Asking Questions Can Help To Grow Your Business

It’s really easy to be busy all the time. That’s true for everyone, but as entrepreneurs, it’s almost a badge of honour!

But as the CEO of your business, where you’re busy matters. As a guideline, you can aim to split your time evenly between working in your business (client work and delivery) and working on your business (high-level analysis and strategy). 50/50 might not always be possible–you may spend a few years at 80/20, or peak at 60/40–but it’s something to shoot for. Regardless of the split, the point is to make sure you take time to think about your business.

If you can’t find time to think about your strategy, it might mean you need to get some support in your business, or better utilize the support you have. To the soul-centred entrepreneur who does too many small tasks because you don’t want to bother your VA: I’m winking at you ????. 

Delegating and hiring the right team members will help free up your time for strategy, which can help your business grow more smoothly and quickly. (Note: Learn how to hire and train your team in my mini-course here.)

Regardless, one thing is certain: it also means that you are at risk of bottlenecking your growth.

Why should you carve out time to just think about your business? 

Management professor Henry Mintzberg described strategy as “emergent,” which means that strategy comes in response to opportunities, not just in the planning phase.

Nature is a brilliant example of emergent strategy. An aspen grove is actually one root system with many shoots that grow into trees. The root system started with just one plant and responded to favourable conditions with more trees.

Similarly, your creative business may start with one copywriting service but will shift and grow as you respond to your customers, learn more about your preferences, and grow your skills.

Stuff happens. Businesses pivot offers, expand markets, and gain new customers in response to external events and lucky breaks. Last year made this a necessity, but it doesn’t have to take a global event to shift or grow your business. It takes time and a system to analyze, recognize, and make adjustments to what’s emerged.

If you’re not taking time out of your schedule to analyze, assess, and think about your business, you’ll miss opportunities to grow and innovate.

Business strategy questions to ask

Be sure to build a system around your question and answer sessions. How will you collect questions? How will you answer them? Who will be involved? 

Then add your strategy sessions to your team calendar as soon as possible. We schedule our clients’ strategy sessions annually, quarterly, monthly, weekly, and daily. 

Each type of session asks and answers different questions. 

For example, in an annual session, we look back at the past year and see how well we met our goals, analyze what went well, what needs work, and set our revenue and overarching goals for the year.

In a quarterly session, we’ll do a more targeted analysis of the main areas of the business and see which one is currently the weakest link, then brainstorm and decide on projects meant to address the issue.  

Throughout the process, remember that your strategy sessions will also continue to emerge. Be open to responding to what comes up, instead of trying to stick to a rigid plan.

Need help knowing which questions to ask, never mind creating the system for answering them? Get on the waitlist for Scale Society, my 6-month, small group experience for soul-centered entrepreneurs that will help you scale your creative business from 5 to 6 (even 7!) figures your own way. 

In the meantime, follow me on Instagram for reflection questions you can start thinking about and answering now.

Meet your host

Sandra Booker, Founder of Changemaker Inc. (home to Sidekick COO and The VA Studio) and creator of Scale Society and The Advisory Board, is a mentor, Fractional COO  and growth strategist. She specializes in helping overworked, overwhelmed, multi-hatted entrepreneurs become the CEOs of sustainably scalable, and powerfully profitable businesses. 

After helping local businesses thrive, and receiving accolades in her community (like the 40 Under 40 award) Sandra turned her attention to the world of online service providers, and her clients include familiar names like Chanti Zak, Tarzan Kay, and Laura Belgray.

In her (efficiently used) spare time, she teaches others how to build and grow their own 6-figure virtual assistant practices and is on a mission to create a million jobs by helping her clients and students scale their businesses.

The Great Big List of KPI's

Want more? Check these out!

Dip your toes into transformation with these resources that pack a punch, all on the house.

Get started with KPIs with this free guide that will show you what KPIs you need to track, how many is too many, how to identify trends, examples of KPIs for every area of your business.

Washup & Reset

An annual business review to get you off the “set goal, miss goal, try-same-thing-again” merry-go-round, The Wash-up shows you haw to use the lessons from this year to get the most out of next year.

4D-90 Framework



This process is designed to be completed every quarter so you always know exactly what to do to hit your goals without putting in more time, create a new offer, or adding yet another launch to your calendar.

Budget Template



Struggling to know where you're money's going and whether you can afford that new course you've been eyeing? You need a budget and this template will help.

KPI Business Dashboard



Your easy answer to "What the heck do I track?"  You'll have all of your numbers in one place, and have at-a-glance information so you always know whether you're on track to meet your goals.

Grab your Budget Template