Positioning and messaging for B2B SaaS

Make your B2B SaaS messaging the easiest yes for your busiest customer.

Your busiest customer doesn't have time to figure out why you matter. I do the buyer research, rebuild your positioning, and rewrite the emails that run on it. The easiest yes shows up in the same words across every surface.

Ben Watkins, B2B SaaS positioning consultant
56%
Open rate on cold outreach

"Ben is so good at what he does that he is the first and only cold outreach I have ever responded to over the course of my 20 year career. He absolutely overdelivered. His campaign drove multiple first meetings, a lunch and learn, and pipeline activity. 10/10 would recommend."

Britt Prim · Chief Commercial Officer, Karis Health
Trusted by teams at
Tomorrow Health, B2B SaaS positioning client Sycle, B2B SaaS positioning client Bristle, B2B SaaS positioning client Meru Health OnMed, B2B SaaS positioning client Parallel, B2B SaaS positioning client Telemedic Laguna Health, B2B SaaS positioning client Focus Health Solutions, B2B SaaS positioning client PromptlyCheckin, B2B SaaS positioning client Anya Health, B2B SaaS positioning client Validic, B2B SaaS positioning client Ayin Health Kaiser Permanente Dignity Health SmartCue SingleComm Swyft Penelope Opsera
The problem

Three places B2B messaging breaks. And the sales cycle pays for it.

Real quotes from B2B SaaS leaders I've talked to. Each one is a symptom of the same thing. Messaging that doesn't match the product. A sales cycle that keeps stretching.

The credibility gap

"The first thing people do after our calls is look at our website. And it doesn't match what we just told them."

Your sales team is closing deals despite the website, not because of it. Every prospect who checks your homepage after a call sees messaging that undersells what you actually do. That gap costs you deals you never hear about.

The founder bottleneck

"I don't know what our positioning is, and I'm the founder of the company."

You close deals because you can explain the product better than anyone. That doesn't scale past the first few hires. The positioning needs to live outside your head. So your sales team, your website, and your outbound all tell the same story.

The comparison trap

"We keep getting compared to tools that aren't even in our category."

Your buyers compare you to the wrong competitors because the messaging hasn't picked a lane. When a platform with real differentiation gets compared to a commodity competitor, the problem isn't the product. It's the story.

The system

Three parts. One messaging system.

Every engagement follows the same architecture. The scope adjusts. The system doesn't.

Differentiated Positioning

What your product is. Who it's for. Why it's the right choice over every alternative. Including the "do nothing" option that sinks most B2B deals.

Buyer Intelligence

How your buyers actually think, talk, and decide. Pulled from your sales transcripts, G2 reviews, Reddit, and committee interviews. Not templates.

Messaging Architecture

The messages you lead with, in your buyers' language, organized by where they sit in the buying committee. From the Epic admin to the CFO.

Results

What happens when the positioning matches the vision

Three hours with your product team and sales team. A positioning deck your whole company can use. Homepage messaging that actually matches what you sell. Browse the full positioning case studies.

From clients

What they say after the engagement

"Ben is so good at what he does that he is the first and only cold outreach I have ever responded to over the course of my 20 year career. He absolutely overdelivered on what I was expecting. His campaign drove multiple first meetings, a lunch and learn, and pipeline activity. 10/10 would recommend."

Britt Prim
Chief Commercial Officer, Karis Health

"Ben has changed the game for our demand gen emails. He quickly learned our industry, our customers and prospects, and our needs. He delivers emails with a strong CTA which has led to higher clicks, opens, and deals."

Sycle
Audiology Practice Management

"We were challenged with condensing a very complex pitch into a short, distilled summary pitch deck. Ben was responsive, creative, and collaborative in helping us shape the right message."

Shivani Stadvec
VP of Marketing, Tomorrow Health

"I really enjoyed working with Ben to help us write our new website copy as we repositioned our brand and product offering. Ben brings all the good vibes and positive energy to conversations and isn't afraid to ask questions to really understand what he is writing about!"

Anya Health
Brand Repositioning

"Every piece had a clear strategy behind it. You weren't just creating content, you were creating it with purpose. Your writing always felt fresh and creative, never cookie cutter, and you helped us stand out while still staying true to our brand."

Valerie Ray
Marketing Director, Focus Health Solutions

"Ben has a natural talent for storytelling and an incredible ability to take our ideas, sometimes half formed or overly technical, and turn them into compelling, clear narratives that resonate with both our prospects and clients."

PromptlyCheckin
B2B SaaS Platform

"Couldn't recommend working with Ben more. He was a patient and clear guide to supporting Altitude at a critical inflection point in our commercial growth. The team loved working with him!"

Prabhjot Singh, MD PhD
CEO, Altitude

"You were so very responsive and willing to dive into a complex environment. Your insight and fresh set of eyes allowed us to move forward further and faster."

Ruth Krystopolski
President, Ayin Health Solutions

"Benjamin Watkins offered feedback that helped me with my startup website. His advice on emphasizing our unique selling proposition and strategic call-to-action placement significantly clarified and enhanced our site's appeal. His focus on specificity and measurable impact set our offerings apart."

Nour Lababidi
Founder, B2B SaaS Startup

"Ben is awesome! He turns around awesome copy."

Robin Singhvi
Founder, SmartCue

"Ben is a fantastic copywriter!"

Susmitha Vakkalanka
VP of Marketing, Opsera

"Ben helped us update our marketing website copy and his suggestions and feedback were nothing short of exceptional. I enjoyed our weekly syncs and appreciate the thoughtfulness he gave to help us convey our message better to potential customers."

Brandon Fearing
CXO

"Working with Ben elevated our brand's messaging, thanks to his narrative crafting and understanding of our goals. The collaboration was seamless and impactful. We wholeheartedly recommend Ben and This is Copy to anyone looking to enhance their messaging; their work truly speaks for itself."

Danny Grannick
Co-Founder, Bristle Health

"Ben stands out because he is someone who truly cares about his craft. He eats, sleeps, and breathes copywriting, and it shows in the final product. I would highly recommend anyone looking for a copywriter to work with!"

Will Wallace
CEO, WebRun Labs

"Ben is an amazing copywriter who seeks to understand the larger scope of the project and where you're trying to head before setting out to work on the language."

Olga Batygin
Founder, Lucinetic

"Ben's copywriting was beyond optimal for us."

Alejandra Perolio
CMO, Moxie Micromobility

"Ben Watkins is an incredible copywriter who understands the art of persuasion. He helped us with CRO and all things copywriting, offering suggestions and improvements that made a huge difference. He does an incredible job."

Rob Schmidt
Partner, Outliant

"Ben creates a copywriting framework that works. Very easy and professional to work with him!"

Matt Minkus
Founder, MyPostGlow

"I really enjoyed working with Ben on a 2 week sprint to help us write our new website copy as we repositioned our brand and product offering. Ben brings all the good vibes and positive energy to conversations and isn't afraid to ask questions to really understand what he is writing about!"

Harriet Shuttleworth
Marketing Lead, Anya

"Ben's advice on emphasizing our unique selling proposition and strategic call to action placement significantly clarified and enhanced our site's appeal. His focus on specificity and measurable impact set our offerings apart. His insights are highly recommended for anyone aiming to refine their web presence."

Nour Lababidi
Founder, TeleMedicX

"Benjamin took a fresh look at key web pages and gave us actionable tips on how to streamline the messaging and layout, to highlight the major points and remove the minor ones. Also gave great insight, beyond scope of writing, about page layout and moving visitors toward conversions. A great session!"

Ken Crowell
Marketing, EmployTest

"Ben knows exactly the kind of copywriting you need to see results."

Caleb Wait
Associate Producer, Core Christianity

"Ben is a brilliant copywriter who's mastered his craft."

Brad Codd
Senior Marketing Strategist

"Ben has top-notch copywriting."

Anthony Gaenzle
CEO, Gaenzle Marketing
The process

Your time: 3 hours. My time: 20+.

Agencies run 12 workshops and call it rigor. I front-load the research so your team spends less time in meetings and more time with answers. Every engagement follows this process.

Every engagement follows this process
Your time (live session)
My time (async research)
1
Pre Work
My time · 8+ hours
Sales transcript analysis
Competitor teardowns
G2 and review mining
Category mapping
Buyer language extraction
2
Strategy Workshop
Your time · 60-90 min
Present research findings
Positioning options ranked
Your team picks direction
Align on category and buyer
Lock the positioning decision
3
Build & Wireframe
My time · 10+ hours
Internal positioning deck
Color-coded homepage copy
Outbound email drafts
Value prop hierarchy
Every line annotated with why
4
Review & Refine
Your time · 60-90 min
Walk through every section
Refine messaging live
Final positioning deck
Handoff to your designer
Your whole team can pitch it
What you walk away with
📑

Internal Positioning Deck

The exact language to describe what your product is, who it's for, the problem it solves, and why you win. Not 50 slides. Six. Everyone on the team references the same story.

Included in every engagement
🎨

Color Coded Homepage Copy

Every section of your homepage is color coded so you can see why each line is there: problem framing, differentiator, value prop, proof point, CTA. Your designer implements it without guessing. See before and after examples.

Included in every engagement
📧

Outbound Email Campaign

3 to 4 emails built from the positioning, not from a template. Written in your buyer's language, targeted to their stage of awareness, with subject lines tested against the patterns that get opened. Read how this drove 56% open rates for Karis Health.

Included in every engagement
The iceberg
What I'm doing when you're not in the room
Sales Transcript Analysis

I read every call recording and pull the exact language your buyers use to describe the problem. Not what your team thinks they say. What they actually say.

Competitor Teardowns

I map every competitor's positioning: their H1, their value props, their pricing page language. I find the gap nobody else is occupying.

Review & Community Mining

G2 reviews, Reddit threads, LinkedIn comments, KLAS ratings. I find the exact phrases your buyers use when nobody from your company is listening.

Category Mapping

I identify which positioning play gives you the best chance: head to head, big fish small pond, new game, or repositioning the competition.

Buyer Journey Mapping

I trace how your buyer goes from unaware to evaluation. The messaging angle changes at every stage. Most homepages write for one stage and miss the rest.

Industry Context Layer

Epic vs. Cerner dynamics, payer vs. provider language, regulatory framing, buying committee structures. The stuff generic agencies spend your retainer learning.

Questions

So you've got questions.

What makes you different from a marketing agency?

Agencies hand your project to a junior team after the pitch. I do the work myself. Every call, every transcript review, every line of messaging. I've spent a decade in B2B SaaS. I already know your buyers, your competitors, and the category language that matters. You're not paying for a team to learn your industry on your dime. More about my background.

Why B2B SaaS specifically?

Because B2B SaaS companies have the sharpest version of the positioning problem. You built something genuinely different, but your homepage sounds like every competitor. I've done 150 before/after teardowns (mostly in healthcare tech, where I started). The methodology works the same way across fintech, dev tools, cybersecurity, HR tech, and every other B2B category. I follow a proven positioning and messaging process that has worked for hundreds of B2B brands.

We're early stage. Are we ready for this?

If you have paying customers and you're actively talking to new prospects, you're ready. You need enough sales conversations for me to pull signal from. If you're still figuring out who your buyer is, it might be too early. I'll tell you on the first call.

Can't I just use AI to do the positioning myself?

You could feed a positioning book into Claude and get a generic output. But positioning isn't a template exercise. It's knowing which sales call transcript to pay attention to, which competitor comparison is actually costing you deals, and which category frame gives your buyers a reason to choose you over the status quo. AI helps me work faster. It doesn't replace the judgment that comes from doing this hundreds of times in B2B SaaS. See the difference in the before and after positioning reviews.

How do I sell this internally?

Tell them this: three hours with the product and sales team, and you get a positioning deck the whole company can reference plus homepage messaging that matches what you actually sell. The ROI math is simple. If clearer positioning closes even one more enterprise deal a year, the engagement pays for itself many times over.

How does pricing work?

Engagements start at $10,000 and scale from there based on scope. The starting point for most teams is a positioning diagnostic. Larger engagements build out messaging architecture across homepage, outbound, and sales. I'll send a proposal after the first call once I understand the problem, the stakes, and what you need delivered. If the fit is wrong, I'll tell you on the call and point you to someone who's a better match.

Do you do the design too?

My strength is the messaging and the psychology of how buyers move down the page. If you have a designer, I work with them. If you don't, I have contractors I partner with. Either way, you get messaging that's color coded and structured so any designer can implement it.

Your buyers check your website after every call.

Make sure what they find matches what you just told them.

Schedule a call