Pay once · You own everything
Get a list of 20+ companies, and a system to network into them
Intelligence Report
A list of vetted companies to pursue, with contacts who can open the door.
Apply first · One-time fee
Best if: You know how to execute a networked job search. You just need to know who to target.
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Five search paths
Hand-built and specific to you, each with leadership context. You’ll review them with Ben before you commit.
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Ranked hit list of 20+ companies
Filtered by size, stage, funding, and the qualitative fit that matters to you.
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Contacts for every target
Reach decision-makers through your network with mutual connections via LinkedIn.
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Market research briefs
In-depth research on each search path: the market, key players, and where it’s headed.
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1-hour strategy session
Explore each direction with real examples and lock in the criteria for your search.
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30-minute debrief
Review the report with Ben and leave with a clear plan for your first outreach.
Search Infrastructure
A networking system you own outright, built for this search and every one after.
One-time setup · You own everything
Best if: You want a system that will help keep your relationships warm for the next decade.
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Your target list, loaded into a CRM you own
Set up in your own account, with your targets and contacts ready to work, imported from your report or your own list.
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Claude, connected to your pipeline
Research leaders, draft outreach, and prep for meetings with your full search context, not generic AI output.
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Playbooks for warm intros and follow-up
Prompts, reusable skills, and a weekly operating rhythm for outreach and follow-up.
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Training and a clean handoff
A working session to learn the system, plus a runbook and 30 days of email support for anything that comes up.
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Check-ins at 30 and 60 days
Review what’s working, tune what isn’t, and make sure the system becomes a habit.
Choose the Intelligence Report if…
- You’re confident running a networked search
- You just need the target list: who to pursue and how to reach them
- You already have what you need to track outreach to your network
Choose the Search Infrastructure if…
- You want an integrated system, not just a list
- You want to own your own tools instead of relying on LinkedIn
- You want the setup to keep your network warm long after this search
Sharon M. Ravitch, Ph.D.
Professor of Practice, Penn GSE & Wharton Executive Education
“To use AI is one thing. To use it with an experienced consultant who’s helped high-level leaders potentiate their professional paths is quite another.
“Offtrail is an unparalleled offering in a crowded market of over-promising and under-delivery. It is personalized delivery that maximizes possibilities, harnessing this moment of market change and the process of job finding.”
The cost of doing this research yourself
Cost to do it yourself
$9,000
Intelligence Report
$750
You save
$8,250
That's 60 hours of your life back.
Questions about the tiers
Five search paths built from your background and goals, and a 20-minute session with Ben to review them. If the paths feel right and you’re ready to take the next step, you can commission a full report.
Start with what you’re missing. If you don’t know who to target, get the report. If you know your targets and need the system to run the campaign, get the infrastructure.
No. Each stands on its own. We’ll load the infrastructure with your own target list, and if you have a report, your targets and contacts come pre-loaded.
You’ll learn to run your system with Claude: researching companies and leadership, personalizing outreach, preparing for interviews, and tracking every thread in your CRM. The prompts, skills, and runbook are yours, and they keep working long after the search ends.
Nothing beyond what you likely already pay. The CRM runs on a free plan in your own account, and Claude works with the subscription you already have. There are no ongoing fees to Offtrail.
Yes, and they’re built to stack: the report tells you who to pursue, and the infrastructure gives you the system to pursue them with, this search and every one after.
Trusted by senior operators from
The New York Times
Amazon
Microsoft
Adobe
Uber
NBCUniversal
Comcast
Accenture
Primary Ventures
Etsy
Roku
Blue Apron
Ro
MoveOn
Techstars
Greycroft
The New York Times
Amazon
Microsoft
Adobe
Uber
NBCUniversal
Comcast
Accenture
Primary Ventures
Etsy
Roku
Blue Apron
Ro
MoveOn
Techstars
Greycroft