As a Senior Creative Strategist, you will shape creative direction, analyze data, conduct A/B testing, and collaborate cross-functionally to optimize marketing campaigns.
DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours—and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and are seeking talented team members to join us on our journey to transform the global capital market.
Who You Are
You’re a performance-driven creative thinker who thrives at the intersection of data, storytelling, and strategy. You see creative not just as design or copy, but as a lever to drive measurable business outcomes. You see AI as an everyday creative partner, using large language models and automation tools to ideate faster, streamline production, test more variations, and scale what works. You balance big-picture thinking with obsessive attention to detail, ensuring every angle you develop is backed by research, fact-checked, and tailored to resonate with investor audiences.
You align naturally with DealMaker’s values: you prioritize speed over perfection, you’re bold and direct when pitching ideas, and you never lose sight of the outcome. You innovate, simplify, and “find a way” to deliver excellent work even under tight timelines. Above all, you obsess over customers, helping our clients capture investor attention with creative that performs.
What You'll Do
As a Senior Creative Strategist on the Marketing Services team, you’ll be responsible for shaping the creative direction of some of the most innovative companies raising capital today. You’ll drive impact in five key ways:
Creative Strategy & Briefing
- Translate deep research into big ideas, campaign concepts, and creative strategies tailored for investor audiences.
- Write clear, actionable creative briefs aligned with testing strategies that produce measurable wins
- Lead calls with clients asking sharp questions, surfacing insights, and capturing narratives that directly inform campaign strategy.
Performance Optimization
- Analyze creative performance data (ROAS, CTR, engagement, conversions) to identify trends and refine strategies that maximize impact.
- Use insights from testing and analytics to inform future creative iterations and long-term planning.
- Recommend creative pivots across paid social, landing pages, and email campaigns.
A/B Testing & Experimentation
- Design A/B tests to identify high-performing creative variations across different audience segments and platforms.
- Foster a culture of experimentation by sharing findings and encouraging cross-functional teams to test new approaches.
Cross-Functional Collaboration
- Actively foster collaboration by working closely with strategy, paid media and retention, creative + content production, to align creative strategies with overarching campaign goals.
- Build strong relationships production teams to scale creative output without compromising quality.
- Serve as the creative “voice” in cross-functional discussions, ensuring investor motivations are at the center of campaign storytelling.
Innovation & Continuous Learning
- Stay informed on industry trends, platform updates, and emerging technologies, ensuring our creative efforts remain competitive and cutting-edge.
- Champion a growth mindset within the team by embracing new creative tools, formats, and storytelling approaches.
- Leverage AI and automation tools daily to accelerate research, spark creative concepts, streamline workflows, and scale testing without sacrificing quality.
What You Need
To thrive in this role, you’ll bring a balance of strategic vision, data fluency, and creative judgment. Core skills and competencies include
Creative Direction & Vision
- Conceptual thinker with the ability to generate bold campaign ideas, storytelling angles, and hooks.
- Sharp eye for design, copy, and video, with clear feedback that elevates creative quality.
- Ability to balance creativity with compliance — inspiring without overpromising.
- Fluency with AI as a creative partner to spark ideas, prototype variations, and push creative boundaries.
Strategic & Technical Expertise
- Proven ability to develop creative strategies and briefs that drive measurable outcomes across paid social, landing pages, and email.
- Strong understanding of ROAS, CTR, CPC, and full-funnel marketing metrics, with the ability to translate data into creative direction.
- Experience guiding creative execution to ensure assets are impactful, persuasive, and performance-ready, with hands-on usage of LLMs and creative AI tools (ChatGPT, MidJourney, Firefly, Runway, etc.) to ideate, prototype, and scale.
Research & Analytical Rigor
- Expertise in conducting deep research into industries and competitors to surface insights that inform creative strategy.
- Strong track record in testing frameworks and performance optimization, with the ability to connect creative variables to campaign results.
- Meticulous attention to detail and accuracy, ensuring a zero-error standard in compliance-sensitive environments.
Project & Operational Leadership
- Ability to manage multiple, complex client loads while maintaining high quality and hitting deadlines.
- Skilled at cross-functional collaboration with Paid Media, Video, and Design, guiding priorities and ensuring smooth handoffs.
- Experience introducing process improvements, frameworks, or AI-driven tools that deliver measurable efficiency gains.
Interpersonal & Client-Facing Skills
- Skilled in presenting creative rationale and performance takeaways with clarity and authority.
- Strong communication skills to guide clients and internal teams through strategy, feedback, and testing results.A collaborative mindset that strengthens internal and external partnerships, while also contributing to shared best practices.
Mindset & Alignment with Values
- Prioritize Speed Over Perfection: Don’t wait - get something out the door. Create and embrace urgency.
- Drive Outcomes: Get it done and rally others. Assume winning is the only option.
- Push Your Limits: Be agile, embrace change. Continuously learn and improve.
- Find A Way : Figure it out (default yes!) You own it.
- Be Bold and Direct: Say it clearly, well and honestly.
- Innovate and Simplify: Constantly seeking new approaches, frameworks, and tools to improve creative performance.
- Obsess Over Customers: Committed to understanding both client needs and investor motivations to shape compelling creative
Founded in 2018 by leading capital markets lawyers, DealMaker has blazed its own trail as the leading online capital-raising platform. As a Series A tech startup, we are well-capitalized, firmly established in our market, and ready to scale. Here’s why you should want to join us:
-Competitive compensation with the opportunity to earn equity—get into a growth company on the ground floor
-A diverse & distributed team of doers, innovators, and experts
-Shared employee benefit plan (medical, vision, & dental)
-Strong autonomy with support from leadership
-Annual learning support And more!
Equal Employment Opportunity
DealMaker does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.
Please inform us if you require any accommodation, and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.
Top Skills
AI
Chatgpt
Firefly
Large Language Models
Midjourney
Runway
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