Alexa Kayman

Alexa Kayman

New York, NY


Exploring urban infra, edtech, and longevity. Product Designer @ Numi (YC). Computer Science and Economics-Philosophy @ Barnard, Columbia University. Previously Head of Operations @ Bloom (YC W21), Research Fellow @ Contrary Capital.

Work Experience

2019 — Now
New York, NY

A venture studio powering product, growth, and research for the most promising early-stage companies and world-class digital experiences. Working with YC backed companies with a focus on urban infra, web infra, and fintech.

2022 — 2024
New York, NY

An investing and financial literacy app that raised $4.4 million and is backed by Y Combinator.

  • Operations: Oversaw day-to-day operations, monthly cash accounting to prepare investor updates, service provider contracts, payroll, and HR for 8 full-time employees and 3 global contractors.

  • Growth: Deployed $150K/mo in ad spend across TikTok, Meta, and Google to gain 1M+ users, achieved profitability, and $3 million in annual revenue.

  • Product: Designed a financial literacy curriculum and wrote an additional 80 lessons on investing, economics, and personal finance.

2020 — 2023

Helping students cultivate passion and discover their futures. An opportunity database for high schoolers.

  • Led a team of 20 volunteers and appointed eight directors. Ideated, designed, and developed the web app that reached 24,000 students and connected 1,000 students to jobs and or programs.

  • Raised $45K from Hack+ and $125K from YC Startup School in software credits, totaling $170K in software grants and $3K in cash grants.

  • Overseeing day-to-day operations, product development, HR, banking, legal, and our 501(c)3 nonprofit fiscal sponsorship. Partnering with youth nonprofits and Gen-Z startups to provide and crowdsource thousands of paid jobs, scholarships, learning resources, and events.

2023 — 2023

Illuminating private markets under Contrary Capital, a VC firm with $80 million in assets under management.

  • Published 8 research reports that analyzed product, business model, and corporate valuation, including Midjourney, Webflow, Klarna, Intercom, Greenlight, and Zapier.

  • Klarna memo was the 2nd most read memo in June 2023, received by Contrary Research’s audience of 40K+ investors, founders, and tech reporters.

2021 — 2022
New York, NY
  • Operations: Worked directly with the CEO to pass our SEC investment adviser exam. Led strategic partnerships with seven youth nonprofits and 2 VC-backed startups to reach more young investors. 3rd hire, founding team.

  • Growth: Led organic growth and managed five content interns to generate 30,000 sign-ups with a $0 budget in 3 months, our traction metric for our $4.4 million seed.

  • Education: Wrote 120+ financial education modules for the “Learn and Earn” product, taken by teens over 3 million times. Produced and scripted three “masterclass-styled” video scripts for famous CEOs and two college professors.

2020 — 2021
Marketing Director, Board Member at Alect Political

Redefining political strategy. Worked on three congressional, two senate, and two stealth startup campaigns.

  • Sourced clients through cold outreach and networking to land an average deal size of $20k.

  • Led six marketing and policy analysis fellows to manage client growth projects.

  • Designed and developed the website, pitched and led the rebrand from “CTF” to Alect, and built the internal IT system.



Bloom has raised, in total, $4.4 million in seed funding from investors, much of it in 2022. Investors include Contrary, Slow Ventures, Offline Ventures, Rocketship VC, Slope and a group of angel investors, including Andrew Yang.


This year's Call for Kindness is the biggest yet with a 70% increase in applicants from 2020, hailing from 35 states from around the country.


Projects promoting kindness, empathy and leadership were selected as national winners by the NYC-founded Riley's Way Foundation.


2020 — Now
Records Education at NYC Department of Records & Information Services
New York, NY

Turning NYC's archives into curriculum aids for public school educators.

2020 — Now

Facilitating dynamic, authentic, and kind leadership through a development fellowship.

  • 2021 $3K Call for Kindness grant recipient for The Generation.

  • 2022 Youth Leadership Mentor. Helped young founders with growth, fundraising, operations, and volunteer retention.

  • Learned about data privacy, media regulations, and childhood development from speakers and workshop leaders.

2021 — 2022
Washington, D.C

A national, nonpartisan Quaker organization that lobbies Congress and the administration to advance peace, justice, and environmental stewardship.

  • 2021: Group Leader for lobby visits with Congresswoman Maloney’s office, researched and advocated for clear paths to citizenship.

  • 2022: Congressional Coordinator for a visit with Senator Schumer. Researched and submitted policy proposals that allowed climate refugees to sue polluting corporations for damages.


2024 — Now
Bachelor of Arts - Computer Science, Economics-Philosophy at Columbia University
New York
2024 — Now
Bachelor of Arts - Computer Science, Economics-Philosophy at Barnard College
New York, NY