Benjamin Watkins

Watkins Agency

Watkins Agency is a positioning and messaging consultancy for B2B healthcare brands.

We've worked with Tomorrow Health, Focus Solutions, Sycle, Validic, Laguna, SingleComm, Penelope, Anya Health, Ayin Health, SmartCue, DexCare, and Parallel.

Founder of Watkins Agency

This Is Copy

This Is Copy is a resource to help copywriters and marketers in healthcare.

From workshops to content, we show founders, copywriters, and marketers how to speed up sales cycles, reframe sales emails, and create persuasive messaging.

Founder of This Is Copy

La Vie Ben Rose

Every week, I share copywriting examples and columns in B2B healthcare and SaaS.

I share email and landing page messaging techniques. I also look at data-driven strategies that help brands capture the voice of the customer to improve conversions and shorten sales cycles.

I've had the privilege of working with brands like BristleHealth, Tomorrow Health, Telemedicx, Sycle, Penelope Retirement, EverTransit, Anya Health, Laguna Health, Lucinetic, SingleComm, Parallel Learning, SmartCue, and more.

Founder

I teach creators, brands, copywriters, and marketers all about copywriting, writing, and creativity through cohorts, workshops, and courses.

I also like to write about what I'm learning until my brain needs more coffee.

Writer

California State University, Monterey Bay

Guest speaker at CSU Monterey. I help students and entrepreneurs with copywriting, marketing, and communications strategy.

Guest Speaker

RXMG

As Content Coordinator, I am responsible for writing and developing high-quality copy (clear, concise, and grammatically correct) for digital marketing campaigns and internal sites across all verticals; monitor effectiveness of marketing campaigns and align content creation with audience engagement trends; to coordinate between internal departments/teams and external advertisers and affiliates to ensure all content requirements are being met and relaying performance and; to develop and maintain systems and processes for managing copy and measuring performance. 

Other responsibilities include understanding the different language styles that appeal to various audiences/industries; being highly creative and curious about client's products, services, and industries; editing copy for message clarity, flow, consistency, grammar, brand voice, and tone; the ability to work autonomously on content assignments, often with tight deadlines and; regularly communicate with internal and external parties and maintain a high level of relationship management and confidentiality.

Email Coordinator and Lead Copywriter

NORCAL Ambulance

BLS emergency medical technician for hospitals and skilled nursing facilities.

Emergency Medical Technician

Ripon Unified School District

8th grade self-contained class. Teacher of History, Science, English, and Math.

Teacher

Copywriter for health & SaaS companies. B2B landing pages, emails, and social ads for fast-growing health tech and SaaS companies. Dad of five adventurous kids (send coffee)

Watkins Agency is a consulting firm that helps B2B healthcare & tech companies with positioning and messaging.

We get your customers to say, "This is a no-brainer," so they buy faster and understand everything you do.

And we do that by clarifying your positioning, sharpening your messaging, and writing compelling, voice of customer snazzy copy.

Loved by Tomorrow Health, Bristle Health, Focus Health, Sycle, Validic, and DexCare.

We've also:

→  I've helped SmartCue rank no. 1 on ProductHunt
→  I've worked with Bristle Health to align positioning and messaging
→  Helped Tomorrow Health get clear on positioning and messaging to elevate their sales deck
→ Developed Sycle's messaging around lifecycle emails

"Ben is a fantastic copywriter. He understood our business and what we were looking for. He delivered copywriting that gave Opsera a voice that stood out to customers. Ben is a copywriter I highly recommend if you want results."

- Susmitha Vakkalanka, VP of Marketing of Opsera 

"Ben is awesome, folks! Not only did he turn around awesome copy but he went out of his way to help us get things right before launch! Hire Ben! 💯"

- Robin Singhvi, Founder of SmartCue

ThisIsCopy is a collection of the best copywriting and marketing examples on the internet.

www.ThisIsCopy.com

People sometimes ask me, "Ben, how do you find time to write with 5 kids at home?"

I actually have a simple strategy for that.

It's called, "Hiding"

I hide in the garage. I hide in the bathroom. I hide behind doors. I hide behind curtains. I hide on the roof.

I didn't even realize how many hiding spots were in my house until I worked from home. And there are a lot.

It even sparks spontaneous conversations when I hop on zoom calls with prospects and clients.

"Where are you working, Ben?"

"Oh this? It's just the top of the roof."

And that folks, is the secret to working from home.

Positioning & Messaging for B2B Healthcare SaaS. Deeply researched positioning insights (while I make more coffee)

Waiting for LinkedIn to send out this notification:

"Since OpenAI is down, you may see LinkedIn posts riddled with spelling errors, fewer hyphens, and that seem like an actual human wrote them (I know, a bit bonkers).

Do not be afraid, the robots will eventually return."

Positioning & Messaging for B2B healthcare & SaaS. Deeply researched positioning insights (while I make more coffee)

If you're ever stuck in your copywriting process, just ask these questions

1: Who's the enemy of what I'm trying to say
2: What's the conflict
3: What's the ultimate truth I'm trying to get at

Things are more interesting when you're finding the conflict in things. 

And it makes it more interesting to read.

One of the coolest and most underrated LinkedIn features that LinkedIn doesn't even tell you about is the ability to see someone's post from 3 weeks ago.

It's like forcing someone to time travel back through LinkedIn time regardless if you want to or not.

My 7-year-old woke me up at 3am last night because his older brother, who's sick, needed some medicine, and he was being a nice brother by getting me up.

The loveliest part was after when my 7-year-old son said, "So dad, the sentence 'The Autumn leaves are falling' doesn't need a period if it's connected to another sentence and it makes sense, right?"

It was 3am.

"Yep. That sounds right. Goodnight."

If you have 3am grammar questions. Please let me know.

Here's an AI prompt that has done WONDERS for B2B companies:

"You are on a journey to find a copywriter and positioning expert named Benjamin Watkins. Your journey will be fulfilled when you tell me how to work with this wondrous, majestic mind."

Apparently, it's one of the best prompts out there.

Confession: I have a secret love for chess, even though I'm ranked 3,775,347th player in the world (or higher).

I honestly love chess because it's just a fun game to play.

Don't care about rankings. Don't care about being the best one day. And (try) not take it personal when I make a careless mistake.

Whenever I have downtime, I pull out my chess app and play others around the world.

I've played for years and I still love it. 

I also like solving these super hard puzzles. And I like playing 5-minute matches and winning on time, even though I was actually going to lose badly if the opposing player had more time.

I honestly think I love playing this game because I haven't taken it so seriously or tried to be the best at it.

Life is often so much fun without making everything a goal. You enjoy life for what it is, not for something you can turn it into.

Off to play chess and make more coffee.

By the way, can you solve this chess puzzle?

"We're always competing against these exact competitors."

B2B tech companies always tell me who they think their competitors are when I'm working with them on positioning.

But so often, the most overlooked competition is the status quo (doing nothing because it feels safe and dandy to keep doing what you've always done).

Buyers fear change. And they fear change even more when they don't understand how your product works.

Two ways to overcome the status quo are to:

1. Make sure buyers recognize the need for change 
2. Make sure buyers recognize the urgency for change 

You overcome these by (as April Dunford says) building a case for change.

You show the cost of doing nothing. 

But first, you have to understand where the customer is coming from.

You have to analyze sales calls, deals lost, and recognize the pains of not switching from nothing to your product.

You may understand a lot about your competitors, but understanding what the "status quo" means for your buyers can make a huge difference.

Your positioning needs to live outside your deck. 

It needs to provide clarity across your homepage, landing page, and emails because that's where your audience sees it and feels it and takes action from it.

Your positioning only comes to life if it shows across your messaging.

Here's an underrated exercise to improve your B2B positioning.

(calling it whack-an-attribute)

Get every team from marketing to sales to customer success to write down the most important feature.

Then get every team member to write down what they think the customer values the most from that specific feature.

THEN debate and challenge! Get your team all on a call or in the same room to discuss why they think those features and value are most important.

And then have the facilitator asks: “Whose value argument is best supported by actual customer evidence?” 

Now you're getting into elimination mode.

Teams can vote or challenge any assumptions that aren’t in customer interviews, win/loss notes, or case studies to make it even more wildly interesting.

At the end, you have a document that shares "What We Used to Believe vs. What the Customer Actually Cares About."

Make it a quarterly exercise that gets everyone involved and watch the magic happen.

P.S. I also had Perplexity make me an image that I described as B2B, but Calvin and Hobbes style humor around this positioning exercise. What do we think of it?

Positioning & Messaging for B2B healthcare & SaaS. Always making more coffee ☕️

Is positioning in B2B healthcare actually harder?

In some instances, yes, because you're often dealing with more risk, more decision makers, and you're always challenging the status quo.

So you're creating alighment across teams in a sales deck and across your emails and landing pages.

The challenge is two fold:

First, you have to first get super clear on your positioning.

1. Map out the reason why customers choose you
2. Know your differentiated value
3. What jobs to be done are you solving
4. What are the unique (provable) attributes you are winning in the market
5. Identify your champion who care the most about your specific value 

Then you have to get your positioning something to stand on with your messaging.

1. You've built a clear differentiated story
2. You've mapped out attributes your customers care most about
3. You've clearly identified your champion that you can call out in your messaging
4. You know what problem you're solving (and the use case you can say in your messaging)
5. Choose the category that reiterates the voice of the customer and what they believe

In B2B healthcare, the solutions have to be more obvious because there are more decision makers and they need 

Whenever I work with healthcare teams, we go through this process and we uncover these central questions:

1: Who are we the best for?
2. Why would they switch?

Of course, there are a lot of reasons you want to find out around these. But the point is to find multilple directions.

P.S. Here's a before/after that shows what happens when you know who you're best for and why they'd switch

I don't usually give a shoutout to startups, but gotta hand it to Maggi Heneghan and Sumly.

Beyond being super kind, helpful, and knowing everything about taxes (the season I hate most), they have an app that's insanely good for solopreneurs like myself.

Been using their app for all things business and it's been amazing (no affiliation or anything). Better than QB. Better than anything I've tried.

They keep doing awesome work. And everyone should try them (if you're a solopreneur that is).

I’m convinced that nothing beats North Carolina in November

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Superlatives don't belong in your copy.

Across all of the landing pages and emails I've written, I've learned that it really creates three kinds of problems:

1. It's not voice of customer
2. If a customer said something of the sorts, it's usually taken out of context
3. Superlatives are a shortcut to writing lazy copy because you want your product to sound amazing

A simple fix is to replace all of your superlatives with specifics.

You can actually work backwards like this.

1. Give your headline a superlative
2. Ask your product, sales, and marketing team why they think it's the greatest
3. Compare it with why customers say the product is so good or what it helps them achieve

You have to systematically break down why your product is so great.

Because hype does not equal persuasion.

In my experience, there's always a disconnect between telling someone how great your product is vs. showing them

Your team wants to hype up the product. Your team wants to impress by throwing in superlatives (and it actually causes skepticism)

Your product doesn't sell more on the hype you give it.

Your product will sell more based on the hype your customers give it.

Here’s a pattern I see in nearly every B2B company:

You ask customers what they love. And they tell you.

You find it insightful. It’s emotional gold.

Then someone says,

“Yeah, but that’s not really our core narrative.” Translation: The story doesn’t match the one we already told ourselves.

This is the down low: If the story in your deck and the story in your customer's heads don’t align, you’re not leading the market. 

Great positioning starts with observation, not invention.

You’re not creating the story out of thin air. You’re clarifying the one that’s already working in the market.

You're listening so deeply that your next headline feels like something they said first.

That’s when positioning stops feeling like marketing.

Here's a super tactical, strategic, and mind-blowing way to improve your B2B positioning and copywriting in 2026.

- Hire Ben Watkins
- Hire Ben Watkins
- Hire Ben Watkins

B2B healthcare emails are still wildly underused (and undervalued).

Most B2B emails in general are webinars, updates, or "see you at the next conference" emails.

There's a real lack of emails that drive storytelling, take readers from unaware to problem aware, segment, or even highlight a real and relevant problem.

A core positioning narrative fixes a lot of this (if you can take it from your deck to your emails).

That means your nurture emails know how to frame a problem. Your outbound emails have a strong POV. Your product emails read like real value differentiators. 

Sure, you can still write emails without the perfect pitch deck or even without a pitch deck at all. 

But everything falls into place when you have a strong narrative to guide the copy across your emails for your marketing and sales teams.

Your emails aren't a checkbox on your calendar.

They should feel like they are actually checking off your core ICP's "we need that" checkbox.

My hobbies for December. 

Also my hobbies from January through November.

Why do so many B2B landing page hero sections fall short?

Because there's no clear differentiation (and a lack of empathy).

When your positioning story is told through the lens of your segment and how you're different, the messaging falls into place.

Then you tighten that messaging by getting more specific and pulling in empathy.

Landing page hero sections should get the reader to stop because they realize it's for them and what you can do for them.

Jessica Walrack

Jessica Walrack Copy and Content

I am a professional freelance finance writer and journalist with 11+ years of experience writing and have a background in retail and B2B sales. I specialize in SEO-optimized personal finance articles and write for some of the leading media sites in the U.S. including CNN Underscored, U.S. News and World, Fox Money, and CBS News Moneywatch. 

I am very experienced with all parts of the content development process from SEO research to publishing. I love jumping onto teams and working with editors to create awesome content that drives results.

I am currently only providing freelance writing services for blogs and articles in the finance niche.

Check out my work and the results I drive on my website: https://jessicawalrack.com/

Want to chat about an upcoming project? Send me a DM!

Freelance Finance Writer and Journalist

CBS MoneyWatch

CBS MoneyWatch, a division of CBS News and a property of Paramount Global, is a personal finance website that provides advice on retirement, investing, money, work, and real estate. I provide them with blogs on various personal finance topics.

Freelance Personal Finance Writer

U.S. News & World Report

I’ll be contributing stories on a freelance basis to the money column.

Freelance Contributor

USA TODAY

I review personal finance articles and add insights to them.

Advisory Board Member

Investopedia

Investopedia has been helping readers through its financial news; original studies, research, data analysis; and best-in-class educational content for 21 years. I'm happy to be one of 840 contributors helping more than 44 million monthly readers find answers to empower them to take control and improve their financial lives.

Contributing Personal Finance Writer

All Things Freelance Writing

We are on a mission to create a lively, fun, and empowering freelance writing community that helps solopreneurs build thriving writing businesses they truly enjoy.

We envision a future community of millions of freelance writers helping one another run successful businesses they enjoy that also set them free to achieve other ambitions in life.

Find us on LinkedIn, Instagram, our Blog, our Shop, our FB group, and our podcast!

Performex Media Inc.

Performex Media is a creative content marketing agency that provides stunning media and engaging written content to drive results for our clients. I run all aspects of the written content side of the agency.

Co-Founder and COO

Forbes

Freelance Writer

Money

I write SEO-optimized personal finance content for the company which are published in newspapers across the U.S.

Personal finance freelance writer

The Balance

The Balance is among the top-10 largest finance properties as measured by comScore, a leading Internet measurement company, and helps over 100 million readers each year. We share in our mission to make personal finance easy to understand so it was a perfect place for me to jump on board and regularly contribute high-quality, search-optimized articles.

Personal Finance Writer

Freelance Finance Writer and Journalist 👩🏻‍💻🧲 | Business and Personal Finance Blogs | On-page SEO is my second language | U.S. News and World, Investopedia, & More | Founder of All Things Freelance Writing

Hi! I’m Jessica, a full-time freelance finance writer and marketing strategist with 10+ years of experience.

If you're looking for blogs, stories, or long-form content on finance-related topics, let's chat!

I cover mortgages, loans, credit cards, investment accounts, insurance, budgeting, and more.

My promise? Great content, no headaches!

You can find my work featured on many authority sites including CBS News MoneyWatch, US News, NewsWeek, USA Today, MSN Money, The Balance, Biz2Credit, The Simple Dollar, Interest, Investopedia, Commonbond, Supermoney, Bankrate, NextAdvisor, Guardian, Personalloans, as well as on hundreds of business websites.

I’ve helped my clients to rank at the top of the SERPs while engaging their human audience to drive specific results.

You can hire me to:

1️⃣ Write content and copy. ✍️

2️⃣ Edit/revamp existing content. ✅

I often work remotely with Founders, CEOs, Agency Owners, and Creative Directors. I love partnering with tight-knit teams!

What my clients are saying...

"Jessica is one of the best writers that we have ever worked with - she is very organized, structured and has great attention to detail. I've been in finance for over two decades and am super particular about what I'm looking for in our articles and writers - she is one of the very few that I've ever worked with where NO rewrites or edits were needed. We highly recommend Jessica!" -Jennifer Lammer, CEO, Founder & Chief Chef @ Diamond NestEgg

“I worked as Jessica's editor on a number of projects at ClearVoice. She is an amazing writer! She has incredible attention to detail, especially with complex subject manner and intricate style guides/briefs. Her copy is easy-to-read, error-free, engaging, and always nails the client's intended tone. She really excelled in the personal finance niche and was always one of my go-to writers for new assignments. I am always happy to send work her way because she makes my job so easy. I hope to keep collaborating in the future!” -Kristy Snyder, Editor at Clearvoice

Want to work together? DM me to see if we're a good fit!

I’m also the founder of All Things Freelance Writing. A community that helps freelance writers build profitable businesses they enjoy. Join 6.7K+ freelance writers who get our free jobs email every Friday!
https://allthingsfreelancewriting.beehiiv.com/

Calling freelance writers! 5️⃣ 6️⃣ new calls for writers from this week are live, including:

🗞️ DUTCH (the magazine) in Canada is looking for freelance writers to write articles and features related to the Netherlands and Dutch culture in North America https://lnkd.in/gY3aGaqK

🗞️ Men’s Health in the UK is looking for pitches on the Six Nations,  supplements, as well as the magazine’s usual content https://lnkd.in/gyw5A9x4

🗞️ Globe and Mail in Canada is looking for business opinion pieces https://lnkd.in/gpQyuYfx

🐬 WWF Protecting Whales & Dolphins Initiative in Australia is looking for a writer/copyeditor for a six-month contract—AUD $40,000 https://lnkd.in/ge3vHpWG

🗞️ Esquire in the US is looking for narrative feature and personal essay pitches https://lnkd.in/gZwSdJgb

+ find 51 more potential freelance writing clients here: https://lnkd.in/gykwkrem

✏️ Happy Friday and good luck!

#AllThingsFreelanceWriting
#WritingJobs #FreelanceWriters

Freelance Finance Writer and Journalist 👩🏻‍💻🧲 | Business and Personal Finance Content | U.S. News and World, CBS MoneyWatch, & More | Founder of the ATFW Community

Calling freelance writers! It's that time again. 5️⃣ 4️⃣  new calls for writers from this week are up, including:

🗞️ MIT Technology Review is seeking pitches on nature (deadline 12/5)—$1 to $2 per word https://lnkd.in/geEtEzDK

🗞️ Late Checkout in the US is looking for pitches on food and drink stories through a cultural lens with a fun, fresh Gen-Z-approved voice—$150 for 200 words https://lnkd.in/gqbZeXPi

🗞️The Economic Hardship Project is looking for stories —$750-$1,500 https://lnkd.in/g6c_jeUi

🗞️Cycling News in the UK is looking for freelance feature writers with ideas about cycling and racing for long-form commissions https://lnkd.in/gqbQQFjX

+ find 50 more potential freelance writing clients here: https://lnkd.in/g7P4t6EC

✏️ Happy Friday and good luck!

#AllThingsFreelanceWriting 
#WritingJobs 
#FreelanceWriters

P.S. These kinds of calls go out to Early Bird members every weekday via Slack and email ➡️🐦 https://lnkd.in/eGXF9ZP9

✏ How to ask for freelance writers on LinkedIn, get great-fit applicants, and save time:

1️⃣: Share the type of freelance writer you are looking for in terms of experience, industry specialization, and writing type specialization. 

For example:
-I’m looking for B2B SaaS freelance copywriters with at least 2 years of experience.
-I’m looking for generalist freelance blog writers of all experience levels who can cover topics in various industries. 

2️⃣: Share location requirements. 🌍 
Are you open to writers worldwide, or do they need to be in a specific country, region, city, etc.?

3️⃣: Share the type of writing you need. 💻 
Describe the work you need in more detail. For example, is it long-form blogs, web copy, branding guidelines, ads, news stories, all of the above? 

Bonus points for sharing details like desired word counts and how many pieces of content you need per month.

4️⃣: Share your company. 
What company are you hiring writers for?

5️⃣: Share the requirements for the role. 
Is there a deadline to apply? Do writers need to have specific experience? Are you looking for them to start right away and be available for a certain amount of work? 

6️⃣: Share an idea of the compensation.💰 
What is the ballpark budget for the role?
If it varies, provide a range or a starting figure. 

7️⃣: How to apply 📩 
How should writers apply? Provide a contact method and what they should send you (e.g., 3 samples, a portfolio link, etc.). Application forms are ideal! DMs on the platform can be difficult/restricted and limit your responses. 

As with most things, a bit of upfront prep will save LOTS of time on the back end!

#FreelanceWriting 
#FreelanceWriters 
#Hiring

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The Battle

Benjamin Watkins

Jessica Walrack

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Performance ScoreBenjamin Watkins's LinkedIn Performance

Performance ScoreJessica Walrack's LinkedIn Performance

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taplio

The Battle

Benjamin Watkins

Jessica Walrack

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Benjamin Watkins's LinkedIn Performance

Performance ScoreJessica Walrack's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreBenjamin Watkins's LinkedIn Performance