I’ve been a writer for as long as I can remember. As a kid, I was the type to always carry a notebook—filled with poems, messy journal entries, story ideas, and elaborate doodles that helped me think. Writing was never just a school assignment or a hobby. It was how I made sense of the world, how I paid attention to things that mattered, and how I explored the things that didn’t quite make sense yet.
That love for words naturally led me to major in English during college. I spent late nights editing submissions for Touchstones, the university’s literary journal, and even more time lost in the pages of short stories, essays, and poetry collections. My favorite classes were always the creative writing ones—workshops where I could experiment with form, learn how other people thought through storytelling, and start to develop a style of my own. I didn’t think about writing as a career at that point. It was just something I knew I’d always do, no matter what job I had.
After undergrad, I took an unexpected detour—two years in Russia and Belarus. I wanted to see more of the world and get fluent in Russian, and those two years were some of the most formative of my life. Immersing myself in new cultures taught me to listen more carefully, observe more closely, and pay attention to nuance—all things that now shape how I write and research today.
When I returned to the U.S., I went back to BYU for graduate school, studying Russian, German, ESL, and curriculum design. This is where I really deepened my academic chops. I got serious about research methods, learned to work with statistics and educational theory, and started thinking more structurally about how people learn. It was less about the literature now and more about frameworks, systems, and communication—and I loved it.
In 2011, things shifted. I had landed a full-time job as a corporate trainer and instructional designer, developing learning content and leading workshops. I also taught Russian at the university level and picked up a few freelance writing projects on the side. That side hustle was small at first—mostly educational content, curriculum design, and the occasional odd writing job. But one day, a coworker casually asked me to “write a quick something-something” for a company project. I don’t remember what it was exactly, but I do remember the lightbulb moment that followed. I thought, Wait… I could actually do this for a living.
That was the beginning. I didn’t leap into full-time freelancing right away—I built slowly, took on new clients, and experimented with niches. But that moment sparked a bigger realization: writing wasn’t just something I was good at. It was a valuable skill. A business. A career path. And one I was ready to build from the ground up.
What Is SaaS and SaaS Content Writing?
SaaS stands for Software as a Service—a model where users access software online via subscription instead of installing it locally. Think tools like project management platforms, CRMs, or AI writing assistants. Whether it’s a solo freelancer managing their workload or an enterprise optimizing operations, SaaS tools run behind the scenes of nearly every business today.
But building great software is only half the battle. SaaS companies also need to explain what their product does, why it matters, and how it solves real problems. That’s where SaaS content writing comes in.
SaaS content writing is the art and strategy of creating educational, valuable, and often technical content that helps potential customers understand, trust, and adopt a software solution. It’s more than blog posts and how-tos—it includes case studies, white papers, landing pages, email sequences, product documentation, and more. Good SaaS content doesn't just sound smart; it’s mapped to the customer journey, aligned with business goals, and intentionally designed to convert.
What makes it unique is the blend of skills it requires: clear communication, technical understanding, marketing savvy, SEO knowledge, and a knack for storytelling. It’s not just about writing—it’s about translating complex tools and features into narratives that connect with real people, whether they're tech-savvy developers or overwhelmed operations managers just trying to do their job better.
My B2B SaaS Content Writing Story
My path into SaaS content writing wasn’t glamorous. Like a lot of freelancers, I started with the lowest-paying work out there—penny-per-word assignments on Textbroker and $5 blog posts for an SEO agency that wanted “marketing tips with keywords.” I took whatever came my way, not because it was strategic, but because I was figuring things out. I knew I could write, but I didn’t yet know how to turn that into a business—or how to find clients who valued the kind of content I wanted to create.
Eventually, I moved into more structured SEO marketing roles. I learned how search worked, how to reverse-engineer ranking pages, how to write with user intent in mind. I wrote hundreds of articles that taught me how to organize information, write for scanners and readers, and deliver real value. These roles gave me a better understanding of digital strategy, and that’s when everything started to click.
As I built experience and confidence, I decided to break out on my own. I went full-time as a freelance content writer and slowly carved out a niche in SaaS. I was drawn to the challenge of simplifying complex tools, finding the story behind the software, and writing for smart, time-starved readers. Over time, my work started attracting higher-quality clients—brands that cared about clarity, voice, and long-term strategy.
Today, I work with some of the top names in SaaS, and my rates reflect the strategic value I bring—often between $1 and $2 per word. But more than the rate, it’s the results that matter. I help SaaS companies:
Rank on the first page for competitive keywords
Drive demo and trial sign-ups through high-intent content
Clarify their messaging so customers “get it” faster
Build a content engine that actually supports pipeline growth
Here are just a few examples of the work I’ve done:
Uber for Business
What I write: Long-form thought leadership, customer stories, SEO blog posts
Sample results: Multiple #1 SERP rankings, increased enterprise demo requests
I write articles for Uber Business that tie business travel and delivery trends to enterprise operations. These pieces strike a balance between brand elevation and lead generation—helping Uber stay top-of-mind for decision-makers while offering practical insights for busy teams.
Shopify Plus
What I write: Case studies, editorial features, product-focused blog content
Sample results: Increased time-on-page and scroll depth, high praise from internal and external stakeholders
At Shopify Plus, I spotlight successful brands and break down commerce trends. My work helps illustrate how modern businesses scale with Shopify—and positions the platform as a leader in the future of commerce.
Slack
What I write: Product-led editorial content, deep-dive guides, expert interviews
Sample results: Clear value articulation for enterprise buyers, ongoing contracts based on performance
Slack is more than a messaging tool—it’s a work OS. I create content that shows how it supports productivity, connection, and collaboration across teams, weaving in real-world use cases, customer proof, and platform differentiation.
Salesforce Commerce Cloud
What I write: High-intent blog posts, keyword-rich educational content, conversion-driven guides
Sample results: Top-ranking posts for competitive keywords, stronger pipeline through organic
With Salesforce, I focus on helping enterprise retailers understand what’s next in digital commerce—from AI and omnichannel CX to new roles for retail operations. The tone: expert, but never dry.
#paid (Banknotes)
What I write: Cultural essays, content strategy deep dives, creator economy insights
Sample results: Strong community engagement, brand authority in creator marketing
I write for Banknotes, #paid’s owned media publication, covering the intersection of influence, commerce, and creativity. It’s smart, punchy, and full of personality—just like the people it’s written for.
Dash (Digital Asset Management)
What I write: Product marketing blog content, SEO content, brand voice development
Sample results: Content upgrades that balance clarity with personality
I help Dash connect with brand and marketing managers through helpful, approachable content that explains how DAM tools make visual content workflows smoother and saner.
My Approach to B2B Content Writing
Writing is only part of the equation.
When clients hire me, they’re not just hiring a writer—they’re hiring someone who understands how content works across the entire marketing and sales ecosystem. Yes, I care deeply about craft, but I’m also thinking about conversions, workflows, buyer journeys, and how your team will actually use the content once it’s done.
To do that well, I bring more to the table than just clean copy.
What Being a Great B2B Writer Actually Involves
Being a high-performing B2B SaaS writer means being good at:
Editing: Knowing how to cut what doesn’t matter, tighten what does, and make your messaging hit cleanly.
Research: Digging into studies, interviewing subject matter experts, analyzing competitors, and turning complexity into clarity.
SEO + GEO: Understanding how people search (and how AI platforms summarize content) so your content ranks in traditional SERPs and generative results.
Project management: Hitting deadlines, managing stakeholders, tracking deliverables, and keeping things moving.
Systems and processes: Bringing order to content chaos. I have onboarding workflows, briefs, checklists, and templates that make collaboration easy and smooth.
Sales alignment: Creating content that supports pipeline—not just traffic. I love working with marketing and sales teams to map content to actual buyer needs.
Strategy: Planning content that drives meaningful results, not just pageviews.
Social media thinking: I write content with repurposing in mind. A single article can easily turn into multiple LinkedIn posts, email content, or thought leadership threads.
Client communication: Clear, fast, and collaborative. I’m easy to work with and invested in your success.
All of that goes into every project I take on. The words are just the final output.
I’m Obsessed With Keeping Up—That’s Why I Built Content Connect
In B2B, things move fast. AI, SEO, buyer behavior, platform changes—it’s a lot to keep up with. And if your content isn’t evolving alongside the market, it gets stale. Fast.
That’s why I built Content Connect—a newsletter and community for content marketers who want to stay sharp, current, and connected. It started as a little side project and grew into something much bigger.
11,000+ newsletter subscribers
150,000+ community members on Facebook
200K+ reach across multiple platforms
Through Content Connect, I share expert interviews, curated industry updates, writing advice, and exclusive job opportunities for content pros. It also helps me stay on the pulse of what real marketers are talking about, struggling with, and planning for—so I can bring those insights straight into client work.
What It’s Like to Work With Me
Here’s what you can expect when we team up:
Zero hand-holding: I’m proactive, fast, and thorough. If you’re busy (and let’s be honest, you are), you’ll never have to chase me down or micromanage the process.
A clear process: From onboarding to delivery, I keep things organized and predictable. You’ll always know what’s happening, when, and why.
Strategic thinking baked in: You’re not just getting a writer. You’re getting someone who will ask the right questions, push back when needed, and help your content actually do something.
High standards, low ego: I’m obsessed with quality, but I’m not precious about edits. If something needs to change, we’ll change it. Simple.
Fast communication: I’m a responsive, collaborative partner. We can Slack, email, hop on a call, or work async—whatever fits your team best.
Results-driven mindset: My goal isn’t to “just write the thing.” It’s to help you drive traffic, generate leads, and grow your business.
I Also Offer B2B Content Support via My Boutique Agency
If you’re looking for something more robust than a solo writer, I’ve got you covered.
I run Searchlight Content, a boutique content marketing agency that helps B2B SaaS companies create standout content that actually gets results. We don’t believe B2B content has to be a snooze-fest. Insight-driven, example-rich, and creatively structured content can absolutely perform—and that’s what we deliver.
Our team has worked with some of the best companies in the world, from Fortune 500 brands to scaling startups. And the numbers speak for themselves:
#1 Google rankings for competitive keywords in tough verticals
500,000+ website views/year from a single blog strategy
60% YoY growth rate for a Deloitte Technology Fast 500™ client
Trusted by brands like Uber, Salesforce, Shopify, Dash, and more
Here’s how we help B2B brands thrive:
Content Strategy
We never start with writing. We start with research—internal, audience, competitor, and SEO. We map your ICP’s real pain points and questions to a content plan that aligns with business goals, then create a roadmap that works across the funnel.
Content Writing
We produce insight-driven, expert-led content that makes readers stop scrolling and start paying attention. Every article is built to serve your audience, your goals, and your brand voice—without sounding like everyone else.
Content Refreshes
You don’t always need to write something new. We audit your existing content and identify high-potential URLs that just need a refresh. Then we bring them back to life and push them up the rankings.
Research & Reports
We go deep. Whether it's turning original data into white-labeled reports or ghostwriting thought leadership based on in-house insights, our team knows how to package substance into standout content.
Case Studies
We turn customer praise into persuasive proof. Our writers interview your happiest customers and turn their stories into sharp, well-structured case studies you can use in sales, marketing, onboarding, and beyond.
Editing
Already have writers on your team? We provide pro-level editing to turn good drafts into polished, performance-ready content. From developmental edits to final polish, we make your work stronger.
Consulting & Training
Not quite ready for an agency retainer, but still need help? You can book a consulting day with me to tackle things like:
Content calendar planning
Team + freelancer alignment
Writing + editing systems
Training your team to level up
Ready to Uplevel Your B2B Content?
If you’re tired of filler content that looks nice but doesn’t do anything, let’s change that.
Whether you need one high-performing writer or a full content team, I’ve built the systems, strategy, and talent to help you grow.
FAQs
How much does B2B content writing cost?
Pricing varies depending on the project, but Ashley R. Cummings offers custom quotes based on your goals, content needs, and timeline. She works on both retainer and project-based models, and her rates reflect years of experience driving measurable results for top B2B SaaS companies.
What types of B2B content is best for a freelance writer to write?
Ashley R. Cummings creates a wide range of B2B content, including SEO blog posts, white papers, customer stories, case studies, landing pages, thought leadership, internal documentation, and product marketing content. Every piece is tailored to your audience and strategy.
Do you offer content strategy or just writing? Ashley R. Cummings offers both. She helps companies develop content roadmaps, define content pillars, plan editorial calendars, and map content to the buyer journey. If you’re starting from scratch or need to realign your strategy, she can guide the process from beginning to end.
Can you help update or rewrite existing content?
Yes. Ashley R. Cummings specializes in refreshing outdated content and improving performance on existing URLs. Whether you need a minor edit or a full content overhaul, she’ll help you maximize the value of what you already have.
How fast is your content turnaround time?
Turnaround depends on the project size, but most long-form blog posts are delivered within 7–10 business days. Ashley R. Cummings always provides clear timelines up front and meets deadlines consistently.
What’s the process for working with you?
Ashley R. Cummings follows a structured process that includes onboarding, research, content planning, writing, revisions, and final delivery. She communicates clearly throughout and is known for being organized, responsive, and easy to work with.
What industries do you specialize in?
Ashley R. Cummings focuses on B2B SaaS, including martech, ecommerce platforms, developer tools, AI, productivity software, and enterprise solutions. Her clients range from early-stage startups to Fortune 500 companies.
How do I know if we’re a good fit?
If you’re looking for a strategic partner who understands B2B, cares about results, and brings more to the table than “just writing,” Ashley R. Cummings is likely a great fit. The best way to find out? Reach out for a quick intro call.
