Full-Time

Head of Awareness Marketing

Marketing Strategy

Posted on 9/20/2025

Tastylive

Tastylive

51-200 employees

Real-time trading insights and education platform

Compensation Overview

$160k/yr

Chicago, IL, USA

Hybrid

Hybrid position requiring 3 days a week in the office.

Category
Growth & Marketing (1)
Required Skills
Branding/Brand Strategy
Marketing
Requirements
  • MBA Required (in marketing, business, or related field)
  • 10+ years of brand strategy or marketing strategy leadership experience, preferably in trading, investing, D2C financial services, fintech or closely related industry
  • 5+ years of experience building and leading high-performing teams of 5 or more
  • Experience with companies of 250 employees or more
  • Experience running a marketing budget of at least $10M
  • Proven track record of building and scaling consumer brands
  • You are obsessed with moving key business metrics through brand initiatives
  • You are an expert at creating content strategies that drive engagement and education
  • Go-getter mentality, proactive and resourceful
  • You possess both analytical and creative mindset with a track record of driving measurable business outcomes
  • You can balance short-term needs with sustainable growth strategies
  • You have a high propensity to innovate and experiment with new approaches
  • Excel at cross-functional collaboration and demonstrate systems thinking
  • Natural developer of talent and team builder who can inspire and guide others
  • Can navigate a matrixed organizations and influence outcomes without direct authority
Responsibilities
  • Develop and execute comprehensive brand and advertising strategies that differentiates us in a highly competitive space
  • Define brand voice, messaging architecture, and brand strategy that resonates with self-directed traders and investors
  • Drive brand content strategy across PR, partnerships, and owned channels to drive credibility and reach
  • Partner with strategy, performance, and marketing operations teams to create content that supports acquisition, engagement, and retention
  • Develop community-building strategies that foster brand loyalty and advocacy
  • Launch creative partnerships and collaborations that expand reach
  • Drive rapid decision-making and execution by building influence networks across the business, championing high-impact initiatives, and personally removing team blockers
  • Build compelling business cases for strategic initiatives and secure resources needed for execution
  • Foster a culture of innovation and experimentation
  • Navigate regulatory requirements and compliance considerations in financial services marketing

Tastylive is a real-time online financial network that provides live streams, educational content, and actionable trade ideas for options, stocks, and futures. It streams over 100 original segments with more than 20 on-air traders, available seven days a week. The platform blends entertainment with education by delivering practical market insights and strategies from experienced traders. Its goal is to help traders navigate complex markets with confidence through reliable, timely information and ongoing support.

Company Size

51-200

Company Stage

Series C

Total Funding

$1B

Headquarters

Chicago, Illinois

Founded

2011

Simplify Jobs

Simplify's Take

What believers are saying

  • IG Group leverages tastylive for North American expansion post-2021 acquisition.[2]
  • tastyfx grows fastest as US forex broker under tastylive brands.[2]
  • Michael Rechenthin drives research for volatility-based strategies.[1]

What critics are saying

  • IG brokerage bundles free content with execution, eroding media revenue now.[5]
  • YouTube demotes live finance streams per 2025 FTC rules, cutting views 40-60%.[2]
  • Robinhood's 2025 live options streams divert 30% novice audience yearly.[5]

What makes Tastylive unique

  • tastylive streams live probabilistic options trading content 7 days weekly.[1]
  • Over 120 original segments feature 25+ trader personalities daily.[1]
  • Shows like Market Measures analyze trades mechanically for all levels.[1]

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Mental Health Support

Commuter Benefits

401(k) Retirement Plan

Gym Membership

Paid Holidays

Paid Vacation

Paid Sick Leave

Wellness Program

Employee Stock Purchase Plan

Performance Bonus

Phone/Internet Stipend

Pet Insurance

Charitable Donation Matching

Flexible Work Hours

INACTIVE