Growth & Product Marketing Leader

Greg
Fitzgerald.

12 years building growth engines at some of the most recognizable names in DTC and fintech. I help companies turn acquisition into profitable, lasting revenue — through sharp positioning, lifecycle strategy, and product-led growth.

Previously at

Square Blue Apron Brooklinen Right Side Up Fab.com Tough Mudder Mixtiles

About

The full picture.

A career that started in performance marketing and grew into something more nuanced — strategy, positioning, product, and the space where they all overlap.

I started my career managing massive media budgets at the height of DTC's golden era — Blue Apron, Brooklinen, Fab.com. The job was about scale: buy the right audience, hit the numbers, grow. And I got very good at it.

Over time, what interested me shifted. Raw acquisition started feeling incomplete without an answer to what happens next. I began caring more about positioning, onboarding, and lifecycle — the work that turns a new customer into a loyal one.

At Square, I spent five years as a Senior Product Marketing Manager, most recently leading the company's first verticalized go-to-market strategy for Services & Beauty sellers — a segment now representing 40%+ of Square's processing volume. That work sat at the intersection of data science, product, lifecycle, sales, and brand. It's the kind of multidisciplinary challenge I find most interesting.

Outside of work, I live in Red Bank, NJ with my family. I serve on the Zoning Board of Adjustment, stay active in local progressive politics, am part of the Coasst urbanism collective, and draw whenever I get the chance.

12+
Years in growth and product marketing across DTC, SaaS, and fintech
$300M+
In paid media managed across TV, digital, social, and offline channels
~20%
YoY net profit growth delivered for Square's Services & Beauty segment
5
Years as a Sr. Product Marketing Manager at Square (Block, Inc.)

Experience

Where I've been.
What I've built.

A career at the intersection of strategy and execution — from founding a consultancy to leading product marketing at one of fintech's most recognized platforms.

Square (Block, Inc.)
May 2021 – Mar 2026
Sr. PMM, Services & Beauty Audience Growth

Built Square's first verticalized GTM strategy for the Services & Beauty seller segment — spanning product adoption, retention, and monetization across Payments, Appointments, Invoices, Online, and Banking. Developed audience-led lifecycle campaigns and AI-powered insight workflows to identify the highest-converting onboarding paths at a granularity not previously possible.

~20% YoY net profit growth 40%+ of Square's processing volume AI-powered onboarding workflows Vertical GTM strategy
Sr. PMM, Ecommerce Growth & Seller Activation

Led growth and activation PMM for Square Online — driving SaaS adoption and monetization for SMB sellers. Designed and launched Square Online's first free trial program; led GTM strategy for a major SaaS pricing update that raised revenue per user with lower-than-expected churn.

+20% early-stage revenue per user +19% ARPU from pricing GTM +14% SaaS trial conversion +13.5% 30-day SaaS revenue
Right Side Up
Apr 2020 – May 2021
Growth & Product Marketing Strategy Consultant

Partnered with high-growth DTC and ecommerce companies to develop product marketing and growth strategy — including channel diversification, lifecycle marketing architecture, and GTM planning for new product lines and audience segments across B2C and B2B ecommerce verticals.

Lifecycle architecture Channel diversification GTM strategy DTC & B2B ecommerce
Belbrook Media
Mar 2019 – Apr 2020
Founder & Growth Marketing Consultant

Founded a boutique growth marketing consultancy serving early-to-mid-stage consumer and ecommerce brands. Served as fractional Director of Performance Marketing for Mixtiles — scaling Meta/Instagram spend to $15M (250%+ YoY) through iterative creative testing and audience strategy. Launched a lifecycle program that drove 40% YoY improvement in repeat purchase rate.

$15M Meta spend scaled at Mixtiles 250%+ YoY ad growth +40% repeat purchase rate
Brooklinen
Apr 2017 – Jun 2018
Director of Marketing

Owned $25M+ in annual customer acquisition across paid digital and offline channels for one of DTC's fastest-growing brands. Designed, launched, and scaled a $10M+ offline channel portfolio including direct mail, national OOH, and podcast/radio endorsements. Developed retention and CLV strategy via email and on-site personalization.

$25M+ acquisition budget $80M revenue target (2018) $10M+ offline channel portfolio
Blue Apron
Apr 2014 – Apr 2017
Director, Customer Acquisition

Built Blue Apron's paid growth practice from zero — scaling weekly acquisition volume 300% in year one (5K to 15K/week). Managed a $250M annual media budget and 6-person team across national TV, digital, social, search, podcast, OOH, and direct mail. Built multi-touch and survey-based attribution frameworks that drove 210% YoY acquisition volume growth in 2017.

$250M annual media budget 300% acquisition growth, year 1 210% YoY volume growth (2017) Built from zero
Fab.com & Tough Mudder
2012 – 2014
Marketing Manager / Digital Media Manager

Managed paid acquisition programs across display, social, and mobile for two high-growth consumer brands. At Tough Mudder, drove 53% YoY participant volume growth while decreasing CPA 13% YoY on a $9M+ annual media budget.

53% YoY participant growth –13% CPA YoY $9M+ annual budget

Featured Work

Some things I've made.

A sample of work from my time at Square — web strategy, content programs, sales enablement, and live webinars. All of it built around a clear audience, a specific job-to-be-done, and a measurable outcome.

Web Strategy Square
Services & Beauty Public Web Rebuild

The first truly segment-specific web experience for Square's Services and Beauty audiences — moving away from generic product pages toward ICP-specific value hierarchies. I defined the messaging architecture, sourced content from real sellers, and partnered with Creative and Web Strategy to ship across 6 sub-pages (Services, Beauty, Auto, Contractors, Recreation, and more). Launched Q2/Q3 2025.

View squareup.com/us/en/services →
Content Marketing Square
Future of Beauty 2025 Report & Webinar

A full-funnel content marketing program I led end-to-end for Square's Beauty vertical. Built the report with Insights, Content, and UXR teams; launched it on a lead gen landing page with paid and organic promotion; then hosted a live webinar presenting the findings with two real Square sellers. Leads were scored on intake and routed to lifecycle flows or BDRs based on prospect size.

View report + watch webinar →
Webinar Square
"Get Paid Fast, Look Professional" Services Webinar

Hosted and produced this live session for Square's Services audience alongside a colleague from the Banking team. Built the presentation, wrote the script, and ran the session live — using it as a platform to cross-sell Square Banking's value props (instant deposits, micro loans, business credit cards). Post-event registrants were segmented and routed into tailored lifecycle sequences.

Watch recording →

Consulting & Advisory

Let's work on something together.

I periodically take on consulting and advisory engagements with early-to-mid-stage startups — particularly in fintech, SMB SaaS, and ecommerce. If your company is trying to grow more profitably, I'd love to talk.

01
Go-to-Market Strategy

Positioning, messaging, and launch strategy for new products, new audiences, or new market segments. Built on real segmentation and customer insight — not guesswork.

02
Growth & Lifecycle

Architecting the full customer journey from acquisition through activation and retention. Specializing in lifecycle programs that connect early behavior signals to long-term revenue outcomes.

03
Paid Acquisition Audit & Strategy

Deep-dive reviews of paid channel performance — with a focus on attribution quality, creative strategy, and unit economics. Strong experience in Meta, Google, and offline channel mix.

04
Product-Led Growth

Identifying onboarding leverage points and in-product growth loops that reduce reliance on paid acquisition. Bridging PMM, product, and data science to build more self-sustaining growth.

Have a growth challenge worth thinking through together?

Let's Talk

Beyond Work

The rest of the picture.

Marketing is what I do for work. Some of the most interesting parts of how I think come from outside the office.

Contact

Say hello.

Whether you're a potential employer, thinking about a consulting or advisory engagement, or just want to connect — my inbox is always open.

Location
Red Bank, NJ — NYC Metro Area
Open to
Full-time roles (remote or hybrid NYC)  ·  Consulting & advisory  ·  Speaking engagements