4 Brutally Honest Questions I Ask Every January to Run a 6-Figure VA Business

Every January, I come back to the same four questions.

Not because they are trendy. Not because they sound good on Instagram. But because they are the exact questions that forced me to stop running my virtual assistant business on hustle and start running it like a real company.

I first started asking myself these when my VA business grew quickly and I hired my first team member within six months. The stakes were higher, the pressure was real, and “just working harder” was no longer an option.

Now, as the owner of a six-figure VA agency with scalable systems and a coaching program for other virtual assistants, these questions still guide how I make decisions. They are uncomfortable by design, and they work.

If you want your VA business to grow without burning you out, these are worth asking yourself honestly.

Question 1: If Nothing Changed This Year, Would You Be Proud or Frustrated?

This is uncomfortable for a reason.

If your VA business looked exactly the same a year from now, would you feel proud of how you spent your time? Or would you quietly feel frustrated that nothing really changed?

Same income. Same clients. Same stress. Same long days.

This question removes the illusion that time alone creates progress. It forces you to look at how you are actually spending your energy, not how busy you feel.

Honesty creates momentum faster than motivation ever will. When you can admit you are stuck, you can finally decide to move.

Question 2: What Are You Still Complaining About That You Are Choosing to Tolerate?

This question is about patterns.

What is the same thing you complained about last year that you are still dealing with now?

Low rates. Inconsistent clients. Weak boundaries. Constant overwhelm. Feeling like you can never fully clock out.

When something sticks around this long, it is no longer a temporary situation. It is a decision.

That might sound harsh, but it is actually empowering. Decisions can be changed. Situations feel permanent. Once you recognize where you are tolerating something instead of fixing it, you take your power back.

Growth starts when you stop normalizing what is draining you.

Question 3: What One Skill Would Actually Move the Needle This Year?

This is where most VAs get distracted.

Not every skill matters equally. If you focused on mastering one thing this year, what would truly move your business forward?

For most VAs, it is not learning another tool or adding another service. It is learning how to position yourself confidently, sell your value without apologizing, and run your business with systems instead of stress.

Income grows when skill grows. Every time.

When you invest in the skill that supports your long-term growth, everything else becomes easier to build on.

Question 4: If Everything Fell Apart, What Could You Rebuild Without Starting Over?

This is the question that creates real security.

If clients disappeared tomorrow or platforms changed overnight, what could you rebuild without starting from scratch?

Your confidence. Your ability to attract aligned clients. Your systems. Your clarity around what you offer and how you deliver it.

That is stability no algorithm, platform, or single client can take from you.

A sustainable VA business is not built on one opportunity. It is built on foundations you can recreate again and again.

The Confident VA Method was built in a season where excuses were not an option.

Only clarity. Structure. And consistent action.

It was created for VAs who are done repeating the same income year after year and ready to build a business that actually supports their life, not one they constantly have to recover from.

If you are ready to stop tolerating what no longer fits and start running your VA business with intention, let's chat!