement plans: Years 10 to 25
• Retire: Flip the money switch, and watch it come back to you!

Year 3: You’re getting the hang of it. Now what?

If you’re a few years into your business and finally getting traction, your first step is clear:

Build your cash reserves

You need three to six months of living expenses saved. Why? Because having cash on hand gives you confidence and flexibility — so you’re making strategic decisions, not desperate ones.

Once you’ve got cash, think: Where should this capital go?

For agents earlier in their careers, the best next move is often real estate.

Let’s say you put $50,000 to $100,000 down on a property you plan to hold for the long term. You’re pairing debt with an appreciating asset — smart! This move can set you up with equity growth, rental income and tax benefits.

Real estate as a long-term wealth tool

Here’s how savvy investors think:

• Does the property cash flow well?
• What’s your return on equity?
• Can you comfortably carry the property for the next 15–20 years?

Your returns may go toward renovations, mortgage paydown or even personal expenses during ownership. The key is understanding the numbers and building your portfolio intentionally.

Year 7-10: You’re building wealth. Now optimize it

Once you’ve got a few properties under your belt and steady cash flow, it’s time to:

Think tax strategy

Talk to your CPA about reducing your tax bill as a real estate professional and a property owner. At this stage, your income is growing from both commissions and rents.

Here’s where qualified retirement plans come into play.

Don’t jump into retirement plans too soon

Start simple:

• IRA: Low cost and easy to open
• Solo 401(k): Still manageable, but allows for higher contributions

As your income increases, consider more advanced plans like a cash balance plan. They can offer huge tax advantages. For example:

An agent with a $50,000 tax bill contributes $100,000 to their retirement plan — eliminating that tax bill entirely. Instead of paying the IRS, you’re investing in your future.

Yes, you’ll pay taxes later when you withdraw, but meanwhile, that $100,000 is compounding for potentially 10–30 years.

5-7 years from retirement: Get serious

By now, your rental properties may be paying down, your retirement accounts are growing, and your income streams are becoming more predictable.

Time to:

 Partner with a financial advisor

Get clear on:

• Which assets are paying you?
• What debt is left?
• When will mortgages be paid off?

That’s when true mailbox money begins — rents coming in, with fewer expenses going out.

You’ve got this

We hope this gave you a clear roadmap for growing your business and personal wealth — so you can retire on your terms.