Steve Chesley

Managing PartneratPaisley Capital
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Connection Request

Hey Steve — similar PE background, been deep in distressed / turnaround origination thinking lately. Would be good to connect.

Cold DM (Sales Nav)

Hey Steve, similar background, weirdly — I'm from Zimbabwe, did growth equity in London, not investing in distressed businesses in the Upper Midwest. most funds I talk to have a database — PitchBook or Grata — maybe a CRM, and then the origination setup is mostly Excel and email from there. but proprietary deal flow still feels thin. thesis, network, and intelligence never sync into one system — so origination resets every cycle instead of compounding. does origination look different at Paisley? — Russ

Accept DM

Hey Steve, similar background, weirdly — I'm from Zimbabwe, did growth equity in London, not investing in distressed businesses in the Upper Midwest. most funds I talk to have a database — PitchBook or Grata — maybe a CRM, and then the origination setup is mostly Excel and email from there. but proprietary deal flow still feels thin. thesis, network, and intelligence never sync into one system — so origination resets every cycle instead of compounding. does origination look different at Paisley? — Russ

Followup 1

hey Steve — one more thought on origination. after hitting this wall myself doing growth equity, I ended up building origination infrastructure for funds full-time — Mentmore Capital, Axiom Equity, Noble Rock, a few others. at my old fund we had a solid stack and smart people, and origination still restarted from scratch every cycle. the funds who systematise it early end up compounding deal flow — the ones who don't keep resetting. curious if Paisley has cracked that or if it's the same pattern. — Russ

Followup 2 (Breakup)

hey Steve — no stress on any of this. we documented the origination infrastructure we've built across funds — tech stack, workflows, prompts. free to share if it'd be useful at Paisley. either way, I'm around if origination ever becomes a conversation worth having. — Russ

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Subject A: is origination different at Paisley?
Email 1A — The Give

Hi Steve, looks like we share a similar PE path — though I'm from Zimbabwe and ended up doing growth equity in London, not investing in distressed businesses in the Upper Midwest. the typical origination setup I see is a data subscription, a CRM that's half-populated, and a lot of Excel and Outlook doing the heavy lifting. yet the off-market pipeline stays weirdly thin. the intelligence is all there but it's scattered across tools and inboxes — so nothing compounds into a real origination edge. does origination look different at Paisley? Russell searchloop.ai linkedin.com/in/russellt23

Email 2 — Follow-up

hi Steve — been thinking more about origination. after hitting this wall myself doing growth equity, I ended up building origination infrastructure for funds full-time — Mentmore Capital, Axiom Equity, Noble Rock, a few others. the pattern I keep seeing is that the funds who systematise it early end up compounding deal flow in a way that's really hard to replicate later. happy to compare notes on what's actually moving the needle if you're interested. Russell searchloop.ai linkedin.com/in/russellt23

Email 3 — Follow-up

hi Steve — something about this keeps 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. imagine Paisley has a way more dialled setup — but figured I'd ask. Russell searchloop.ai linkedin.com/in/russellt23

Email 4 — Breakup

hi Steve — completely separate from all that. we put together a playbook on PE origination — the tech stack, the workflows, some of the prompts and automations that actually move the needle. happy to send it over if it'd be useful at Paisley. Russell searchloop.ai linkedin.com/in/russellt23

Email 5

hi Steve — I'll leave it here. the origination playbook is yours whenever — no expiry on that. I'm deep in this space all day, so if it ever becomes a conversation worth having, I'm around. Russell searchloop.ai linkedin.com/in/russellt23

Prospect Research

Research Notes

## PROSPECT INFORMATION: Name: Steve Chesley Title: Managing Partner Fund: Paisley Capital Background: Please provide the INPUT DATA (the Profile Data and Posts Data) you would like me to process. Once provided, I will generate the summary according to your instructions. Fund details: - Description: Paisley Capital is a private investment partnership that invests in small- to medium-sized businesses located in the Upper Midwest. Paisley invests in companies in need of ownership transition, capital, operational assistance/reorganization with a particular focus on distressed businesses. - Website: https://www.paisleycap.com - Location: Minneapolis, Minnesota, United States - Lead qualification: Research: - Query: =Paisley Capital Steve Chesley recent investments fund thesis - Answer: Steve Chesley of Paisley Capital focuses on distressed businesses needing transition, capital, and operational assistance, investing in sectors like apparel printing and media services. Recent investments include Apex Transfers and The ADS Group. Paisley Capital targets small- to medium-sized businesses in the Upper Midwest.

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