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Deal flow is a system, not a streak.

I design and operate origination systems for investors, intermediaries, and founder-led companies - the target universe, researched outreach, and follow-up discipline that turn cold lists into proprietary conversations. Consistent pressure, systematically applied.

The Problem

Referrals are a great channel and a bad system.

You can’t schedule them. Deals arrive when they arrive, and every January starts from zero information. The revenue is real - the predictability isn’t.

Growth depends on conversations nobody is starting.

Whether you run a fund, a brokerage, or a company, the next deal comes from an owner conversation - and the steady pipeline of those conversations is nobody’s actual job.

The volume is brutal to sustain.

Trust with owners who aren’t ready yet is built over years of consistent touches. The first six weeks happen. Year two doesn’t. That’s why the last attempt failed - not the tools.

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Services

One origination system - designed, built, and run.

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Origination System Design & Build

Every engagement starts with a fixed-price design sprint against your actual market, then a build - tools, sending infrastructure, first campaigns live. You own every deliverable.

  • Target universe & owner research - who to pursue and why, driven by researched facts (age, tenure, succession), not whoever emailed last
  • Outreach cadence & deliverability - research-driven sequences on infrastructure that protects your domain
  • CRM & pipeline architecture - the stages, properties, and reporting that make the pipeline an execution tool

M&A Advisory

When the conversations turn into deals - in two years or five - I bring a buyer’s perspective, built evaluating hundreds of founder-led businesses from the other side of the table.

  • Identifying and fixing the value killers before a process starts
  • Transaction preparation that starts years before a deal
  • Buy-side diligence support and proprietary deal sourcing
  • Integration planning and execution
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The Operating Layer

The discipline is the product: contacts added weekly without fail, every follow-up made, and a monthly report that counts inputs - because inputs are the part you control. You choose who runs it.

  • Run it yourself on my SOPs, with coaching through the first 30 days
  • Staff it with a hire I recruit, train, and help you manage
  • Or I run it in your name - your list, your brand, your relationships, always
  • The first sales hire - role justification, JD, comp plan, 90-day onboarding, and the hire itself
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About

The operator behind the system

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Chris Kinner, Founder

I founded Osprey Strategies to make deal flow and revenue predictable for the people who live on them. My background spans sales, operations, and finance - Wayfair, Axon, Bridgewater Associates - plus founding and running my own search fund and running deal sourcing at two private equity firms. I’ve evaluated hundreds of founder-led businesses from the buy-side, and I’ve run the origination grind myself, at scale, for years.

Since 2022, across a search fund and four PE and founder-led engagements: 10,000+ companies researched and screened, 500+ owner conversations, 40,000+ outbound touches, 115+ opportunities screened to a partner decision, 25+ analysts and sales hires recruited and trained, and four sourcing and GTM systems built from zero. On the search-fund side: $600K raised from 17 investor groups, 15 LOIs submitted, one signed.

Contact Us

Start a conversation. No pitch, no pressure.

If you’re sitting on a list nobody’s working, a pipeline that depends on referrals, or a sales motion that stops when you stop - I’d welcome the conversation. A 20-minute call is enough to tell whether this fits.

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