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Tax Talk: Gig earners must estimate tax witholdings | Business

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Q. As an Uber driver, I became part of the “gig” economy in 2019. An Uber veteran asked me if I had made any estimated income tax payments. She followed her question with a strong statement indicating these payments are required if penalty and interest were to be avoided. Please help me understand estimated income tax payments.

A. Many people earn money and have no income taxes withheld. “Gig” earners like yourself are self-employed along with a wide array of other folks who operate their own businesses, sole proprietorships or partnerships. Since income tax officials have seen the movie “Jerry Maguire,” they want you to “SHOW (or send) ME THE MONEY!”

Both federal and state governments have estimated income tax payment mandates that require taxpayers to predict their likely tax liability and make estimated payments on April 15, June 15, Sept. 15 and Jan. 15. Thus the next estimated tax payment for 2019 is due Wednesday.

Because of the peaks and valleys of earnings, the payments represent a taxpayer’s “guestimate” of what is owed. A “safe harbor” rule enables a taxpayer to avoid both penalty and interest. Succinctly, the “safe harbor” provides protection to a taxpayer if estimated payments add up to 90% of the tax shown on the individual’s current year Form 1040 or 100% of the tax reported on the prior year’s return.

We highly recommend you make a payment on or before Jan. 15 since the penalty provisions can be somewhat Draconian and the interest rates on underpayment of estimated taxes can fluctuate between 5% and 6% depending on the prime rate and other criteria.

Other taxpayers subject to the estimated tax payment rules include people who receive substantial dividends, interest and/or royalty income; report significant capital gains; or withdraw a Required Minimum Distribution (RMD) from their IRA or other pension plans. More details on estimated tax payments are available in IRS Publication 505-Tax Withholding and Estimated Tax.

Q. I was wondering about capital gains and losses when selling a vacation home. We purchased a Florida condo in 2005 and sold it at a huge loss in 2019. Can we recoup any of the loss through a tax credit or deduction? There was no mortgage involved.

A. The rules on capital gains and losses have more twists and turns than a Cirque du Soleil performance. We’ll cover the parts that apply to your case.

The IRS classifies your Florida vacation home as “personal use” property. That means if you have a gain when you sell, you can treat it (usually) as a capital gain. That’s the good news, since capital gains rates are normally lower than the rates on ordinary income.

The bad news is that a loss on personal use property is not deductible, nor does it qualify for any special tax breaks or credits. It’s one of those Maalox moments that often encourage taxpayers to seek professional counseling. We should add that things would be different if there were at least a partial-business-use component to the Florida property, such as renting to tenants, or conducting some type of commercial activity in or on the property.

Computing the amount of allowable loss could be a challenge. It would include the length of time you owned the property, the amount of depreciation taken before the sale, the percent of business use as opposed to personal use, and several other potentially mind-numbing factors.

Ken Milani is a Professor of Accountancy at the University of Notre Dame. His email is milani.1@nd.edu. Claude Renshaw, an Emeritus Professor of Business Administration at Saint Mary’s College, can be reached at renshaw1040@gmail.com. Email either to submit a question.

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Bye 9-to-5, hi mental health struggles: the effect of the gig economy

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The gig economy offers both freedom and uncertainty (Getty)

The way we work is changing and it’s not only because of the pandemic. There are a lot of options available to us these days. Too many, in fact. One such alternative is the gig economy

 Essentially, the gig economy means that workers are paid for ‘gigs’ which are short-term, temporary jobs, often referred to as freelance work, as opposed to permanent employment.

Gig economy workers could already be in full-time or part-time employment though, taking on gig work to top up their income and make ends meet. Or, they could be self-employed, filling their day-to-day lives with enough freelance hours to make a living. 

Long gone are the days of simply working nine-to-five.

For some, this fundamental shift in the way we work offers flexibility and freedom to carry out work job-to-job. For others, it brings insecurity, no promise of contractual work and lack of holiday and sick pay.

According to research by the University of Hertfordshire, between 2016 and 2019, the UK gig economy workforce doubled with one in 10 working adults using gig economy platforms in 2019.

But whether it’s moonlighting as a YouTuber or Amazon seller as a side hustle or working full-time juggling a variety of jobs like delivering food for Uber Eats or Deliveroo, how do we know the right time to turn off our ‘work mode’ and boot up our ‘life mode’?

And what is this precarious and ever-changing way of working doing to our mental health?

Research findings from a 2016 study commissioned by the charity, Help Musicians UK, looked into the potential links between the gig economy and mental health.

Looking at over 2,200 musicians working in the gig economy in the UK, 68.5% self-reported depression and 71% anxiety.

Some of the key issues which arose in the study pointed at worries about financial stability, job insecurity, and the requirement to have an online presence and network which exposed individuals to relentless opinion and criticism.

Whilst the phrase gig economy originated from the music industry, the rise of the internet and technological innovations has created a whole new world of opportunity for the way we work and seemingly endless opportunities to fill our home life with more and more work.

But is this tech-enabled gig economy causing burnout because we just don’t know when to stop? Or does it allow us to embrace freedom from traditional corporate roles?

Another study, conducted by researchers at the University of Oxford, has been taking a look at the social, organizational, and policy implications of the shift towards the online gig economy.

Dr Alex Wood, who has been working on the study, says the gig economy can have both positive and negative consequences on our mental health.

‘We find that one of the things workers like most about this work is the sense of being their own boss as they don’t have to deal with a manager on a day-to-day basis.’ Alex tells Metro.co.uk.

Dr. Alex Wood has been studying the effects of the gig economy (Alex Wood)

‘This autonomy from traditional management is a real positive for many workers but that comes with the stress caused by the algorithmic control of their work by platforms; knowing that if they don’t work hard they’ll get a bad rating and lose your ability to make a living.’

‘This algorithmic control comes with its own risks for mental health as workers work hard for long hours without taking many breaks which can cause burnout.’

Michael Daly, associate professor in Psychology/Behavioural Science at Maynooth University, says the research he and his team have carried out on underemployment and psychological distress has shown a notable increase ‘when a discrepancy emerges between the amount of hours they would like to work and the hours offered by their employer.’

‘Workers also want job and income security, benefits such as health insurance, and opportunities for promotion and career development that tend to be underrepresented in gig economy jobs.’

But what do the people who actually exist in this new way of working think about it?

Phillip Smith, a freelance editor, is fully immersed in the gig economy and says finding the right work-life balance is tough. 

‘There was a period at the start where I was building contacts where you would be repeatedly hitting refresh on your emails begging for replies, that was tough.’

As a freelance editor, Phill Smith is immersed in the gig economy (Phill Smith)

Phill says carving out time for exercise has massively counterbalanced the negativity overworking has caused his mental health.

‘I’ve had a few crazy weeks where I’ve landed too much work and realised I had to pull back. I found that I have to rota in downtime during the week. I have a home studio so I can and have worked every hour of the day so forcing myself to go for a run or do yoga is essential.’

Working full time in the gig economy is one thing, buy what about having a ‘side hustle’ alongside a full-time job?

Amy Harris works as a full-time retail manager but launched her own craft store on Etsy during the Covid pandemic.

‘Having been on furlough for so long it was something that definitely worried me if I would be able to keep it up once back,’ she tells Metro.co.uk.

Amy says the opportunity to work on something she’s passionate about brought positivity to her life.

‘It really helped me with my mental health when I wasn’t working and gave me a sense of purpose everyday. I’ve always regretted not pursuing what I studied at university and creating this little business has almost lifted a bit of that guilt and given me a creative outlet.’

Amy Harris said the gig economy allowed her to pursue something she’s passionate about (Amy Harris)

So, what is the future like for the gig economy?

Dr Wood says this way of working has seen and will continue to see growth through the pandemic and beyond.

‘I think the gig economy will emerge from the pandemic even bigger than before with local gig work boosted by the growth of food and retail delivery and remote gig economy boosted by companies looking for more remote workers who can be engaged and controlled without needing to bring them on to the companies’ premises.’

‘Companies are also going to be hesitant to invest in permanent employees in these uncertain times.’

What’s clear is that as the gig economy asserts itself in a post-Covid world, the mental health of workers involved shouldn’t fall by the kerbside as a result.



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MLB mental health crisis: Inside relief pitching gig economy

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Ryan Buchter, 34, has spent almost half his life pitching in professional baseball. In those 15 years, Buchter has been traded four times, released three times, changed organizations 10 times, pitched for teams in 22 cities and only once spent a full season in the majors without being demoted or released. What his itinerant playing record does not show is its cost: a drinking problem, depression and mental health issues that left him so wounded he is speaking out because he knows his story is too prevalent among ballplayers.



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New Labor Secretary Says Gig Economy Workers Should Be Classified As Employees | Fisher Phillips

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Secretary of Labor Marty Walsh didn’t beat around the bush when he provided his first public thoughts about the gig economy workforce since assuming office. In an interview with Reuters released on Thursday, Walsh said “in a lot of cases, gig workers should be classified as employees.” His comments should come as little surprise to those in the industry who have tracked his career and followed President Biden’s campaign promises to crack down on purported misclassification.

While he tried to strike a balanced tone – noting that in “some cases” gig workers are treated respectfully, and indicating that he didn’t “begrudge” any companies for raising revenue and making profits – his pointed comments send a direct signal to gig economy businesses that the Biden Department of Labor will soon ramp up efforts to force gig workers to be considered employees.

What Can We Expect?

Walsh said that he wants his agency to have conversations with gig economy companies in the coming months in an effort to ensure workers have access to the types of benefits that a typical employee might have: consistent wages, sick time, health care insurance, and similar benefits. While some business leaders have expressed hope that Walsh’s pragmatic streak demonstrated throughout his career as a union leader and mayor would carry over to the worker classification debate, it appears that he will push through an aggressive agenda on behalf of unions and workers.

First up? We can expect to soon see the DOL to formally rescind the Trump-era “gig economy rule” that was set to make it far easier to classify workers as independent contractors. In its place, the agency will no doubt release a new rule that will more closely align with the Biden administration’s aim to target misclassification and ensure as many workers as possible are considered employees. While litigation filed by business groups is ongoing in an attempt to revive the business-friendly version of the rule, gig economy companies cannot rely on this federal lawsuit to be a magic bullet to erase all concerns in this area.

Walsh also noted the success of the pandemic-related unemployment insurance program that ensured gig economy workers who were left without work could regain some of their lost income. “If the federal government didn’t cover the gig economy workers, those workers would not only have lost their job, but they wouldn’t have had any unemployment benefits to keep their family moving forward. We’d have a lot more difficult situation all across the country,” he said. But in expressing admiration for that legislation – which was paid for by massive stimulus spending bills approved by Congress – he didn’t expressly state how he would expect any future extension of UI benefits for gig workers to be funded or managed.

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