Full-Time

Head of Trader Experience

Posted on 9/4/2025

Topstep

Topstep

51-200 employees

Funding program for retail futures traders

Compensation Overview

$275k - $300k/yr

+ Bonus

United States

Hybrid

Category
Quantitative Finance (4)
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Finance & Banking (12)
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Required Skills
Marketing
Business Strategy
Data Analysis
Requirements
  • 10+ years of leadership experience, including VP-level or equivalent, with direct oversight of customer experience, operations, or trader-facing functions.
  • Proven experience in building and scaling customer/trader journeys within a high-growth environment; trading, fintech, or performance coaching industries preferred.
  • Strong data and metric orientation; able to derive actionable insights from trends, feedback, and performance metrics.
  • Demonstrated success in leading cross-functional initiatives that have driven measurable improvements in customer satisfaction and business outcomes.
  • Deep understanding of competitive market dynamics in the trading or financial services industry.
  • Executive presence with excellent communication and influencing skills.
  • Strategic mindset with the ability to zoom out on long-term vision and zoom in on tactical execution.
Responsibilities
  • Strategic Leadership: In consultation with the Chief Strategy Officer, develop and lead a comprehensive Trader Experience strategy that directly supports operational effectiveness and elevates the company’s brand as the #1 trader-focused firm in the industry
  • Partner cross-departmentally with product, marketing, risk, and support teams to align trader experience goals with overall business strategy.
  • Identify new areas of opportunity to improve the trader journey and ensure continued innovation and differentiation in the market.
  • Operational Oversight: Coordinate with leadership of all front-facing teams that impact trader experience, including support operations, coaching programs, trader community platforms, and journey mapping functions.
  • Working cross-departmentally, ensure that daily execution and long-term planning are aligned with excellence and efficiency
  • Insights & Competitive Intelligence: Working with the Research and Analytics Department, track, analyze, and report trader behavior, feedback, and performance trends to Senior Leadership.
  • Stay ahead of industry shifts and competitor moves to ensure our offering remains relevant, distinctive, and highly competitive.
  • Serve as the pulse of the trader, delivering insight-based recommendations to the Senior Leadership team for continuous enhancement of the program.
  • Problem Solving & Decision Making: Act quickly to identify emerging issues or inefficiencies that impact the trader experience.
  • Drive root-cause analysis and implement sustainable solutions in collaboration with internal teams.
  • Team Leadership: Lead and develop a high-performing team focused on service, coaching, and trader-facing operations.
  • Foster a culture of excellence, ownership, and continuous improvement.
  • Mentor and guide leaders to align their team goals with broader business objectives.

Topstep connects aspiring retail futures traders with a funded trading path. It provides a simulated trading environment, coaching, and objective evaluation tools that let traders practice, learn risk management, and build the discipline needed for professional trading. Traders complete a performance-based evaluation in a simulated account, meeting defined profit targets and risk limits to qualify for a funded live account. This makes funding contingent on demonstrable skill and consistency rather than just capital. Topstep distinguishes itself by offering a clear, rules-based path to funding, coaching resources, and a structured environment designed to cultivate professional habits. The company’s goal is to help people safely learn, improve, and eventually trade with company-provided capital in real markets.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Chicago, Illinois

Founded

2010

Simplify Jobs

Simplify's Take

What believers are saying

  • Quantower grants free paid features, boosting trader profitability in 2026.
  • Seamless Topstep-Quantower integration via Rithmic enhances low-latency execution.
  • Strategic partnership includes premium bundles for new Trading Combine purchases.

What critics are saying

  • Rithmic outages disrupt CME futures trading within 6-12 months.
  • My Funded Futures undercuts with faster funding and lower fees.
  • Plus500 partnership delays Topstep Brokerage payouts in 3-6 months.

What makes Topstep unique

  • Topstep partners with Quantower for free advanced features like copy trading.
  • Trading Combine evaluation offers funded futures accounts up to $150K.
  • TopstepX provides execution, risk management, and performance tracking tools.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Company Match

Paid Vacation

Paid Holidays

Parental Leave

Flexible Work Hours

Remote Work Options

Meal Benefits

Company News

Topstep
Mar 8th, 2023
Topstep and Quantower Enter Into a Strategic Relationship | Topstep

Topstep, the futures industry’s first and leading funded trading opportunity, today announced a new relationship with Quantower, a top-tier, multi-functional trading platform.

Topstep
Dec 3rd, 2020
Topstep recognized as one of the best places to work

Topstep has twice been on the Inc. 5000 list of America’s fastest-growing private companies and was recognized as one of the best places to work in Chicago by Crain’s Chicago Business as well as 101 Best & Brightest.

Topstep
Dec 1st, 2020
Topstep recognized as #14 on its list of Top 100 Best Places to Work on Dec 1st 20'.

This week, Crain’s Chicago announced that TopstepTrader ranked #14 on its list of Top 100 Best Places to Work in Chicago.

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