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You will design and build AI-powered infrastructure and dashboards to streamline manual workflows for student success teams. This involves prototyping solutions, integrating systems, and ensuring a seamless, user-friendly experience across the customer journey.
Crimson Education is the world’s leading college admissions consulting firm, with over 1,490 Ivy League offers and 2,410 to the US Top 15. We help ambitious students gain admission to the world’s top universities through expert-led guidance and proven, data-driven strategies. Crimson students are 7x more likely to get into the Ivy League than their peers. We were recently featured on the front page of the Wall Street Journal.
Crimson is the only college admissions consultancy that brings together:
Former Ivy League and Top 20 admissions officers to rigorously review and refine applications
Professors and PhD teaching fellows from leading universities to guide students through original, independent research — with pathways to selective peer-reviewed publication or conference presentation
Past ISEF winners and judges who coach students to compete for state, national, and international science fair awards
Capstone project mentors who help students design and scale leadership initiatives with real-world impact, measurable outcomes, and credible external validation
We’re backed by leading VC firms, including Tiger Global, Heal Partners, IceHouse Ventures, and Movac, and recently closed a USD $40M Series D funding round at a USD $640M valuation. We now operate across 21 markets worldwide, including the US, Canada, UK, Singapore, Japan, Hong Kong, Australia, and New Zealand.
We’re looking for a product manager who thinks in systems, not features. Our team — including product admins and student success managers — handles a large and growing workload, and much of it is still manual: watching customer Slack channels, cross-referencing Google Sheets, catching escalations late, onboarding our students etc. Your job is to design the product and infrastructure that takes that load off people so they can focus on the work that actually matters.
You’ll own the full picture: how the dashboard and interface fit together, how information flows between systems, and where AI can quietly do the heavy lifting. The bar is simple — every feature you ship should make someone’s day easier, never add cognitive load.
This is a hands-on role for someone who is product-minded with a real technical sense. Not a pure PM who hands off specs, and not a pure developer — someone who can talk to a user, sketch the flow in Figma, build a working prototype in Dify or n8n, and judge whether the result is genuinely good to use.
Own the end-to-end experience. Design the dashboard and interface as a coherent whole, not a collection of features. Understand how each screen, workflow, and data point connects, and keep the system simple as it grows.
Design for real users under real load. Observe how team members work, find friction and repetitive effort, and design flows that streamline high-volume work. UX quality is a core deliverable, not a finishing touch.
Use AI to remove work, not create it. Identify where LLMs, RAG, and automation can take tasks off people’s plates — triage, summarization, flagging, routing, follow-ups — and design those capabilities so they feel invisible and trustworthy.
Build a unified view of the customer journey. Integrate conversations from customer Slack channels with our core applications and Google Sheets so the team sees one picture instead of many.
Make service proactive. Build systems that automatically flag and triage customer escalations before they become critical, and that help student success managers identify at-risk clients and trigger timely, automated follow-ups.
Prototype and verify quickly. Use Dify.AI to build LLM-powered prototypes, implement RAG, and iterate on prompts; use n8n to orchestrate automated workflows across third-party apps and APIs. Validate ideas with working prototypes before committing engineering time.
Lead AI product design. Prompt engineering, model selection and configuration, interaction design for AI features, and an evaluation framework that tells us whether an AI feature is actually working.
Run on data. Monitor product and AI-effect metrics, analyze user behavior, identify pain points, and drive continuous iteration.
Stay current. Track developments in AI tooling (Dify, n8n, Coze, and others), analyze competitors, and bring what’s useful back into our product.
Shape the roadmap. Contribute to short-term product planning and offer well-reasoned input on product strategy and technical direction.
2–5 years of product management experience, including 1–3 years designing AI-powered products.
Strong UI/UX judgment. You understand information architecture, interaction design, and how to design for people doing high-volume work. You can tell the difference between “has the feature” and “is pleasant to use,” and you care about the difference. Proficient with Figma, Axure, or similar.
Solid AI product fundamentals. Deep understanding of how LLM applications work; practical experience with prompt engineering and RAG; able to independently design, evaluate, and optimize an AI feature and balance technical feasibility against user experience.
Hands-on with AI tooling. Real-world experience with Dify.AI, n8n, or comparable platforms — you build, not just specify.
Technical fluency. Comfortable working closely with engineering and AI teams, understanding the principles and limitations of the technology, and helping get solutions shipped.
Systems thinking. You see how pieces connect and design for the whole, not the part in front of you.
Exceptional communication. Much of this role is talking to people, understanding their core needs, and finding a solution that works for everyone. Fluent English (spoken and written) and a talent for making complex things simple.
Independent drive. Disciplined, self-motivated, and able to deliver high-quality work in a remote environment without micromanagement. Strong sense of ownership.
Rapidly growing start up, with a flexible working environment where you will be empowered to structure how you work
Limitless development and exposure - our internal promotions/role changes made up 33% of all recruitment last year
$1000 individual training budget per year, we love to ‘Level Up’ (it’s one of our core values)!
Psychologist on staff
Insightful fireside chats and workshops to help support our high-performing and ambitious team
Radical Candor is a feedback approach we live by
We’re a global player with 28 markets (and growing) across the globe. Most roles have the option to work from one of our many offices or remotely!
If you're passionate about growing in a fast-paced, collaborative environment and want to work with cutting-edge technology, then we'd love to hear from you!
Please keep an eye on your spam/junk email folder for correspondence from Team Tailor.
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