Digvijay (Sunny) Singh, Ph.D.
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Hey Sunny — similar PE background, been deep in SaaS acquisition origination thinking lately. Would be good to connect.
Hey Sunny, see we share a similar PE path, though I was in London doing growth equity not acquiring and operating SaaS businesses like Alleyway. most funds at this stage have stacked up a pretty solid toolkit — PitchBook, a CRM like Affinity or DealCloud, maybe Grata, sourcing consultants, the works. but the proprietary pipeline rarely reflects the size of the stack. none of it connects systematically, so the firm's thesis and network intelligence don't feed into each other — origination stays inconsistent instead of compounding. wondering if that's still how it plays out at Alleyway? — Russ
Hey Sunny, see we share a similar PE path, though I was in London doing growth equity not acquiring and operating SaaS businesses like Alleyway. most funds at this stage have stacked up a pretty solid toolkit — PitchBook, a CRM like Affinity or DealCloud, maybe Grata, sourcing consultants, the works. but the proprietary pipeline rarely reflects the size of the stack. none of it connects systematically, so the firm's thesis and network intelligence don't feed into each other — origination stays inconsistent instead of compounding. wondering if that's still how it plays out at Alleyway? — Russ
hey Sunny — this kept rattling around. when I was doing growth equity we had every subscription going — PitchBook, CRM, enrichment tools, the lot — and I still spent half my time manually pulling origination together across all of it. always wondered if that was just us being disorganised or if it's genuinely universal. did you ever run into that at Alleyway, or was it just us? — Russ
hey Sunny — appreciate the connect either way. I'm in and around SaaS acquisition origination all day — if you ever want to swap notes on what's working, I'm easy to find. — Russ
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Prospect Research
## PROSPECT INFORMATION: Name: Digvijay (Sunny) Singh, Ph.D. Title: Co‑Founder / Managing Partner Fund: Alleyway Capital Background: PROSPECT SUMMARY: Digvijay (Sunny) Singh, Ph.D. CURRENT FOCUS: Sunny is a seasoned technologist and venture investor based in Los Angeles. He is currently the Managing Partner at Alleyway Capital, a firm he co-founded in 2021 that focuses on acquiring and operating profitable software (SaaS) startups through organic growth. He also holds a major leadership role as the Chairman of TCA Venture Group (formerly Tech Coast Angels), one of the largest angel investor groups globally. Additionally, he manages a substantial real estate portfolio across Southern California and India. BACKGROUND: He holds a Ph.D. and a Master’s in Electrical Engineering and Computer Science from UCLA (4.0 GPA) and a Master’s/Bachelor’s from IIT Kharagpur. Professionally, he has a deep technical background having worked as an Embedded System Engineer for Lockheed Martin (F-16 oxygen systems) and a Research Collaborator for Intel. He was a founding team member of startups in medtech (GI Logic, Inc.) and cybersecurity (CMIT Solutions of West LA). He is a prolific researcher with numerous publications on energy-efficient computing and medical biosensors. KEY SKILLS: Venture Capital, SaaS Acquisitions, Cybersecurity, Embedded Systems, Real Estate Investing, and AI-based energy monitoring. Personal interests include PC gaming, powerlifting, and mixed martial arts (specifically kickboxing). POSTS AND DIRECT QUOTES: October 9, 2025: "TCA Venture Group, Bruin Angels Investor Network, and the UCLA Anderson School of Management are excited to host an exclusive in-person networking event at UCLA!" He emphasized the value of "Face-to-face conversations with active investors" and "real-time feedback from experienced capital partners." January 20, 2024: "I’m humbled to share that I have been elected as Chairman of TCA Venture Group! Looking forward to further growing one of the largest startup investor groups in the country." July 17, 2023: Celebrating a major exit, he posted: "DTx Pharma has been acquired by Novartis for a potential payout of $1B! ... Most startups will fail. You need the unicorns in your portfolio to make up for the duds." November 8, 2022: Critiquing industry trends, he wrote: "I am saddened to see the recent layoffs in the tech world... Growth at all costs. Raising a lot of money. Burning through all of it. Then firing talented folks to make it all work... We think it is still cool to buy and run profitable businesses that grow organically." September 6, 2022: Regarding the launch of his current firm: "This journey was sparked in large part by our disillusionment with the traditional gap between cashflow focused businesses and the hyper-growth VC mindset." August 1, 2022: In a personal update, he shared: "These past couple of years have been a real roller coaster... I am officially completing my term as President at Tech Coast Angels Los Angeles this month... BTW I am still deep in real-estate so feel free to DM me on anything related to that industry. Oh and did I mention I switched from years of boxing to kickboxing now?" Fund details: - Description: Alleyway Capital is an investment firm founded by a team of reputed investors, business operators and technology entrepreneurs. We are ecstatic about small digital businesses and are not chasing the most popular unicorn or the next big public company. We almost always take a controlling stake in the businesses we buy and usually purchase them outright. We like software-as-a-service (SaaS) businesses, but occasionally also consider other types of tech-enabled businesses. Our acquisition process is always transparent, respectful and leads to a quick outcome for all parties involved. We are not beholden to external investors and do not look to flip the businesses we buy. - Website: https://www.alleywaycapital.com/ - Location: Los Angeles, California, United States - Lead qualification: Research: - Query: =Alleyway Capital Digvijay (Sunny) Singh, Ph.D. recent investments fund thesis - Answer: Digvijay "Sunny" Singh is Managing Partner at Alleyway Capital, focusing on acquiring e-commerce software startups. He has a Ph.D. in Electrical Engineering/Computer Science and has invested in numerous tech startups. Alleyway Capital targets profitable lower middle-market software firms.