Clockwise - Content Writing
I partnered with Clockwise, an AI-powered calendar and scheduling tool, for four years — serving as one of their primary freelance writers throughout the engagement.
Partnership length: 4 years (February 2022 - March 2026)
Content types: Blog posts, client case studies, webinar recaps, executive ghostwriting, LinkedIn content
Topics: Productivity, calendar optimization, time management, future of work, meeting culture, AI-powered scheduling
How we connected: Referred by Kat Boogaard
Introduction to Clockwise
Head of Content, Cathy Reisenwitz, reached out in December 2021, at the recommendation of fellow freelance writer Kat Boogaard, to inquire about doing some freelance writing work for Clockwise:
Before my first meeting with Cathy in January 2022, I independently researched Clockwise's blog to familiarize myself with Clockwise's primary topics (productivity, time management, future of work, developer productivity, etc.), voice, and audience. From there, we aligned on workflows and tools (Slack, Google Docs, Google Sheets, and Asana), and I reviewed their brand guidelines before writing a single word.
First assignment feedback
I completed my first assignment for Clockwise in mid-January 2022, a 2,000+ word blog post about the four-day workweek (read it here: 3 benefits of a 4-day workweek), and received the feedback below:
Ongoing work and results
Clockwise brought me on to write four to eight blog posts per month covering time management, hybrid work, meeting etiquette, Slack how-tos, Asana tips, project management, developer productivity, Google Calendar usage, and more. Over the course of our partnership, I wrote and refreshed 110+ blog posts, with several ranking for competitive keywords including "time blocking benefits," "how to decline a meeting," and "Google Calendar time blocking."
What started as a blog writing engagement expanded well beyond that. Over four years, I took on:
- A client case study with Kuvio Creative, where I interfaced directly with a point of contact at Kuvio Creative to conduct and record an interview, drafted the content, and coordinated final approvals on Clockwise's behalf
- Webinar-to-blog transformations, repurposing live content into evergreen written pieces, including A Recap of our AI Scheduler Webinar: 20 Minutes to a Better Schedule
- Website copywriting drafts for key pages
- Ghostwriting for senior leaders within the organization, transforming recorded interviews between leaders and developers into compelling behind-the-scenes content
- Transforming Clockwise's blog content and thought leadership into LinkedIn posts
What the Clockwise team said
I’ve worked with many writers over the past ten years, and Alyssa is hands-down one of the best. It’s very difficult to find talented, reliable, and affordable writers. But Alyssa is all three. Her prose is excellent. Whatever style you need, she can write it. Her writing is readable, enjoyable, concise, and educational. Her research is top-notch. She reads thoroughly on the subject, finds the best sources, and cites them throughout. She’s also fast and extremely dependable. She never once missed a deadline. She communicates thoroughly and proactively throughout the process, so there’s no confusion and no surprises. There’s no quality you’d want in a writer that she doesn’t possess in spades. I wouldn’t hesitate to hire her again or recommend her to anyone seeking a writer.
Working with Alyssa is an absolute delight! She's been my go-to freelance writer for over a year and has never failed to impress me with her exceptional attention to detail, unwavering research skills and consistent on-time delivery. Alyssa is a true gem -- her talent, autonomy, and strong work ethic make her an asset to any team. I wholeheartedly endorse her and would work with her again in a heartbeat.
I’ve had the pleasure of working with Alyssa for several years now, and she continues to be a go-to collaborator I trust. She’s incredibly adaptable and has a real talent for turning broad, messy concepts into sharp, actionable content. Alyssa brings a creative, proactive mindset to every project and is always flexible in navigating shifting needs. She’s a true partner—and a joy to work with. Highly recommend!