
Have you ever wondered which daily tasks are worth delegating to someone else? Whether you have tried multiple service providers or are considering hiring help for the first time, it is always valuable to share experiences. Conversely, have you ever decided to stop paying someone to handle a particular chore?
We frequently explore this topic, particularly regarding upgrading personal services, utilizing personal assistants, and employing cleaning services. Our community has also discussed elevating childcare standards and hiring dedicated estate managers.
What I Outsource
My primary outsourced tasks include home cleaning, grocery shopping, and tax preparation, though I have considered meal prep services. While I have not had favorable experiences with travel planners, I would consider one if recommended by a trusted friend.
Home cleaning – I have worked with numerous services over the years, and finding the right fit is essential. For instance, one cleaner unloaded the dishwasher without knowing where items belonged and made puzzling choices, such as placing knives pointy-side-up with spatulas. Another service unnerved me by walking around taking photographs after their first clean; while I could see the logic of documenting a homeowner’s preferences, the practice felt intrusive. Fortunately, I also had an exceptional experience with a solo professional whom I trusted enough to allow her to organize our closets.
Grocery shopping – I have used this service intermittently over the years, but have relied on it consistently for the past five. I appreciate the ability to casually build a grocery list in the app, while a knowledgeable shopper navigates the store to find the items. We also make great use of the prepared foods they source, such as pre-portioned sliced apples, mirepoix, and occasionally a rotisserie chicken.
Tax prep – Given my legal background, I understand that the Tax Code is extensive and complex. Consequently, I have long since decided to entrust this responsibility to a professional. I have only had two accountants. The first was a wonderful older gentleman recommended by a friend, but we parted ways after he nearly overlooked a significant first-time homebuyer tax credit. We have now been with our second accountant for over 15 years, and I have complete trust in his expertise.
Readers, what is on your list of outsourced tasks? Have you tried multiple providers and developed preferences regarding what you like or dislike? Have you ever made the decision to stop paying someone else for a specific service?

