The ability to interview them in person a number of times and carry out a trial to see if they are a suitable fit for you. A trial is a great no risk way for all parties to see if the assistant is the right person for the job. It is a very personal job working closely with the employer so it is very important to work out if both parties are going to be happy before making a long term commitment.

Isolation. When you work from home, it’s likely that you’ll experience less contact with other professionals in your field — especially for, but not limited to, individual contributor roles. You won’t have a daily commute, so you won’t encounter other people on your way to and from the office. You won’t bump into other workers at the water cooler for a casual conversation, or have lunch with your coworkers a few days a week. With fewer encounters with other people — and other professionals in your field — it’s easy to feel isolated, which can lead to a slump in progress or even depression.
Saving on Hiring a Full-Time Employee – A key benefit to using a virtual assistant for your business is the saving aspect. By working with a virtual assistant, you will save on the expense of hiring a full-time employee. This includes the amount of time and money spent on interviewing and training a new employee. This also includes the cost of employee benefits such as health insurance, employee-related benefits, and tax savings. As independent contractors, virtual assistants are responsible for their own bookkeeping and taxes. You will not have to worry about incurring such costs.
Over the past decade, a rising number of young professionals, primarily from the United States and Europe, have leveraged the use of technology to work remotely and live a nomadic lifestyle. A forecast of employment trends by the World Economic Forum called flexible work, including virtual teams, “one of the biggest drivers of transformation” in the workplace, while a Gallup poll found that 37% of respondents have already worked virtually.

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Invest in VPNs. Virtual private networks encrypt your data and provide secure access to a remote computer over the Internet. It basically extends a private network over a public one, such as the Internet. These are excellent for keeping your files and data secure, yet accessible to remote workers. I use Browsec right now, but there are plenty of others.
At one of my first companies, we grew a remote team to more than 100 people. Often the members of this team would perform better than the people who came into the office every day because they weren't distracted by meetings and other interruptions common to a shared office. Collaboration occurred over video, chat and project management software. People focused on work, followed established processes and were held accountable for their productivity. - Danilo Stern-Sapad, FabFitFun

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Cost-benefit analysis is exactly what it sounds like: If it costs you $50 a week to get a personal assistant, what’s the benefit? Let’s say that money buys you five hours of help. You ask the personal assistant to run errands, send mail and attend to tasks that otherwise would prove a time suck on your week. The benefit, in this case, comes in the form of five free hours that you gain from having the personal assistant help out — and you can do anything with that time you like.
Virtual work or telecommuting requires self-discipline, motivation and a tremendous amount of focus. Individuals who do their best work independently are often the happiest with telecommuting than workers who need to have regular contact with others. The managers who supervise telecommuters bear a large responsibility as well. Managing employees remotely can be very challenging, and it is ultimately the manager's responsibility for determining which of their employees demonstrate the necessary skills and traits for performing successfully in a remote location.
It might seem counterintuitive, but remote workers are often more engaged with colleagues and supervisors than in-office workers, Harvard Business Review concluded. The plethora of technological tools to help workers stay connected makes the difference—in fact, a separate study found that 87% of remote workers feel more connected through the use of video conferencing.

Having worked remotely for my whole career (25 years) I found this to be a great read. I certainly agree with the elements as provided. It does take a certain personality to be able to stay focused and committed without the boss watching. wink wink. The biggest challenge I find is actually separating from work. With the advent of PDA this is really the norm rather then the exception.

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I doubt many companies like or prefer that employees work from home. We allow the policy in order to be able to attract employees who would otherwise go elsewhere. We are heavy users of Slack, Confluence and other collaboration tools that make working at home more productive, but they cannot replace the serendipitous interactions that occur while hanging out by the nitro-coffee keg. - Manuel Vellon, Level 11

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