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AskStanley Head of Growth Application

This is a fantastic opportunity for people who want to take real ownership and gain experience scaling a startup: you'll have direct control over a $40k budget to deploy creatively as you see fit.
Application Deadline: Saturday, November 29, 2025, 11:59 PM EST
Are you or someone you know fantastic at distribution, experimentation, and seeing opportunities others miss? Then join AskStanley as our 2nd hire (Head of Growth)! We’re still early enough that your ideas matter, your experiments shape the company, and your wins turn into thousands of new users. We’ve hit product-market fit and built a product thousands of students love, and now we need someone who can pour fuel on growth and take it to the next level.
(If you refer someone who gets hired, you get $500 if they become a long-term AskStanley team member and $250 no matter what!) Link to Share Here.
About AskStanley: AskStanley is the fastest-growing platform in the finance/investment banking prep niche. AskStanley powers thousands of weekly AI chats, drills, and mock interviews for students trying to break into Wall Street. We’ve proven product-market fit in one of the hardest markets to crack (students/finance), and now we want to double down on growth.
Your job: Take a category-defining product in a tiny niche and blow it up. You’ll be building ambiguous channels mostly from scratch (campus ambassadors, referral engines, short-form content, partnerships, creative paid experiments, maybe even unorthodox tactics no SaaS company has tried).
Who we are: We’re a three-person team (two founders and a CTO) working fast and shipping daily. With experience in investment banking and engineering, we combine high standards with a collaborative and friendly (yet still fast-paced) culture.
Who you are: You move quickly, build things, and learn by doing. You like taking ownership, testing ideas, and improving fast. You’re comfortable in a small, scrappy team where priorities shift and problems aren’t neatly defined. You want real responsibility and the chance to help scale a product that’s growing fast.
Compensation:
1) Fixed monthly salary
2) AskStanley ownership equity (worth a lot more) to be determined at the end of a two-month trial, depending on performance. Both compensation components are open to negotiation.
For reference on equity value, we have rejected funding at mid six-figure valuations and believe that we're "worth" closer to the high six-figure end currently (and are growing extremely fast). Our goal is to 5x our company by the second quarter of 2026.

Information

1. Tell us a little bit about yourself. Who are you, and why are you a fit for AskStanley?

2. What’s one unconventional growth experiment you would try for a niche product like AskStanley, and why?

3. You have a $5k budget for the next 30 days. Map out how you’d spend it to maximize new paid users. How would your answer change if the budget was $10k instead, if at all?

A few quick questions (no wrong answers!)

1. Which aspect of AskStanley excites you the most?

1. Which aspect of AskStanley excites you the most?

2. If others on my team aren't putting in the work I think they should, I...

2. If others on my team aren't putting in the work I think they should, I...

3. When I hit a roadblock I…

3. When I hit a roadblock I…

How many hours are you able to dedicate to AskStanley per week?

We understand that some applicants may be students with busy schedules and do not expect this to be a full-time job. However, we want to make sure you have ample time to make this role a priority and dedicate yourself to what we believe to be the most important role in the job recruitment industry.

Did anyone refer you to this application? (Email)

Anything else we should know about you? Do you have any questions for us? (not required)

Please upload your resume