Senior Director, Brand & Product Marketing Strategy (Chicago)

Senior Director, Brand & Product Marketing Strategy

Location: Chicago, IL

Department: Marketing

Reports To: Head of Growth

Employment Type: Full-Time

About the Role: You own the message across every surface the company controls. From first strategic thought to the last asset a customer sees, you make sure what we say is sharp, on brand, and worth paying attention to. You are the single person accountable for the message surviving every handoff intact. In a brokerage, message integrity is two things at once: editorial and regulatory. You hold both. The work must be the best in the category and clear review. The promise: on time, at pace, at quality, on message, and in compliance, the whole way down.

What You'll Do:

Product Marketing

• Build a real product marketing discipline where there is ad‑hoc coordination. Own the launch calendar, gate process, and cross‑org dependencies so every launch runs from one master plan.
• Translate customer segmentation into positioning that speaks to our highest‑value targets. Own a live competitor matrix; in derivatives, outdated positioning is a liability.
• Set cross‑product adoption targets on every launch and produce messaging enablement, so every customer‑facing team carries consistent differentiation.
• Track launch on‑time rate, gate adherence, cross‑product adoption, and message consistency across customer‑facing surfaces.

Comms & Social

• Own messaging and editorial standards across owned social and communications. Hold brand voice consistent on every surface we control.
• Own communications, PR announcements, brand moments, and the narrative around launches. Amplify executive voices and turn earned moments into owned content.
• Build and operate this function.
• Track owned channel engagement, audience growth, and share of voice.
• Own the creative quality bar and the production pipeline end to end. Compress cycle time by pairing internal leads with outside resources, scaling partner capacity to meet demand without quality drift.
• Move to a testing framework. Run testing methodology for owned and brand creative and feed structured learnings into the Performance team’s paid‑creative work.
• Track creative production volume, on‑time delivery rate, and brief‑to‑launch cycle time.

Cross‑Functional Partnership

• Co‑own the advertising review workflow with Compliance (FINRA advertising review, including options of disclosure requirements). Build review into the timeline as a standing gate, not a surprise.
• Own brand‑health measurement: awareness, sentiment, and share of voice, reported to leadership quarterly.
• Track brand health, compliance, first‑pass approval rate, and review cycle time.
• Support revenue, new accounts, and ARPU by contributing to the upper‑funnel quality and message that make them move.
• Support CAC and conversion by raising the quality of the message and creative that prospects encounter before they ever reach a performance channel.

Who You Are:

• 12–15 years in leading marketing with real depth across product marketing, brand, and creative.
• 5–8 years leading teams including managers, with a track record of building and developing people.
• Experience in a regulated industry, strongly preferred in financial services or fintech. FINRA familiarity and willingness to obtain a Series 24 are a plus.
• A portfolio that shows high‑quality creative shipped at scale and the judgment to hold a quality bar under deadline pressure.
• Fluency with brand measurement and the ability to connect brand work to business outcomes without overclaiming.

Why This Role Matters: Most of the company’s revenue comes from a small core of high‑value, experienced traders, and the strongest channels for reaching them are the ones we own and earn, not the ones we buy. That makes this role the lever. Get the message right, ship it fast, keep it compliant, and the whole engine works better. This is where brand stops being decoration and becomes the thing that compounds.

Company Perks & Benefits

• Performance bonuses
• Stock purchase options
• 401(k) plan
• 20 paid vacation days (plus an additional paid vacation day the month of your birthday!)
• 10 paid sick days
• Pet insurance
• Wellness & mental health programs
• Charitable donation matching
• Daily catered lunch when in the office
• Full kitchen with snacks and beverages
• Shuttle to/from Metra

Discretionary Performance Bonus: 15–20 % of base salary based on individual and company performance.

Equal Employment Opportunity Statement: As set forth in tastytrade’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.