Jack Cook

Entrepreneurship

Things I've built and run, not just pitched.

Pest OS

Live · Paying customers getpestos.com →

The full customer lifecycle for pest & wildlife operators, from the missed call to the booked job.

Most pest and wildlife control businesses are one or two people. They miss calls constantly while on job sites, and a missed call is a missed booking. Pest OS sits behind the operator's existing number. The owner still gets first crack at every call. If nobody answers after five rings, Pest OS picks up, triages the pest type and urgency, books the job to the operator's calendar, and emails a call summary.

Jack pitching Pest OS to a pest control company in a parking lot in New Hampshire
Pitching Pest OS in a parking lot in New Hampshire.

My co-founder Jacob Posner (Dartmouth '27) leads the technical architecture. I lead business development, outreach, operations, and sales. We met in Rome while studying abroad and incorporated when we got back to campus.

In spring 2026, we won the Magnuson Founder's Grant from Dartmouth's Center for Entrepreneurship — a competitive grant awarded to student ventures demonstrating real traction and a credible path to scale. The grant funds our next phase of customer acquisition and product development.

How a call flows through Pest OS

1
Customer calls
Rings operator's existing number
2
Owner gets first crack
5 rings before handoff
3
Pest OS picks up
Triages pest type & urgency
4
Job booked
Routed by location & job type, added to calendar

First customer, first month

Our first customer, a two-operator wildlife company in New Hampshire, went live April 2, 2026.

97calls answered by Pest OS
6jobs booked straight to calendar
~$19.2Kcaptured pipeline
$4.8Kfrom after-hours calls the office would have missed

97 calls, broken down

Spam screened out
41
Info / self-declined
24
Queued for callback
15
Transferred w/ intent
10
Jobs booked
6
Mishandled
1

One call was mishandled by the AI. We caught it, told the operator, fixed the system, and repaired the relationship. When you sell software that answers someone's phone, that accountability is the product.

What I learned

We built first and iterated to our customer's needs, which I think was the right call. Roughly 1,000 cold emails generated interest but no signed customers. What actually worked was getting in front of people: leaning on my Dartmouth angle to get a conversation, starting with a small project to build trust, and proving the product before asking for a bigger commitment.

The biggest thing Pest OS taught me is that I'm a go-getter. If I see a pest control truck on the road, I'll pull over and talk to the owner. I've learned not to waste time on leads that aren't going anywhere and to spend it on the ones that are.

Role
Co-founder, CEO
Since
January 2026
ARR
$6K
Market
$13.4B U.S. industry, 16,565 firms, 81% with one or two locations
Pricing
$500 setup + $500/mo
Burn
~$100/mo. First customer covers it 5x

GHC Partners

Venture Fund

LP outreach infrastructure, proprietary databases, and macro research for an emerging venture fund

As a venture analyst at GHC Partners, I built the fund's LP outreach infrastructure from scratch. Python scripts parsed and structured contact data from source PDFs. The Anthropic API personalized email drafts at scale. A Gmail integration delivered daily drafts to the managing partner's inbox. An Excel CRM, iterated through eight-plus versions, tracked contact status, outreach stage, and responses.

The system was designed to never auto-send. Every email required explicit partner approval before going out. The automation removed drafting time, not judgment.

LP outreach pipeline

1
Source PDFs
Parse & structure contacts
2
AI drafting
Personalized via Anthropic API
3
Partner review
Human approval on every send
4
CRM tracking
8+ iterations of Excel CRM

Beyond outreach

I built three databases tracking PRIs, emerging manager programs, and donor-advised funds, covering 100+ potential LPs across the US and Northern Europe. I assisted on the fund's SBIC application, and my macroeconomic research has been included three times in LP reports. The market research itself lives on the Analysis page.

Role
VC Analyst
Since
May 2025
Scale
~700 LP contacts
Databases
3 proprietary (PRIs, emerging managers, DAFs)
Stack
Python, Anthropic API, Gmail MCP, Excel CRM
Constraint
Human approval on every send

Earlier builds

Arboro (TuckLAB, spring 2025). B2C reforestation platform. I led finance and business strategy. First place in the 6 Minute Pitch, Value Proposition, and Product Development challenges; third overall out of 16 teams.

The Gratefull Bed Company (2023–2025). I bought an ownership share of a small bed company specifically to learn small business management with real money on the line, and increased profitability each year I held it.

Pattern
Learn by owning the outcome

How I work

Launch fast, iterate to the customer

I'd rather get something live and learn from real usage than spend months perfecting a pitch deck. Pest OS launched, got its first paying customer, and we've been iterating to their needs ever since.

Own the outcome

I bought into a bed company to learn operations. I pull over when I see a pest control truck. If there's a way to get in front of a potential customer or learn something firsthand, I'm going to take it.

Human in the loop

Every system I build has safeguards. At GHC, every AI-drafted email required partner approval before sending. At Pest OS, we built monitoring agents that track call quality and flag issues so we can fix them before they become patterns.

Active monitoring, constant iteration

We don't wait for something to break. We built agents that monitor system health and call quality across every Pest OS interaction, so we know where issues arise and can iterate on them in real time.

Next: the analytical work →