Jobs › Gelber Group

Experienced Trader

Gelber Group · Chicago, IL · $72,000–$120,000 a year · Trading

Posted Aug 17, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Walk me through your trading track record over the last two years, including your worst month.

What they are checking: Whether their profitability is real and repeatable, and whether they speak honestly about losses.

Tell me about a trade that went badly against you. When did you cut it and why then?

What they are checking: Whether they respect stops and risk limits under pressure, which protects the firm's capital.

Tell me about a time you shared an idea with another trader that helped their book.

What they are checking: Whether they will collaborate in a flat firm rather than guard every idea for themselves.

What market event in the last year changed how you trade?

What they are checking: Whether they keep learning from the market and can explain a specific adjustment they made.

What would you do

How would your strategy fit into a firm that trades a little bit of everything, and what would you need from our technology to scale it?

What they are checking: Whether they have thought concretely about moving their book here and what resources it requires.

Suppose your strategy stops working for three months straight. What do you do?

What they are checking: How they tell a temporary drawdown from a broken edge, and whether they adapt or cling.

Gelber pays on a profit split. How does that change the way you think about risk?

What they are checking: Whether they understand the incentive and still protect firm capital instead of swinging for a bigger payout.

About the work

What is your edge, and why do you believe it will last?

What they are checking: Whether they understand where their returns come from rather than crediting skill for a favorable market.

How do you size a position, and how does that change when your conviction changes?

What they are checking: Whether they have a disciplined, explainable sizing method tied to risk rather than feel alone.

How do you track your own performance beyond P&L, such as Sharpe, drawdown or hit rate?

What they are checking: Whether they measure the quality of their returns and not only the size of them.

Practice this interview out loud.

Offer builds a real interview for this exact role at Gelber Group from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by Gelber Group.

We are Gelber Group -- Passion for Trading. Powered by Technology. Headquartered in Chicago with offices across the United States and Europe, for more than 40 years, we have set the bar as one of the industry’s most innovative and enduring proprietary trading firms. Our success derives from a relentless pursuit of new trading ideas and careful attention to technology. We believe in a culture of entrepreneurship, innovation, and collaboration and we empower each member of our team to have a meaningful impact from the very start of their career with Gelber. We invest in our future through our technology and talented staff, strategically committing resources to move our firm forward and help our people succeed. We trade a little bit of everything here and are always looking to expand into new opportunities. Our flat organizational structure and focus on a true meritocracy with competitive profit splits attracts individuals with an edge which contributes to our consistent success. As an Experienced Trader, you will have a real opportunity to have a huge impact on the firm. You will work side by side with other successful and talented individuals to capitalize on market opportunities. This role is for someone who flourishes in a fast-paced environment, has a strong work ethic, a competitive attitude, and a proven record of profitability in a trading position for at least 2 years. This position will require a strong emphasis on in-person presence in our Chicago office, located in River North right next to the Merchandise Mart and convenient to public transportation.   What you’ll need: • Proven track record of profitability as a trader for at least two years • Develop and implement trading strategies aimed at generating consistent profits while adhering to risk management guidelines and regulatory requirements • The ability to create and support quantitative models • Experience with data analysis programming languages (Python is a plus) • An attentive, mindful, and focused demeanor • Proven self-starter • Ability to thrive in a fast-paced and dynamic trading environment, with a focus on teamwork, collaboration and continuous improvement • Strong communicator who works well with others but also thrives in an entrepreneurial environment The approximate annual base compensation range for this position  in Chicago, IL is $72,000 to $120,000. The actual offer, reflecting the total compensation package plus benefits, will be determined by a number of factors which include but are not limited to the applicant’s experience, knowledge, skills, and abilities; geographic location; and internal equity. In addition to your salary, our total rewards package includes health benefits, a 401(k) plan, PTO, parental leave, professional development, tuition reimbursement and discretionary bonus, enhancing your overall total rewards package. Benefits Highlights Gelber offers a wide range of benefits to full-time employees in order to meet you and your covered dependents needs.  Our comprehensive benefits offering includes: • Traditional and Roth 401(k) retirement program • Comprehensive health benefits including medical coverage provided by Blue Cross and Blue Shield (PPO and HDHP/HSA) and dental coverage • Tuition reimbursement for Graduate courses (taken after employment begins) • Flexible Spending Accounts for health care and dependent care; pre-tax commuter benefits for parking and transit expenses • Life insurance and long-term disability coverage • Brand new office in the heart of Chicago’s River North neighborhood, attached to the Merchandise Mart and “EL” stop and a short walk from both Ogilvie and Union Train Stations • Health club membership with on-site facilities (and reciprocal memberships) • Generous vacation time, paid holidays, and paid parental leave • Catered lunch provided Tuesday, Wednesday, & Thursdays and stocked pantry daily and monthly continental breakfasts • Social events including sponsored 5k races and annual company party • Enjoyable collaborative and open work environment including a golf simulator and pool table • Employee referral bonus program • Charitable giving and company matching opportunities • Casual, relaxed dress code If you are based in California, we encourage you to read the Gelber Privacy Notice for California Employees and Applicants, linked here .

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