Lifecycle & CRM · Caribou, Grubhub, Allstate

I find where customers drop off and fix it.

I help apps and subscription businesses turn more signups into paying customers, then keep them longer, across email, push and SMS. Most recently I ran lifecycle and CRM at Caribou, an auto refinance fintech.

See services & pricing ↓

$2M a yearAdded by two email programs I ran at Caribou, measured against a holdout group

2% → 50%Gmail open rate after I got our email out of spam

1 in 5Approved customers who never heard about their next step, until I found and fixed it

Services & pricing Start here

Lifecycle and deliverability audit

A good fit if:You message customers by email, push or SMSSignups aren't payingYou can't tell what it's worth

2–3 weeks · from $2,500

Using the tools you already have, I find what's keeping your email out of the inbox, map every message your customers get, and show you where people drop off and what it's costing you.

Email me about an audit

What's hurting your inbox placement and sender reputation
Every automated message mapped, with how each one performs
A ranked list of fixes you can act on right away

After the audit, I can fix what we find

1 A free 30-minute call
2 The audit
3 One of these, if you want help with the fixes

4–6 weeks · from $5,000

More signups become customers

I write and build your welcome emails, trial reminders and win-back messages.

4–8 weeks · from $4,000

Emails out of spam

I get your email back to the inbox and leave your team a playbook to keep it there.

10–20 hrs a week · from $4,000/mo

A part-time CRM lead

I run your lifecycle and CRM program: roadmap, builds, tests and a monthly report.

Pick the one that sounds like your problem

Caribou · deliverability

Getting out of Gmail spam

Problem: Marketing email had been landing in Gmail spam for more than two years, so most journeys reached almost nobody.
What I did: Fixed SPF alignment, set up feedback loops and traced complaints to individual journeys. Fixed the journeys driving complaints, split marketing and transactional onto their own domains, and migrated journeys one at a time, each gated on spam rate and open thresholds. Wrote the ramp rule and recovery playbook that took Gmail reputation from Low back to High in about two weeks.
Result: Gmail opens on the new marketing domain went from about 2% to about 50%, and transactional opens from 44% to 85%. Delivery reached 99.4%, the best month in 21 months. In a randomized test of about 94K customers, the new domain lifted clicks 5 to 9x.

Weekly email delivery rate, 2026

“If you need someone to help grow your lifecycle program, I'd put him at the top of the list.”

Dave Flynn, Director of Performance & Lifecycle Marketing, Caribou