Dealwise, an investment bank that scales with AI instead of analysts
Hi hacker news, We’re a former PM and software engineer from Robinhood who decide to start an investment bank for startups. In 2023, we had just shut down our previous YC-backed startup Psychic (https://news.ycombinator.com/item?id=36032081). We were one of many startups building generative AI infrastructure long before it had become apparent what the applications were going to be, and it turns out the bet we made was wrong. This might sound familiar to anyone who’s been through the web3 hype cycle, but it was a big learning for us. Around the same time, we noticed a lot of…
In plain words
Dealwise is an investment bank that serves early-stage startups seeking mergers and acquisitions advisory. Founded by former Robinhood employees, it uses AI to scale its services beyond traditional analyst-heavy models. The platform helps founders navigate deal-making and exit strategies, addressing a gap in accessible banking services for the startup ecosystem.
written from the facts on this page · September 2026
From the sources
In the maker’s words, at launch
Hi hacker news, We’re a former PM and software engineer from Robinhood who decide to start an investment bank for startups. In 2023, we had just shut down our previous YC-backed startup Psychic (https://news.ycombinator.com/item?id=36032081). We were one of many startups building generative AI infrastructure long before it had become apparent what the applications were going to be, and it turns out the bet we made was wrong. This might sound familiar to anyone who’s been through the web3 hype cycle, but it was a big learning for us. Around the same time, we noticed a lot of interest in M&A activity from our founder friends, and informally advised one of our batchmates in the sale of his startup. We started learning about what it takes to get deals done, and that’s when we realized there was a massive gap in advisory services for founders who want to step off the venture path (or were never on it in the first place) that existing service providers don’t fill. The problem: if you’re a founder with less than $10mm in annual revenue who wants to sell their software startup, investment banks won’t work with you because the fees won’t cover their costs. This leaves you with few good options: - there are “business brokers” in the lower end of the market who will try to sell your company for a commission. 95% of them actually have negative value because they don't have a good network in the software industry, while locking you into multi-year exclusivity agreements. If they were any good, they’d go upmarket and just become investment bankers. - marketplaces like Flippa or Acquire.com are great for four, five and six figure transactions but serious corporate and institutional buyers tend to avoid these platforms. There’s also significant negative signaling if your startup is being listed next to the latest a flappy bird app. - most founders choose to DIY their acquisition process, but it’s a LOT of work. We see many founders get stuck in a viscous cycle of try to sell → get distracted → growth declines → can’t find buyer → selling gets even harder → they ultimately shut down. The median founder sells 0 companies in their lifetime, so it makes no sense to spend months becoming a M&A expert when you have a business to run. Our solution We started Dealwise in December 2023 to be the good option for startup founders looking to get acquired. We’re new, but our track record is phenomenal. Traditional M&A advisors typically take a minimum of 6 months to close a deal, while we went from launch → 7 figure deal closed in just 3 months, with several more companies under offer. The fact that our background is in engineering and not investment banking helped a lot. The finance mindset is to throw bodies (usually analysts) at a problem, whereas the engineering mindset is to invent better ways of solving a problem. That’s why as we scale, we’ll be applying our experience from building LLM tooling for Psychic to automate the majority of back office tasks so we can focus our time on supporting founders overlooked by the traditional investment banking industry.
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