Keep in mind that if you pay someone more than $600 per calendar year, the IRS has pretty strict guidelines about making sure you issue a 1099. Of course, that means the assistant has to pay taxes on the earned income, which dents his bottom line. So you can always make the choice to pay an assistant under the table. What you do is up to you, but let me repeat: Always keep in mind what tax laws dictate, and make smart choices based on that.

One of the main considerations for running many employees online is how data sharing will be handled in order to keep the appropriate information private for clients and the company. Storing confidential company or client information on employees’ remote computers can be a big risk because there is a higher chance of it being leaked accidentally due to the lessened security on remote computers. There are software options along with employee training that can greatly minimize these risks.

From my experience, remote team members have allowed my company to recruit from a larger talent pool worldwide versus being limited to the geographic location where our offices are located. From an employer's perspective, by going the contractor route (versus just remote), you pay for only the work being done, instead of a full payroll, while allowing flexibility and freedom within the position. - Shane Hurley, RedFynn Technologies
For technology companies facing a talent crunch, hiring remotely seems a particularly good idea. However, there are some companies that prefer to keep their staff on site as a means to enhance collaboration and creativity via direct interactions and face-to-face conversations. Here are several pros and cons to working with a distributed workforce, according to 13 Forbes Technology Council members, to help you decide if a remote working model is the right fit for your company.
Your business is growing, and you are busier now more than ever. You could use an extra set of hands, so someone suggested that you should use a virtual assistant. However, you have no idea what a virtual assistant is or for that matter, how they can help you. If that is the case, small business owner, it is time for you step into 2014 and become virtual. You will add your business to the growing trend of those utilizing virtual assistants.
A virtual team is a collection of independently employed individuals who work together to provide business solutions to external clients. For startups, using virtual teams can be a way to provide top products and services while remaining flexible for customers and responsive to their needs. Yet startups need to be aware of the benefits and disadvantages of virtual teams.
It’s hard to dispute: companies and at-home employees alike say remote work is a boon to productivity. Distractions like water cooler gossip, impromptu meetings, and loud colleagues are a non-issue, according to an infographic based on data from SurePayroll, a web-based payroll provider for small businesses. Eighty-six percent of those surveyed said they preferred to work alone to “hit maximum productivity.” What’s more, two-thirds of managers say employees who work remotely increase their overall productivity.

Many small-business owners wish they could clone themselves or have more time in the day to do their work, because they want things done a specific way. You can train your personal assistant to do tasks exactly the way you want them done. Over time, your personal assistant will get a feel for the way you do things and automatically sync with your style. By developing a relationship with a personal assistant, you’ll begin to trust that your assistant understands your perspective and motivation. An effective and well-trained assistant is the closest you can get to cloning yourself.
Employee engagement and motivation. Consider giving remote and office workers surveys to see who is more engaged and motivated overall. Ask questions about how they feel coming to work every day, find out whether they’re inspired at work and ask if they think their role within the company is important. Ask specific questions about whether or not they feel included in group decisions and ask if they feel as though their needs and concerns are considered and addressed.

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From my experience, remote team members have allowed my company to recruit from a larger talent pool worldwide versus being limited to the geographic location where our offices are located. From an employer's perspective, by going the contractor route (versus just remote), you pay for only the work being done, instead of a full payroll, while allowing flexibility and freedom within the position. - Shane Hurley, RedFynn Technologies
Any kind of process will have its own pros and cons. Similarly, virtual office workers also come with their own advantages and disadvantages but it is up to the bosses and the organization to create a leverage and work on the cons and try to enhance the pros, so that the resultant workforce remains satisfied, stress free and the working environment is transformed into a fruitful one.
Freedom to travel: With no need of a visa or transportation to a physical location, people can access their virtual office from basically anywhere in the world, giving them the freedom to choose their physical work space. Today we have many digital nomads who claim to be more productive in a virtual work setting as compared to being in an office. We know from experience that that is a fact!
Employer Trust - Another main factor that can negatively affect working remotely is the trust employers have in employees to get jobs done from home. For both parties to get the most benefit from a virtual work environment, there must be mutual trust between employer and employee. A worker must continue to complete assignments as required. You should be able to monitor this fairly easily based on the productivity of each employee working from home.
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If you’re a busy person trying to make headway in your business and financial life, a personal assistant might seem like an expense you can’t afford. But to get rich, you have to think like rich people do, and the first step begins with what I call “abundance mentality.” A person who lacks this looks at the possibility of a personal assistant and says, “Oh no, I can’t afford that.”
Virtual offices, telecommuting and telework all mean essentially the same thing: employees work from another location outside of the traditional office. Virtual offices and telecommuting have become immensely popular for some employers, and met with trepidation by others. The concept is a relatively new one, which makes it difficult to construct definitive policies that set clear parameters for working outside the traditional office environment. As with any work arrangement, there are advantages and disadvantages to virtual offices and telecommuting.
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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Let’s face it: commuting can be a killer, especially if it’s a long one. Studies have shown that uber long commutes can take a toll on workers, ranging from everything from high cholesterol, neck and back pain, as well as elevated stress levels. (It’s even been linked to higher divorce rates, too!) When you eliminate the commute, you can begin to work earlier—and with far less stress. Sans a lengthy, energy-zapping commute, you’ll feel far more refreshed in the morning and eager to start your workday earlier…just because you can.
Actually – the work of a personal assistant should NOT be issued a 1099. The work they perform is that of an employee, and not a contractor. Misclassifying them as such can result in steep fines from the IRS, who are cracking down on this behavior (businesses trying to save money by not being a accountable for their workers and properly giving them a W-2. If you can’t afford to offer a W-2, then maybe you can’t afford an assistant.
Engaging Virtual Meetings: If you’re interested in learning the skills needed to host and facilitate successful virtual meetings, you will find this program useful. It covers the four fundamental skills of virtual facilitation, information on how to properly prepare for meetings, and how to properly prepare for future meetings. The program was created for business professionals of any level.
Establish an onboarding process. Be sure that every employee who collaborates virtually has the same onboarding experience. They should be given access to the same communication systems and handbooks that explain the company processes. Everyone should be given the same advice and tools for success as they’re brought on board. If possible, it can even be very valuable to have an initial onboarding done face-to-face in an office location.

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