tastylive is hiring a

Web3 Chief of Staff

Company: tastytrade
Role: Technology Chief of Staff

As Chief of Staff, you'll work closely with the regional CTO and the rest of the tastytrade / IG Americas technology leadership team to optimize and streamline operations for the tastytrade family of companies. You will play a pivotal role in aligning the team's efforts with strategic priorities, help to accelerate the delivery of features and functionality, foster a culture of innovation and excellence, and work on a variety of special projects for the office of the CTO. This position offers a unique opportunity to influence technology, business strategy, and organizational development at the highest level.

This role reports to the regional CTO of North America and will both work with and support efforts from the rest of the technology leadership team (Brokerage CTO, VP Technology Operations, Head of Delivery, Product, and Design).

What You'll Do

• Serve as a trusted advisor and strategic partner to the regional CTO, helping to translate high level divisional strategy into tactical goals and their supporting initiatives, cascading those goals through the technology team, setting priorities, and driving execution.
• Handle a stream of special projects for the technology leadership team to streamline operations, test new opportunities, and contribute to the IG Group global technology organization.
• Lead cross-functional initiatives to enhance operational efficiency, ensuring alignment across engineering, product, compliance, and business functions.
• Develop and oversee mechanisms for tracking and reporting key performance metrics within the technology organization.
• Coordinate communications, planning, and decision-making processes to support the executive team and drive clarity across stakeholders.
• Act as a cultural steward, promoting diversity, inclusion, and a growth mindset throughout the organization.
• Identify and manage high-impact opportunities for improvement in processes, tools, and workflows to scale with a global brokerage.
• Collaborate with tastytrade and IG Group leadership to harmonize technology and business strategies.
• Represent the CTO’s office in internal and external engagements, communicating strategic priorities and progress.
• Drive initiatives to develop and retain top engineering talent, cultivating leadership pipelines and technical excellence.

Who You Are

• Experience: Experienced in managing projects that involve software engineers. Although you don't necessarily need to have a software engineering or infrastructure background, you need to be familiar with concepts in the space.
• Naturally Curious: You will need to rapidly absorb and contextualize information in order to quickly become conversant in new concepts and technology. You'll also need the humility to quickly and honestly acknowledge when you're out of your depth.
• Communication: Exceptional written and verbal communicator, skilled at distilling complex material and concepts into straightforward language which everyone in our business can understand.
• Relationship Management: Proven ability to build and manage relationships with technical teams, executives, and external partners.
• Strategic Thinking: Strong bias for action, capable of setting priorities and executing in fast-paced environments.
• Detail Orientation: You'll be interacting with and externally representing a technology function and organization which holds itself to high standards. Building and maintaining credibility within this team will require precise attention to detail and an exacting standard of quality in your work product.
• Adaptability: Comfortable with ambiguity, quick to adapt to evolving challenges and opportunities.
• Cultural Leadership: Passionate about fostering an inclusive, growth-oriented workplace.
• Problem-Solving: Structured thinker who balances short-term needs with long-term goals.
• Entrepreneurial Mindset: Skilled at identifying and capitalizing on business-aligned opportunities.
• Responsibility: You must be self-motivated, capable of working from loose concepts at times, and getting work done in an extremely efficient fashion. You are someone who knows how to politely knock on doors and how to kick them in when you're stuck.
• Highly Responsive: Our team is globally distributed and travels frequently, so you'll need to be comfortable with both synchronous and asynchronous communication and willing to flex your working schedule accordingly.

Nice to Haves

• Familiarity with trading, financial markets, or brokerage technologies.
• Experienced in regulated industries, adept at navigating compliance and risk landscapes.

Team Perks:

• Performance Bonuses
• Stock Purchase Options
• 401k Plan
• 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
• 10 Paid Sick Days
• Gym Membership Reimbursement
• Commuter Benefits
• Pet Insurance
• Wellness & Mental Health Programs
• Charitable Donation Matching
• Two Paid Volunteer Days Off
• Daily catered lunch when in the office
• Full kitchen with snacks and beverages
• In-building gym
• Shuttle to/from Metra
• Office located in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars

Salary Range: $115,000 - $135,000
The actual salary offered will be based on the candidate's level of experience and qualifications

About Us:

The tasty house of brands empowers individual traders differently. tastylive, founded in 2011, is an online financial media network, tastytrade (previously known as tastyworks) is a self-directed retail brokerage firm that launched in 2017, tasty Software Solutions and tastyfx, is a registered Forex broker-dealer. In 2021, London-based IG Group acquired tastylive, Inc. (previously known as tastytrade) and assigned it to lead business in North America. tastyfx is the fastest-growing forex broker in the US over the past few years. Changing the IG US name to tastyfx marks the next chapter, in aligning with the tasty brand family and offering a more forex-focused experience. This combined team has years of experience like institutional brokers, but also a passion for disrupting the entire trading industry.   

Our dream is simple: we want more people to find more success with a better trading experience. That’s why we’re investing heavily in the right people, technology, and media to make that happen in the US and across the globe.  

Location: Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars.

tastytrade | tastylive  | tastyfx
1330 W Fulton Market, Chicago, IL 60607 

*Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they have every single qualification. Our team is dedicated to building a diverse, inclusive, and authentic workplace, so if you’re excited about this role but your experience doesn't align perfectly, we encourage you to apply anyway. You may be just the right candidate for this or other roles!  

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