Full-Time
Chief of Staff
Kyra Health
Posted on 6/11/2025
25madison
11-50 employees
Startup studio investing in early-stage companies
No salary listed
Mid, Senior
New York, NY, USA
Hybrid position; specific in-office days not mentioned.
- 2–4 years of experience in consulting, finance, operations, or early-stage startups
- Strong analytical, organizational, and problem-solving skills
- Excellent project management and communication abilities
- Track record of owning high-impact initiatives in fast-paced environments
- Experience in or passion for healthcare, insurance, or regulated industries
- Entrepreneurial mindset with a bias toward action and accountability
- Bachelor’s degree required; MBA or advanced degree a plus
- Partner directly with the CEO to drive strategy, execution, and high-priority initiatives
- Own mission-critical workstreams across operations, product, and partnerships
- Lead compliance, licensing, vendor diligence, and customer onboarding efforts
- Conduct market research and competitive analysis to support product and business strategy
- Manage external relationships with stakeholders and support business development efforts
- Support investor relations, board communications, and fundraising preparation
- Jump into complex problems to keep the company moving forward —whether that’s preparing a board deck, building an internal system, or solving a fire drill
- MBA or advanced degree a plus
25Madison invests in and supports early-stage startups by providing them with the expertise and resources needed to succeed. The company leverages the extensive experience of its partners, who have over 200 years of combined knowledge in building and managing various types of businesses, including entertainment, advertising, consumer products, and finance. 25Madison offers proven strategies and best practices to help entrepreneurs navigate the challenges of starting and growing their businesses. Unlike many competitors, 25Madison focuses on mentorship and hands-on support, allowing entrepreneurs to concentrate on their core strengths while benefiting from the studio's guidance. The goal of 25Madison is to empower entrepreneurs by sharing their wisdom and resources, ultimately helping them build successful companies.
Company Size
11-50
Company Stage
N/A
Total Funding
$305.8M
Headquarters
New York City, New York
Founded
2018
Simplify's Take
What believers are saying
- Increased demand for AI-powered healthcare solutions boosts opportunities for 25madison's portfolio companies.
- The legal industry's transformation with AI platforms presents growth potential for 25madison.
- Rising interest in B2B SaaS platforms aligns with 25madison's investment focus.
What critics are saying
- Competition from other startup studios may dilute 25madison's market influence.
- Rapid technological advancements could challenge 25madison's integration capabilities.
- New funding models may reduce the appeal of traditional venture capital approaches.
What makes 25madison unique
- 25madison offers seasoned professional guidance with over 200 years of collective experience.
- The firm provides proven strategies and best practices to maximize startup success.
- 25madison's partnership with Apollo Funds to launch 25m Evolve expands their venture studio capabilities.
Help us improve and share your feedback! Did you find this helpful?
Benefits
Company Equity
Company News
Kouper, a health technology platform designed to transform transitions of care, today formally emerged from stealth with $10 million in funding from General ...
Keragon, an AI-powered healthcare automation platform, raised $7.5M in a seed round led by Upfront Ventures, bringing total funding to $10.5M. Six months post-launch, Keragon has over 100 paying customers and a 30% monthly growth rate, executing over 2 million workflow automations. The platform integrates 300+ software tools, enhancing data exchange and reducing administrative tasks. Keragon plans to enhance its AI capabilities for personalized automation.
Paxton, a cutting-edge AI platform revolutionizing legal workflows, has closed a $22M Series A funding round led by Unusual Ventures, alongside Kyber Knight, 25Madison, and Wisconsin Valley Ventures. This brings Paxton’s total funding to $28M, following its $6M seed round in 2023.
🎉 I am thrilled to announce our $4M Seed round led by Ironspring Ventures! This also includes participation from Schematic Ventures, Plug and Play Supply… | 62 comments on LinkedIn
TMRW Sports, which is focused on building progressive approaches in sports, media, and entertainment, has announced the closure of its Series A invest