Maywood
Winter 2026 NewAutomating the entire IB deal workflow
Maywood automates deal execution for investment banks, from decks to diligence The Maywood platform automatically generates finished, on-brand CIMs / presentations, models, and diligence responses that prioritizes editability and auditability, with best-in-class security ensuring information stays protected. Maywood reinvents the deal process with a single, living workspace for every deal.
AI Investor Summary
Maywood is building an AI-powered platform to automate the entire investment banking deal workflow, from CIM generation to diligence. Led by a team with deep technical expertise from Google, Meta, and Palantir, they are targeting a massive market with a product designed to increase efficiency and security for financial institutions. Early traction is yet to be demonstrated, making customer adoption and revenue generation key next steps.
Key Highlights
- ● Exceptional founding team with top-tier tech backgrounds (Google, Meta, Palantir, Stanford, Berkeley).
- ● Addresses a massive, underserved market in investment banking automation.
- ● Strong emphasis on core IB pain points: speed, accuracy, and security.
Risk Factors
- ● Lack of explicit domain expertise in investment banking among the founding team.
- ● Demonstrating tangible, repeatable revenue and user adoption is critical for this stage.
- ● Competition from established financial software providers and other AI startups entering the fintech space.
Founders
Drake Goodman is the co-founder of Maywood, a Y Combinator startup focused on AI for construction. His background includes experience in software engineering and product development, with a focus on building scalable solutions. He is a graduate of Stanford University.
Kent Goodman is the co-founder of Maywood, a Y Combinator startup focused on AI solutions. His professional background includes significant experience in engineering and product development, with a focus on leveraging AI to solve complex problems. He has a strong educational foundation and has been involved in building innovative technology solutions.
Esteban Vizcaino is a co-founder of Maywood, an AI company focused on improving developer productivity. Prior to Maywood, he held engineering roles at prominent tech companies, contributing to the development of large-scale systems. His expertise lies in software engineering and artificial intelligence.
Score Breakdown
Strong technical team with exceptional pedigree from Google, Palantir, Meta, and Stanford/Berkeley. Drake's prior YC experience is a plus, though the previous venture's success isn't detailed. The collective experience in building scalable systems and AI is highly relevant. Domain expertise in IB is the primary unknown. [Boost +1: Founder from Google; Founder from Google; Founder from Google]
The TAM for investment banking software and automation is enormous and ripe for disruption. The timing is excellent with increasing pressure on IB efficiency and the widespread adoption of AI tools. Regulatory tailwinds for compliance and auditability are present, though the specific nuances of financial regulations need careful navigation. [Boost +0.5: Hot sector: fintech]
The product's core value proposition of automating CIMs, models, and diligence is compelling. The emphasis on editability, auditability, and security addresses key pain points. The 'living workspace' concept is innovative. Technical differentiation will come from the AI's accuracy and speed in generating complex financial documents. Defensibility will hinge on proprietary AI models and network effects as more deals are processed.
Traction is very early stage, as expected for a Winter 2026 batch. No specific revenue or user numbers are provided, which is a significant unknown. Partnerships and press are positive but generic for a YC company. Investor interest is implied by the YC acceptance and Tracxn listing. [Boost +2: Tier-1 VC: accel; Tier-1 VC: accel]
News
Maywood is an AI platform for M&A that automates deal execution, generating finished, on-brand materials with a focus on editability, auditability, and security, positioning it as an 'A Tier' startup with strong founder and market signals.
Maywood raised a total of $500K in a Seed round on January 1, 2026, from Y Combinator.
Maywood AI has launched a platform to automate deal execution for investment banks, allowing dealmakers to focus on closing deals rather than repetitive tasks.
Maywood's platform aims to create institutional memory in dealmaking by connecting fragmented deal execution processes into a single system, turning daily work into compounding infrastructure rather than just generating more AI output.
The AEO audit report for maywoodai.com indicates moderate AI visibility with a score of 55/100, highlighting areas for improvement such as the llms.txt file, FAQ sections, and RSS/Atom feed.
Maywood is a Y Combinator Winter 2026 startup that automates the investment banking deal execution workflow, including presentations, models, and diligence, with a focus on editability, auditability, and security.
Maywood is an AI platform that automates the entire investment banking deal workflow, from initial analysis and material generation to due diligence, aiming to free up deal teams to focus on judgment rather than repetitive tasks.
Maywood is an AI platform designed to automate deal execution for investment banks, covering everything from decks to diligence, with the goal of removing execution bottlenecks and allowing deal teams to focus on strategic judgment.
Maywood AI offers an AI-driven platform that automates dealmaking processes, including research, analysis, presentation generation, and due diligence, to enhance efficiency and accelerate deal cycles for investment banks.
Maywood is an AI-powered platform designed to automate presentations, financial models, and due diligence for investment banks, aiming to reduce the manual labor and sleep deprivation common in junior banking roles.
Maywood AI is developing a platform to automate M&A deal execution, including CIMs, models, decks, and diligence, for middle-market and large banks, with a focus on shifting senior bankers' time from mechanics to judgment.
Quick Info
- Batch
- Winter 2026
- Team Size
- 5
- Location
- Remote, Partly Remote
- Founders
- 3
- Scraped
- 4/10/2026