A tax loophole is helping bitcoin holders save tons of cash by avoiding federal taxes

Published

4 years ago

July 26, 2021

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The crypto market is down 46% from its all-time high in May, but shrewd investors are celebrating the dip in prices.

Because the IRS classifies digital currencies like bitcoin as property, losses on crypto holdings are treated much differently than losses on stocks and mutual funds, according to Onramp Invest CEO Tyrone Ross. With crypto tokens, wash sale rules don’t apply, meaning that you can sell your bitcoin and buy it right back, whereas with a stock, you would have to wait 30 days to buy it back.

This nuance in the tax code is absolutely huge for crypto holders in the U.S.

For one, it paves the way for tax-loss harvesting.

“One thing savvy investors do is sell at a loss and buy back bitcoin at a lower price,” explained Shehan Chandrasekera, a CPA and head of tax strategy at crypto tax software company CoinTracker.io. “You want to look as poor as possible.”

The more losses you can rack up, the better it is for the investor in the long run.

“You can harvest an unlimited amount of losses and carry them forward into an unlimited number of tax years,” Chandrasekera added.

Because the wash sale rule doesn’t apply, investors can harvest their crypto losses more aggressively than with stocks, because there’s no baked-in waiting period.

“I see people doing this every month, every week, every quarter, depending on their sophistication,” he said. “You can collect so many of these losses.”

Accruing these losses is how investors ultimately offset their future gains.

When an individual goes to liquidate their crypto stake, they can use these collected losses to bring down what they owe to the IRS through the capital gains tax.

Quickly buying back the cryptos is another key part of the equation. If timed correctly, buying the dip enables investors to catch the ride back up, if the price of the digital coin rebounds.

So let’s say a taxpayer purchases one bitcoin for $10,000 and sells it for $50,000. This individual would face $40,000 of taxable capital gains. But if this same taxpayer had previously harvested $40,000 worth of losses on earlier crypto transactions, they’d be able to offset the tax they owe.

It’s a strategy that is catching on among CoinTracker users, according to Chandrasekera.

But he cautioned that thorough bookkeeping is essential.

“Without detailed records of your transaction and cost basis, you cannot substantiate your calculations to the IRS,” he warned.

Technology

ChatGPT outage: OpenAI’s chatbot is down for some users

Published

2 hours ago

December 2, 2025

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ChatGPT outage: OpenAI's chatbot is down for some users

OpenAI’s EMEA startups head Laura Modiano spoke at the Sifted Summit on Wednesday, 8 October.

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OpenAI’s artificial intelligence chatbot ChatGPT is down for some users.

The company said it is “currently experiencing issues,” including “increased ChatGPT error rates,” according to an update on OpenAI’s status page.

“We have applied the mitigation and are monitoring the recovery,” the status page said.

OpenAI did not immediately respond to a request for comment.

Roughly 3,000 people reported issues with the chatbot on Tuesday, according to Downdetector, a website that tracks outages.

The outage comes days after OpenAI disclosed a security breach at Mixpanel one of OpenAI’s data analytics providers.

The breach compromised user information, such as names, emails and other details tied to the OpenAI API.

OpenAI did not disclose how many users were affected, saying in a blog post that an attacker “exported a dataset containing limited customer identifiable information and analytics information.”

OpenAI kickstarted the AI boom with the launch of ChatGPT three years ago. As of October, OpenAI said more than 800 million people use the chatbot each week.

Beta stock jumps 9% on $1 billion motor deal with air taxi maker Eve Air Mobility

Published

5 hours ago

December 2, 2025

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Beta stock jumps 9% on billion motor deal with air taxi maker Eve Air Mobility

Beta Technologies strikes $1B electric motor manufacturing deal with Eve Air Mobility

Beta Technologies shares surged more than 9% after air taxi maker Eve Air Mobility announced an up to $1 billion deal to buy motors from the Vermont-based company.

Eve, which was started by Brazilian airplane maker Embraer and is now under Eve Holding, said the manufacturing deal could equal as much as $1 billion over 10 years. The Florida-based company said it has a backlog of 2,800 vehicles.

Shares of Eve Holding gained 14%.

Eve CEO Johann Bordais called the deal a “pivotal milestone” in the advancement of the company’s electric vertical takeoff and landing, or eVTOL, technology.

“Their electric motor technology will play a critical role in powering our aircraft during cruise, supporting the maturity of our propulsion architecture as we progress toward entry into service,” he said in a release.

Amazon launches cloud AI tool to help engineers recover from outages faster

Published

6 hours ago

December 2, 2025

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Amazon launches cloud AI tool to help engineers recover from outages faster

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Amazon’s cloud unit on Tuesday announced AI-enabled software designed to help clients better understand and recover from outages.

DevOps Agent, as the artificial intelligence tool from Amazon Web Services is called, predicts the cause of technical hiccups using input from third-party tools such as Datadog and Dynatrace. AWS said customers can sign up to use the tool Tuesday in a preview, before Amazon starts charging for the service.

The AI outage tool from AWS is intended to help companies more quickly figure out what caused an outage and implement fixes, Swami Sivasubramanian, vice president of agentic AI at AWS, told CNBC. It’s what site reliability engineers, or SREs, do at many companies that provide online services.

SREs try to prevent downtime and jump into action during live incidents. Startups such as Resolve and Traversal have started marketing AI assistants for these experts. Microsoft’s Azure cloud group introduced an SRE Agent in May.

Rather than waiting for on-call staff members to figure out what happened, the AWS DevOps Agent automatically assigns work to agents that look into different hypotheses, Sivasubramanian said.

“By the time the on-call ops team member dials in, they have an incident report with preliminary investigation of what could be the likely outcome, and then suggest what could be the remediation as well,” Sivasubramanian told CNBC ahead of AWS’ Reinvent conference in Las Vegas this week.

Commonwealth Bank of Australia has tested the AWS DevOps Agent. In under 15 minutes, the software found the root cause of an issue that would have taken a veteran engineer hours, AWS said in a statement.

The tool relies on Amazon’s in-house AI models and those from other providers, a spokesperson said.

AWS has been selling software in addition to raw infrastructure for many years. Amazon was early to start renting out server space and storage to developers since the mid-2000s, and technology companies such as Google, Microsoft and Oracle have followed.

Since the launch of ChatGPT in 2022, these cloud infrastructure providers have been trying to demonstrate how generative AI models, which are often training in large cloud computing data centers, can speed up work for software developers.

Over the summer, Amazon announced Kiro, a so-called vibe coding tool that produces and modifies source code based on user text prompts. In November, Google debuted similar software for individual software developers called Antigravity, and Microsoft sells subscriptions to GitHub Copilot.

WATCH: Amazon rolls out AI-powered tools to help big AWS customers update old software