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Weekend Trader Jobs in Chicago, IL (NOW HIRING)

Reliable weekend and evening availability to monitor trading during live sporting events * Be a self-starter and dependable, as you will have some live trading shifts with limited oversight Bonus ...

EXPERIENCED TRADER

Chicago, IL · On-site

$135K - $185K/yr

XR Trading is a proprietary trading firm with employees in the Netherlands, Singapore, UK and US ... weekend trip for two to a local resort of your choice * 10 & 20 Years of Employment: 6-Week Paid ...

EXPERIENCED TRADER

Chicago, IL · On-site

$135K - $185K/yr

Job Type Full-time Description XR Trading is a proprietary trading firm with employees in the ... weekend trip for two to a local resort of your choice * 10 & 20 Years of Employment: 6-Week Paid ...

EXPERIENCED TRADER

Chicago, IL · On-site +1

$135K - $185K/yr

Description XR Trading is a proprietary trading firm with employees in the Netherlands, Singapore ... weekend trip for two to a local resort of your choice * 10 & 20 Years of Employment: 6-Week Paid ...

Trader

Chicago, IL · On-site

$160K/yr

DV Trading is looking for a proven Options Trader who wants the freedom to run capital, scale ideas quickly, and trade on high-performance trading infrastructure tailored to our business. This is an ...

DV Trading is looking for a proven Options Trader who wants the freedom to run capital, scale ideas quickly, and trade on high-performance trading infrastructure tailored to our business. This is an ...

DV Trading is looking for a proven Options Trader who wants the freedom to run capital, scale ideas quickly, and trade on high-performance trading infrastructure tailored to our business. This is an ...

Discretionary Trader

Chicago, IL · On-site

$36K - $42K/yr

Founded in 1999, Geneva Trading is a premier global principal trading firm with strategically located offices in Chicago, Dublin, and London. Our relentless focus on trading excellence combined with ...

Traders at Simplex work closely with our technology team to design and optimize algorithmic trading strategies based on deep knowledge of market microstructure, trading dynamics, and data-focused ...

Since spinning out of a large brokerage firm in 2016, DV Trading has rapidly scaled as an independent proprietary trading firm utilizing its own capital, trading strategies, and risk management ...

Since spinning out of a large brokerage firm in 2016, DV Trading has rapidly scaled as an independent proprietary trading firm utilizing its own capital, trading strategies, and risk management ...

Algorithmic Trader

Chicago, IL · On-site

$150K - $200K/yr

Traders at Simplex work closely with our technology team to design and optimize algorithmic trading strategies based on deep knowledge of market microstructure, trading dynamics, and data-focused ...

Position Summary As a Volatility Trader at Simplex, you will take an analytical approach to identifying market opportunities with favorable risk-reward profiles with the goal of generating trade ...

Volatility Trader

Chicago, IL · On-site

$150K - $200K/yr

People, Process, Trading Edge, and Technology. Simplex is an in-office organization, helping to foster a collaborative and communicative culture. Position Summary As a Volatility Trader at Simplex ...

Optiver is looking for an Institutional Trader to join our Trading Team. As one of the key faces of our organization, you will translate market intricacies into strategic trades, driving ...

Experienced Trader, Chicago, IL Rapidly growing proprietary trading firm with offices in Chicago, London, & New York City is seeking an Experienced Trader to join a highly experienced US Equities ...

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Showing results 1-20

Weekend Trader information

See Chicago, IL salary details

$40.7K

$99.7K

$277.6K

How much do weekend trader jobs pay per year?

As of Aug 7, 2026, the average yearly pay for weekend trader in Chicago, IL is $99,691.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,200.00 and $108,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a weekend trader, and why are they important?

To thrive as a Weekend Trader, you need a solid understanding of financial markets, technical analysis, and risk management, often supported by relevant finance or economics education. Familiarity with trading platforms (such as MetaTrader or Thinkorswim), charting software, and possibly certifications like the Chartered Market Technician (CMT) can be valuable. Strong discipline, quick decision-making, and emotional resilience are standout soft skills in this role. These abilities are crucial for making informed, timely trades and managing the unique volatility and liquidity challenges of weekend markets.

What is a weekend trader?

Weekend traders are individuals who engage in buying and selling financial instruments, such as stocks, forex, or cryptocurrencies, during the weekend when most traditional markets are closed. They typically take advantage of markets that operate 24/7, like cryptocurrencies, or use strategies that anticipate market movements based on weekend news and events. Weekend trading can involve higher risks due to lower liquidity and increased volatility, so it often requires careful planning and risk management. Many weekend traders use online platforms that support after-hours or continuous trading.

What is the difference between Weekend Trader vs Stock Broker?

AspectWeekend TraderStock Broker
CredentialsOften no formal certification required, but some may have licenses or certificationsRequires licenses such as Series 7 and Series 63
Work EnvironmentPart-time, flexible hours, often working from home or onlineFull-time, office-based or client-facing roles
Industry UsageCommonly used in retail trading, personal investingUsed in financial services, investment firms, brokerage houses
Search & Comparison IntentIndividuals exploring casual or part-time trading optionsIndividuals seeking professional trading careers or client services

Weekend Traders typically engage in casual, part-time trading often from home, with minimal licensing requirements. In contrast, Stock Brokers are licensed professionals working full-time in financial institutions, providing investment advice and executing trades for clients. The roles differ mainly in credentials, work environment, and industry usage, catering to different career paths and trading approaches.

What are some common challenges faced by weekend traders, and how can these be managed effectively?

Weekend Traders often face challenges such as lower market liquidity, increased volatility, and limited access to certain markets or trading tools during non-standard hours. Successfully navigating these obstacles requires strong risk management strategies, careful position sizing, and staying updated on economic news that could impact weekend market movements. Many Weekend Traders also rely heavily on automated trading systems or pre-set alerts to monitor market changes, enabling them to act quickly despite reduced resources. Building a supportive network of fellow traders can also help share insights and strategies specific to weekend trading.
What are the most commonly searched types of Trader jobs in Chicago, IL? The most popular types of Trader jobs in Chicago, IL are:
Infographic showing various Weekend Trader job openings in Chicago, IL as of August 2026, with employment types broken down into 85% Full Time, and 15% Part Time. Highlights an 100% In-person job distribution, with an average salary of $99,691 per year, or $47.9 per hour.

Live Sports Trader

Dime Line Trading

Chicago, IL

Full-time

Re-posted 24 days ago


Job description

Working as a Production Trader at DL Trading, you will:
  • Manage trading operations - confirm data feeds are available, ensure trading models launch successfully, diagnose issues and work with the operations team to resolve
  • Monitor live trading - monitor prices and trading activity during live sporting events, ensure models have accurate gamestate information, make adjustments as needed
  • Work with quantitative traders - share feedback on trading activity, analyze trading performance, take on data-related projects as needed
  • Other duties as assigned
Skills you will need:
  • A strong passion for and knowledge of sports, in particular US team sports (e.g. MLB, NBA, NFL, NHL, NCAAF football / basketball)
  • At least a basic understanding of probabilities and / or betting odds
  • Ability to navigate GUI-based technical tools for trading operations
  • Reliable weekend and evening availability to monitor trading during live sporting events
  • Be a self-starter and dependable, as you will have some live trading shifts with limited oversight
Bonus points for:
  • SQL, Python, and / or Linux skills
  • Experience with sports betting and / or trading in financial markets