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.
Companies are increasingly embracing “remote, agile” teams to complete projects and meet deadlines, according to a study by the freelancing website Upwork. The survey of more than 1,000 U.S.-based managers found that the continuing “skills gap” is driving the trend toward hiring more virtual workers. Still, many of those companies have yet to implement a formal remote work policy, the study concluded.
While hiring and managing remote developers can be challenging, there is definitely a benefit to the company. You're able to run a more cost-efficient product development team if you do things right. You'll also find that a well-run international team brings in new perspectives and can accomplish time-sensitive tasks on a 24/7 basis, helping you get things done at all hours. - Charlie Youakim, Sezzle
Before I tell you about my personal assistant, why I have one, and the financial benefits of hiring one, I’m going to give you permission to make fun of me. That’s right: Assume his name is Jeeves or Alfred, that I ask him to wash out my dirty socks and filet my pheasant under glass. And since I can’t live in a palatial estate just yet, you can also assume I’m acting out some self-indulgent fantasy of being rich and important, even though you know, natch, that I’m neither one of those things.
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
I can use my own experience as an example for this. When I worked with a marketing agency in America, I was encouraged to voice my opinions, even if they went against our founder. When I consulted with businesses in the Philippines, a common complaint was about employees always saying “yes” to whatever their managers want (even if they couldn’t deliver).

All businesses accept that when starting out they will at some point require additional support. Most often the first consideration is employment of additional staff. Although this can often be daunting especially with all the red tape surrounding employment and legal requirements. More expense can also be driven into the business with a need for larger office space, equipment such as computers, phone lines etc. This is all before the employee has even started. New staff can also mean re-focusing time and effort inwards rather than developing the business and potentially decreasing revenue at a time when increases are most needed.

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.


Web Site Designer/Administrator – You will find a pool of virtual assistants who specialize in website design and management. You will find a lot of virtual assistants in this arena who are experts in web creation using software such as WordPress and others like it. Specifically, you can easily find virtual assistants who promote WordPress as their niche. If your company needs assistance with its website, which includes a blog, using this type of virtual assistant would be great for your business.
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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