Tired of Doing It All Yourself? Here’s Why Delegation Keeps Failing

Every business owner has thought it: “It’ll be faster if I just do it myself.” On the surface, that seems true. Explaining a task, reviewing someone else’s work, and correcting mistakes can feel like more effort than just getting it done. But over time, this mindset keeps you trapped doing the same repetitive work, leaving no space for growth or strategy. This is short-term thinking instead of long-term strategy.

Delegation fails not because others aren’t capable, but because we don’t delegate effectively. Here are a few common reasons why it breaks down:

1. We don’t communicate the full picture.

 When assigning a task, it’s easy to share what to do but skip over why it matters. Without context, your team can’t make informed decisions or anticipate needs. You get results that miss the mark, and frustration builds on both sides.

 2. We don’t define success.

 A vague request like “update the spreadsheet” leaves too much room for interpretation. You might be envisioning a polished dashboard while your employee thinks you meant simple data entry. Clarity upfront saves time later.

 3. We don’t give permission.

 Sometimes team members hesitate because they’re unsure how much authority they have. Can they make decisions? Spend money? Contact a client? Without clear boundaries, they either freeze or overstep. Both scenarios end up back on your desk.

 4. We take the work back too soon.

 When mistakes happen, it’s tempting to jump in and fix them. But that teaches your team to hand problems back to you instead of learning to solve them. Growth takes coaching, not correction alone.

If you’ve ever said, “It’s just easier to do it myself,” you’re not alone. But that short-term mindset limits your capacity, burns your energy, and keeps your business dependent on you.

Delegation done right takes a little more time upfront, but it creates freedom, trust, and scalability down the road. Start small. Choose one task, clearly define the goal, and give your team the information, permission, and outcomes they need to succeed.

I’ll be diving deeper into how to delegate effectively using the IPO Framework (Information, Permission, Outcome) at the Freedom to Thrive Summit. Join me to learn how to delegate with confidence, free up your time, and empower your team to succeed.

The virtual summit is being held November 12, 2025, from 8:00am-4:30pm Pacific/11:00am-7:30pm Eastern. Register here.

 And if you’d prefer more personalized guidance, fill out the interest form to explore how I can help you streamline your operations and finally step into the role of visionary leader your business deserves.

Your time is valuable. Let’s make sure your business runs smoothly so you can thrive, not just survive. 

Candy Messer

Candy Messer is a and profitability/growth advisor working with entrepreneurs in service-based industries to help them have successful businesses.  With more than 22 years of experience in the industry, Candy understands the stresses business owners  face and offers customized services  to meet their varying needs.

Candy started Affordable Bookkeeping and Payroll (AB&P) with the goal of providing businesses with top notch bookkeeping and payroll services at a reasonable price.  Her company energizes business owners by removing  the burden of  compliance tasks as well as working with them to identify issues preventing higher profitability and/or growth. As a result of using her services, clients have peace of mind and the freedom to do what they love. 

Candy was named Woman of the Year for 2009-2010 by the Peninsula Chapter of the American Business Women’s Association, and 2011 Entrepreneur Mom of the Year by Today’s Innovative Woman magazine.  In 2012, the El Camino College Foundation honored her as a Distinguished Alumni of the Year. Affordable Bookkeeping and Payroll was named 2016 Small Business of the Year by the Torrance Chamber and Intuit’s (creator of QuickBooks software) 2016 Firm of the Future.

Candy is co-author of Business Success With Ease released in 2013 and Navigating Entrepreneurship released in 2014 and is the host of “Biz Help For You” which can be found on iTunes, Tune-In, Stitcher, IHeartRadio and Spotify.

Candy has been married since 1992 to her husband Garth and they have a son, daughter, son-in-law, and soon to be two grandsons. When not running her company, Candy enjoys reading, crocheting, logic puzzles and spending time with friends and family.

http://www.abandp.com
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