Digital teams are often made up of people with varying backgrounds and skill sets, which in turn makes it difficult to keep everyone engaged, productive and guided toward your biz goals. This week’s video goes into the value of regularly checking in with your team as a means to this end. 

There is a multitude of formats for these check-ins; be it over the phone, video conferencing or even via email, but they all present the perfect opportunity to catch up on business updates while also getting a sense of what is going on in your team’s personal lives. 

Checking in regularly is also an exercise in self-awareness as it is important that you find out what you can do better. Potential questions should be based on themes such as the quality of your instructions, the workload distribution amongst your team, clarity of your priorities going forward etc. 

Check-ins are also essential for understanding where your people are in relation to their existing portfolio of responsibilities. By understanding what you can specifically do for them, the easier it will be to nurture strong working relationships.

Of all the reasons to run regular check-ins though, the most important are probably the fact that they encourage feedback, facilitate loyalty and ultimately improve productivity. 


Today, let’s chat about the value of regularly checking in with your digital team. Whether it’s done over the phone, a videoconference or even via email, it’s a good idea to touch base with your digital team members on a regular basis.

The Importance of Checking In

First of all, you don’t have the benefit of the office water cooler where you can check in with everyone and see how things are going; not just with the business, but in their own lives as well. You have to make an effort to ensure that that happens in your digital company.

Routinely checking in with people also gives you insight into what you could be doing better. Perhaps you have been giving really bad instructions or overloaded a VA, or they’re just not sure what exactly you need from them. Or maybe you’ve been assigning them tasks that are no longer interesting and they want a new challenge. These are just a few of the many reasons why you should consider regularly checking in with your digital team.

I like to do this by simply sending a quick email or during a weekly or monthly phone call with the person. Ask them how they’re enjoying the position and if there’s anything you could be doing differently to make things easier for them. This regular check-in encourages them, especially when you ask for their feedback.

And you need their feedback. Even though you are the one outsourcing and delegating tasks, you need to know what your employees think and what you could be doing better. When you make an effort to listen to the people you have hired as contractors, they are much more likely to be loyal to you, interested in you, and willing to help you grow the business. Additionally, they can also give you feedback that has the potential to boost the morale and productivity of the team as a whole.

So please – check in with those people. It’s been a while since you talked to them about something other than work related stuff. Ask them how their life is going. Send them a personal note, and ask what things you, as the business owner and the master delegator, could be doing better.