Are you making time management harder than it needs to be?

If your calendar looks like a cluttered junk drawer, jammed full of urgent to-dos and last-minute chaos, this episode is for you.

I sat down with Anna Dearman Kornick, time management coach and author of Time Management Essentials, to unpack how to actually manage your time in a way that feels aligned, flexible, and realistic.

Anna's background is fascinating: from orchestrating a US Congressman’s minute-by-minute schedule (even his wife had to book time with her!) to guiding universities through PR disasters—she's the queen of managing chaos.

Today, she helps ambitious professionals like you figure out how to run your schedule on your terms, instead of feeling like you’re always behind.

We cover everything from navigating overwhelm to creating an “ideal week” that prioritizes what matters most, without the guilt trip.

Get ready to shift your mindset around time management, learn how to build routines that actually work for you, and finally stop letting all the pebbles crowd out your big rocks.

• Why your calendar might look organized but still be a total disaster (and how to fix it)

• The difference between boulders, big rocks, and pebbles, and how to plan your week around them

• Anna’s surprisingly gentle approach to morning routines (no 5 AM sprints required!)

• How to build “chaos blocks” into your day so you’re prepared for the inevitable curveballs

• Anna's top tool for staying organized

For the full transcript, notes, links, and more, go to: https://simplysquaredaway.com/121

For the full transcript, notes, links, and more, go to: https://simplysquaredaway.com/120

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Ever thought, “Eh, being organized isn’t that big of a deal”? Spoiler: It’s probably costing you thousands. Or more!

In this episode, I’m cutting straight to it with a bold (and maybe uncomfortable) truth: your disorganization is flat out costing you money, and more than you think.

I’m sharing a story of a sweet colleague who said, “Tracy, I don’t care about finding files in seconds. I care about making money.”

She is so right. I needed this reminder.

But here’s the kicker: the only way you make more money is by NOT wasting time hunting for stuff, fixing mistakes, and letting opportunities slip because your backend’s a hot mess.

You make more money by prioritizing money-producing actions, executing an organized calendar, following the most efficient systems easily, finding things you need in seconds, and knowing you can confidently run (and scale!) your organized business.

We’re diving into the five hidden ways disorganization is bleeding your business dry, from wasted hours to missed sales. I’m also sharing what to do instead, so you can finally scale, sign more clients, and (yes!) actually enjoy that freedom you started your business for.

If you’re tired of your business being duct-taped together, this one’s for you.

• Why wasting time searching for files is literally throwing money away (I do the math for you!)

• How being reactive instead of proactive means your competitors get your clients (Yikes)

• The reason messy systems make you look (and feel) less trustworthy, and cost sales

• Why you’ll hit a ceiling fast without streamlined systems

• The sneaky ways disorganization is draining your profits on tools, contractors, and mistakes

• The simplest first steps to get organized for real revenue growth

Is your calendar a mess? Are you running out of time to accomplish the most important tasks?

If you ever feel like your week is one giant scramble of client calls, last-minute tasks, tending to fires, and wondering what the heck you’re supposed to be doing next...you’re going to LOVE this episode.

I brought on Holly Haynes, a 7-figure business owner, productivity expert, and queen of batching, to break down exactly how she built her wildly successful business working only 8-10 hours a week (yep, seriously). She shares her signature CEO Week framework, how to create theme days, and why you absolutely need a “creative block” in your schedule.

We also dug into:

• How Holly went from working a corporate job with twins in kindergarten to building a 7-figure business in just 5 years.
• The simple formula of CEO Week: theme days + a creative block + a CEO day.
• What happens when your tasks spill over into other days (hint: it’s not the end of the world).
• The most common resistance people have when trying to implement theme days, and how to overcome it.
• Why your business should feel a little boring if it’s working right (yup).
• How she strategically added team members to shrink her calendar, not stretch it.
• Simple ways she plans her days to avoid feeling scattered and overwhelmed.

I also share where the resistance that comes up, and where I realized my boundaries had shifted, and how I was inspired to make changes.

For the full transcript, notes, links, and more, go to: https://simplysquaredaway.com/119