
“I should be able to do this myself. Why can’t I get things done?” Many people feel this way. It’s discouraging to struggle when others seem to manage with ease. We may wonder how everyone else seems to have skills that we somehow never learned. Thoughts like these often lead to shame, which then makes us want to withdraw and hide. Sometimes, friends and family get frustrated with us and don’t understand why we can’t just figure it out. Fortunately, when organizing and executive functioning feel hard, there are professional resources who can provide needed guidance and support. If you are struggling, here’s how to you know when to hire help.
Hiring Professional Assistance
At some point, most people hire professional assistance. We hire help when:
- We don’t have the skills we need to do a task on our own.
- We lack the tools needed to complete a job.
- We lack experience and don’t want to make a situation worse.
- A task is more complicated than similar ones we’ve handled before.”
- Specialized skills are needed for the task at hand.
- We are unable to complete a task for physical, mental, or emotional reasons.
- Our time is valuable and we want to be as efficient as possible.
- Extenuating circumstances prevent us from completing a task.
- The approach we are familiar with is no longer effective and/or possible.
There may be other reasons why you want to bring in a pro. The reasons for hiring a professional organizer or executive functioning coach are much the same. Let’s consider how these reasons might look in the organizing world.
Lack of Skills
In everything from athletics to math, some people are born with an innate advantage. They naturally absorb ideas and seem to perform with ease. It’s normal to feel a bit envious of these people, and yet this is all part of the way the world is. Everyone has unique strengths, and together those differences create balance.
While a bit of envy is normal, concluding that we are somehow “worse” than others because we can’t do what they do is not. No one excels at everything, and most of us need training or support to build competence. Education and tools help all of us perform better.
For some reason, when it comes to organizing or productivity, we seem to believe that we should have automatically absorbed the necessary skills. This just isn’t the case. A lack of skills is not evidence of weakness; it often simply means no one ever taught us.
The good news: there are many effective strategies and tools that can help you live an organized and productive life. If you don’t know what they are, you can learn them from someone who does.
Lack of Tools
Very few tasks can be performed without at least some sort of tool. Painters need brushes, programmers need computers, basketball players need a ball, firefighters need access to water and a hose.
The same is true for organization and productivity. To be organized, you need sufficient supplies, such as bins, sorters, labels, and dividers. To be productive, you need things like a task list, a calendar, and a schedule. You might also benefit from using alarms, reminders, a database, apps, a motivational chart, an accountability partner, and more.
Part of the challenge is that we often aren’t sure which tools to buy. We don’t want to purchase something that isn’t going to work. We also have a budget and don’t want to waste money.
The good news: there are many free and low-cost options that can get you up and running. Professionals can help you determine where to start, and which tools are worth investing in based on your specific situation.
Lack of Experience
A common fear is taking action when we don’t know what we are doing. We may worry about making a situation worse. In some situations, lack of experience is a valid reason to seek help before taking action. For example, it would be unwise of me to try to fix electrical problems. I definitely need an expert for that.
In other cases, we may be able to make progress, but our inner anxiety keeps us from trying. We rationalize delaying action, leading to avoidance and procrastination. Organizing tasks often fall into this category.
The good news: experience is gained through repeated practice. If you don’t know where to start, you can hire a professional organizer to provide direction and supervision. For example, if you struggle to manage sentimental possessions–which is common–it helps to have someone design a pathway for decision-making that you can follow. As you sort and review, the decision-making gets easier.
Complicated Tasks
Many people feel competent handling routine tasks but get nervous when the situation gets complex. For instance, I might feel okay about replacing the rubber flapper in my toilet but not know what to do when the ejector pump alarm in my basement starts blaring.
Some tasks are simply more complex than the average person knows how to handle. When it comes to organizing, for example, perhaps you were able to maintain order when you lived alone in an apartment. However, now that you live in a house with three children, a dog, a mother-in-law, and you’re running a home-based business, you feel overwhelmed.
Hiring help can be a smart decision when facing complex situations. Most people cannot realistically ‘do it all.’” Can you imagine the family in Downton Abbey making their own meals, caring for their own horses, tending to their extensive gardens, polishing all their own silver, and cleaning the castle by themselves? It sounds silly. Yet many people today place similar expectations on themselves.
The good news: you don’t have to handle complexity alone. You may want to hire someone to whom you can offload the hard stuff.
Specialized Skills Needed
Many jobs require specialized skills. We don’t question this fact when it comes to things handled by doctors, lawyers, and aerospace engineers. After all, we want someone who is well trained and knows what they are doing.
While many organizing and productivity challenges don’t require advanced training, there are some that do. For instance, maybe you are relocating to another country and don’t know how to get your belongings moved internationally. Or perhaps you work for the government under a security clearance and need to use a specialized system or tool. Maybe you need to get rid of something that can’t just be sold or donated (such as a weapon or old legal tender).
Some situations require specialized expertise.”
The good news: someone out there knows how to help you with your particular situation. If the first person you call doesn’t know, they might be able to direct you to someone who does.
Physical, Mental, and Emotional Challenges
While lack of skills is one reason we may struggle, it isn’t the only reason. There are a wide variety of real challenges that may keep us from handling a situation on our own.
For instance, when it comes to organizing and productivity, this may look like a physical disability. It’s difficult to stay organized while recovering from heart surgery or if you can’t put weight on your foot. Many physical procedures require a period of limited mobility to facilitate healing. You may also have a permanent physical restraint that keeps you from being able to lift, carry, stretch, or bend.
Mental hurdles can also hinder our productivity. For example, obsessive compulsive disorder (OCD) can result in intrusive thoughts that interrupt your ability to perform tasks. Attention-deficit/hyperactivity disorder (ADHD) can make it hard for you to stay focused, even on tasks that you know how to do. Hoarding disorder creates a situation where efforts to declutter and organize are repeatedly undermined.
Emotional challenges can also hijack efforts to organize and get things done. A condition like depression, for example, can sap energy and drain hope, both of which make it hard to work on tasks.
If you feel overwhelmed or unable to function effectively, seeking professional support can be an important first step. You may not even know what is wrong. In this case, a diagnosis will be very helpful. Once you understand the cause of your situation, you will know what type of professional assistance will be most helpful.
The good news: now more than ever, professional help is available for those facing specialized situations. Don’t suffer in silence and be open to accepting aid when it is offered. If you don’t know where to find help reach out to someone you trust to help you begin finding the right resource.
Limited Time
One of the most common reasons people fall behind on organizing and productivity tasks is limited time. For instance, a deadline is so near that one person working alone simply cannot complete it in time. Or, we are being pulled in more directions than we can handle.
In one respect, this is a nice problem to have. It means our lives are full. At the same time, it can feel discouraging to work from morning to night and feel like we aren’t doing anything well or making anyone (including ourselves) happy.
When time is your most limited resource, it’s worth considering what you might be able to outsource. For example, you may choose to hire a lawn care service instead of spending the weekend mowing. Or perhaps you hire a virtual assistant so you can spend more time with clients. Maybe you want to hire childcare (or swap childcare with a friend) a couple of times a week so you can be more efficient with errands. Move managers and organizers can help you unpack after a move, allowing you to settle into your new home more quickly.
The good news: intentionally deciding how to allocate resources–both money and time–is not only acceptable, but also wise.
Extenuating Circumstances
Even efficient, trained, and skilled people sometimes run into situations that are overwhelming. Circumstances can interfere with our ability to handle tasks on our own.
For instance, if your house catches fire, you really can’t clean that up on your own. Or how about when you have your schedule planned and then you are called for jury duty. You can’t be in two places at once.
When it comes to physical belongings, maybe you run a fairly organized house, but then your child comes back from college with a dorm full of stuff. Or a sick family member moves in and now you need to turn your living room into a hospital room and provide round-the-clock care.
The good news: professional help can come in handy when life surprises you with an unexpected challenge. Experts can help you navigate unfamiliar territory by offering expertise, instruction, access to resources, and extra arms and legs.
Outdated Skills
As we age, especially in this technologically driven era, many people find themselves suddenly unable to complete tasks the way they know how. Many seniors struggle with things like patient portals, computer challenges, phone issues, bank logins, and more. The rapid pace of change has left many people feeling overwhelmed and left behind.
As someone who still uses a paper planner, I feel compelled to say that new is not necessarily better. Many older approaches still work perfectly well. At the same time, I know that there are circumstances where we are being forced to adopt new approaches. This can be very hard to figure out on our own.
The good news: professional organizers can help with administrative tasks, photo organization, productivity systems, technology transitions, and more.
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Are you struggling with organizing and productivity? Now may be the perfect time to bring in a professional. The right professional can provide timely, practical solutions.
When have you been happy that you hired some help?


Today, a client called who had carried a newsprint ad of mine for 3 years. It is now the right time for him to hire help because lately, he has realized how much of a burden the papers would be for his kids if anything happened. Another client called because she was about to have surgery. Sometimes there has to be a very big reason to ask for help. I am grateful for these clients and look forward to how together we can make life much easier!
I agree that a life event can bring on the impetus to hire help. How wonderful that you can come alongside and provide the help these clients need!
Lots of great reasons to hire a pro – and none of them mean there’s something wrong with you! We all have to deal with whatever life hands us, and if getting help is going to make that easier (or even possible), why not do it?
Absolutely1 We all need help at one time or another, and hiring a pro is often the wisest path forward.
These are great examples of issues which most people face from to to time. I love the way you shared the “good news”. Being open to reach out for help when you are overwhelmed, no matter the circumstances, is crucial to success.
I reach out for help all the time! It often saves me time and money in the long run, and makes problems much less stressful.
I think a lot of people hold off on asking for help from a Professional Organizer because they feel they should be able to do this by themselves.
A lot of my clients really need a body double and someone to just give them permission to let items go.
Agreed, Jonda. This is so common. It’s wonderful to be able to fill that niche and help people let go!
One of my clients has been thinking about hiring various types of help for a while. She recently made a list of things she could outsource. Some were for tasks she didn’t have the expertise for. Others were because she no longer wanted to be the person responsible for a particular task. For her, it was about energy management. It took her a while to get to this point because she felt guilty, like she “should” be able to do all of this herself.
But ultimately, she was able to release the “shoulds” and lean into what she really wanted and needed. That meant getting more help.
Energy management is a wonderful way to consider what to do yourself and what to outsource. I had a comment this morning from an older gentleman who has a large garden. He loves the gardening, and can keep up with it. But this year, he decided to get help with tilling the soil and adding new soil to the beds. Now he can pick it up and get to the part he wants to do.
What a perfect post for me to be reading on World Organizing Day!
I can think of examples with my clients — just from this past week — where all of these things have come into play. Sometimes, there’s a lack of skills, but other times, there’s an ASSUMED lack of skills. A client needed to transfer her late father’s stock into her name, then sell it. It mainly required typing skills — filling out some forms — though she did have to obtain a small estate affidavit, which also just required filling out a form and submitting a check. But because she’d never done anything like this, she was frozen in financial and paper clutter for two years. She didn’t lack skills, but (as you note) experience. She sat by my side as I followed the instructions on the form (which she could have read, but had an emotional block, assuming she couldn’t do any of it), filled it in with her, and now she’s got money on its way to her.
Maybe a client needs specialized skills, maybe they need experience, maybe they need to work through one of those blocks, but on their own, they’re more likely to keep circling the same project. Working with a professional — working THROUGH the tasks with a professional — is going to give them relief that it can be done, confidence that they can do such tasks in the future, and joy that the end result has been reached. Huzzah!
There is just a huge measure of comfort when someone walks with you through something is difficult or scary. How wonderful that you could assist your client with that task. I understand that kind of emotional anxiety about financial tasks. It feels like maybe we can really mess up and bring on a very bad situation. But as you showed her, step by step, with a buddy, can make the impossible suddenly seem approachable!