Go-to-Market Strategy & Execution
Scale revenue.
Not headcount.
I help B2B SaaS companies build and fix go-to-market engines that generate real revenue — not just activity. 15+ years of experience. Four acquisitions. One IPO.
Companies I've helped grow
Sound familiar?
Problems I Solve
Weak Messaging & Positioning
You sound like every other vendor. Buyers can't articulate why you're different — because your team can't either.
Outdated Tech Stack
Legacy tools. Disconnected data. Manual processes that should have been automated years ago.
Budget Inefficiency
You're spending across 15 channels but only 3 matter. You just don't know which 3.
Poor Source Attribution
You can't tell which channels actually drive revenue. Every budget conversation becomes a political battle.
Sales & Marketing Misalignment
Marketing blames sales for not following up. Sales blames marketing for bad leads. Everyone is running their own plays.
Pipeline Stagnation
The same playbooks that worked two years ago aren't generating new opportunities. Your pipeline has plateaued.
What I bring
Solutions I Provide
Cohesive Messaging
One story, every touchpoint. Messaging frameworks that make buyers understand your value instantly and differentiate you from the noise.
AI-Powered Applications
Purpose-built AI tools that solve your specific GTM problems — not off-the-shelf software, but custom solutions for your use case.
Market Sizing & Segmentation
Rigorous TAM/SAM/SOM analysis. Focus budget on the segments that convert and stop wasting spend on the ones that won't.
Data Visualizations & Insights
Dashboards and analytics that turn chaos into clarity. See what's working, what's not, and where to double down.
Cross-Functional Alignment
Sales, marketing, and product speaking the same language, sharing the same data, and working toward the same revenue goals.
Pipeline Generation & Acceleration
End-to-end demand generation strategy — new channels, repeatable programs, and deal acceleration that moves pipeline from stalled to closed.
The approach
How I Work
Understand
Audit your current GTM motion — market, customers, channels, team structure, and competitive landscape. Identify what's working, what's broken, and what's missing entirely.
Prioritize
Not everything needs fixing at once. Rank opportunities by impact, effort, and speed-to-revenue. Pick the high-leverage moves that unlock the most value fastest.
Execute
Build and ship — messaging, campaigns, tools, processes. No 90-day strategy decks. Real work that hits the market and starts generating signal immediately.
Optimize
Measure what matters. Double down on what converts. Kill what doesn't. Continuously tighten the loop between spend, pipeline, and revenue.
What others say
Don't Take My Word For It
"What amazed me most about Stephen was his innate ability to always make the right decisions for the business. His decisions were always focused on producing the highest quality of leads even when it meant sacrificing his own goals. He scaled lead generation by over 500% and established a powerful marketing lead generation machine. Stephen is not the loudest person in the room but will make the most impact. Trust in his instincts, they won't disappoint."
Ryan Dillon
Head of Business Development, Thought Industries
"He single-handedly brought our lead process and tracking up to date with current systems and approaches. He is smart, committed, persistent and metric-oriented. If you are looking to automate lead management, engage & nurture online users, and implement new technologies, Stephen is your guy."
Theresa Delfino
CMO, Aras Corp
"When it comes to getting the job done — no matter how high the hurdle — Stephen is the person to turn to. He has not only helped drive real results for our largest territory, but has also become a well-respected and trusted partner to Sales. Stephen is creative, drives measurable results, and can diplomatically meet the needs of the most demanding salespeople. And that's a rare find."
Michael Martin
Director of Growth Marketing, Eloqua
"When he came on board we were in desperate need for someone to run the Marketing team and he came in and made an impact from day one. He not only coordinated all key marketing functions professionally, but most importantly communicated and collaborated with our sales department. He developed a lead development program that supplied our team with much needed high quality MQLs. As demands increased he always hit his number."
Nick Pederson
Sales, Thought Industries
Experience
Checkit
London, UKHead of Marketing
Feb 2024 — Present- Recruited to run global marketing for a UK publicly traded company.
- Repositioned products from compliance tools to predictive operations, leveraging AI-driven insights for enterprise clients.
- Generated $5M+ new pipeline in 6 months campaigning in the senior living sector.
Krezzo
Palm Harbor, FLFounder & CEO
Jan 2021 — Jan 2024- Founded SaaS company focused on OKRs and operational performance, later pivoting to AI-powered voice-to-text automation.
- Raised $500K+ from 12 investors; built multiple products and prototypes.
- Closed 12 customer deals, generating $77K ARR with multiple renewals.
Form.com
Braintree, MAVP of Marketing
Nov 2018 — Dec 2020- Promoted to VP within 90 days after joining as Director of Demand Generation.
- Managed $2.5M marketing budget and 20+ team across global marketing and BDRs.
- Member of Executive Leadership Team; company acquired by Diversis Capital.
Thought Industries
Boston, MADirector of Marketing
Nov 2015 — Jul 2018- First marketing hire; scaled company from 15 to 50 employees and $9M ARR without venture funding.
- Built inbound engine: increased leads from <20 to 500+/month; inbound contributed 80% of revenue.
- Recognized with 'Ownership Award' by founders; company acquired by Luminate Capital.
Aras Corp
Andover, MAMarketing Programs Manager
Dec 2013 — Oct 2015- Oversaw demand generation, analytics, and sales/marketing operations for North America.
- Implemented marketing automation and segmentation strategies to improve engagement.
- Increased pipeline from $60M to $156M within 20 months; company acquired by GI Partners.
Eloqua
Cambridge, MAField Marketing Manager
Mar 2012 — Nov 2013- Supported enterprise sales through events, campaigns, and marketing automation.
- Created multi-touch campaigns, outbound prospecting templates, and content-driven programs.
- Pipeline driver; involved in IPO and subsequent Oracle acquisition.
Education
MBA, International Business
Liberty University · 2010–2012
B.A., Communications
Eastern Nazarene College · 2004–2008
By the numbers
Results
15+
Years in B2B SaaS
4
Acquisitions & exits
$1B+
Pipeline generated
25x
Lead gen growth
$5M+
Pipeline in 6 months
$2.5M
Budget managed
80%
Revenue from inbound
$500K+
Raised as founder
You're probably wondering
FAQ
Are you comfortable working for CEOs? +
Yes.
How do you make decisions? +
Combination of data-based analysis and my internal spidey sense.
What is your weakness? +
Answering boring interview questions.
Why do you like marketing? +
Because I don't want to carry a quota.
Do you use AI? +
Yes. The site you're looking at — I built it in about 17 minutes with AI.
What's your superpower? +
I'm not the loudest person in the room, but I'll make the most impact. Just ask Ryan Dillon.
Ready to scale your GTM engine?
Book a strategy call to discuss your pipeline, positioning, and path to revenue growth.
Schedule MeetingAbout Stephen
With 15+ years in B2B tech and SaaS, I've led marketing through multiple growth stages — from first marketing hire to managing global teams and multi-million dollar budgets. I've been part of four acquisitions and an IPO, and I'm an early adopter of AI tools for business. Currently leading global marketing at Checkit from Palm Harbor, Florida.
