Product Manager, Documentation Systems
Company shown to members 🔒 · Remote · US, Canada only
🔒 See the company and apply✨ Tailor my resume for this job🎤 Practise the interview question, free
✓ Straight from the company's own careers page. No middlemen, no “we'll send you a check for equipment”. How we check jobs
✓ Sent 100 applications and heard nothing? Make this one count: tailor your resume to this ad in one tap, free.
✨ Not sure this is the one? Get your remote job matches in 30 seconds →
First recorded by Psst: 9 November 2026. The company's name and the apply link are for Psst members, from $4.99 for 7 days.
Practise the first interview question for this job
If the company replies, the first call usually starts with a question like this. Vague answers are the easiest to reject. Write yours and get an AI score in under a minute.
The 20-second read
- Experience
- Senior
- Where you can live
- US, Canada only
- Skills and tools
- accounts receivable, git, b2b, documentation, sla
- Job type
- Contract or freelance
Read from the ad by Psst's rules. Check the full ad below before applying.
Job details
- Where you can work
- United States, Canada
- Employment type
- Contract
- Advertised pay
- $50–60/hr
- Experience
- Senior
- Employer publication date
- 15 September 2026
- First recorded by Psst
- 9 November 2026
- Last checked at the source
- 10 November 2026
About the job
About the company 🚀
The company is the platform that rewires AR by removing barriers from collecting and reconciling B2B payments, providing end-to-end cash flow clarity and ensuring businesses can manage working capital on their terms.
By closing the loop for finance teams and their business systems, customers, and payment activity into a single intelligent ecosystem, the company transforms money matters into a data-driven advantage. With 10,000 customers and 5M+ companies transacting, the company facilitates 110M+ transactions and processes $300B+ in payments volume annually.
Think you might be the next Veep to join? Read on!!
How you’ll make an impact here – and on your career
Product management at the company is a craft that blends strategic thinking, customer empathy, and strong execution. As Product Manager, Documentation Systems, you will own our documentation as a product: the in-product Help our customers rely on, the implementation and support knowledge our internal teams run on, and the systems that produce both.
This is a build role. Our AI tooling can draft a help article. It cannot tell us whether that article is true, decide whether it should exist, or get an engineer to explain what shipped. You will own the pipeline that produces our documentation, the standards it runs on, and the judgment calls it cannot make.
You will sit on the Product Management team as a peer to the product managers who own our platform and our embedded ERP applications. You will have modern LLM tooling, fully sanctioned and connected to our internal systems, and a mandate to build on it.
What you'll do
Own the Documentation Surface
- Own our full documentation surface: in-product Help, implementation guides, support runbooks, and release notes, across our platform and our embedded applications.
- Decide what gets documented, what gets rewritten, and what gets retired.
- Build an information architecture prioritized by what customers search for and get stuck on, rather than by what shipped most recently.
- Define and own the metrics: documentation shipped with the release, page freshness, Help searches returning no results, and support volume on topics we believed were covered.
Build the Documentation Pipeline
- Design and build an AI-assisted pipeline that drafts documentation from our real sources of truth:
tickets, pull requests, release artifacts, and recorded demos.
- Build the evaluation process that catches the pipeline producing convincing but incorrect content before a customer does.
- Automate change detection, terminology and style enforcement, screenshot capture, and publishing.
- Own the toolchain. We author in MadCap Flare today and publish into a repo that our product loads. You will decide what to keep, what to automate around, and what to change.
Improve How We Capture Product Knowledge
- Our tickets today describe what we set out to build, not what we shipped, so documenting a feature currently means reverse engineering it. Change that.
- Partner with Product and Engineering to establish a definition of done that captures how a feature works: navigation, permissions, configuration, error states, and impact on existing users.
- Build the terminology and style standards that let both people and models write consistently across four ERP surfaces where the same concept carries four different names.
Keep Documentation True
- ERPs change their interfaces on their own schedule, and our documentation goes stale when they do. Design the detection and revalidation process and own the SLA on it.
- Learn our products by using them, working out how they behave rather than reading specifications describing how they were intended to.
- Write the small share of content that requires a person: migration guides, error taxonomies, and integration behaviour, where being wrong costs a customer their month-end close.
What you'll bring to the team
Required Qualifications
- 5+ years owning an outcome rather than a queue: product management, implementation or solutions consulting, technical program management, support engineering, developer experience, or technical enablement.
- Demonstrated experience automating your own work. You are comfortable in Git, on a command line, and in a codebase you did not write. You do not need to be a software engineer, but you do need to build.
- Practical experience shipping something real with an LLM, including how you evaluated its output and caught it being wrong.
- Direct exposure to customers in difficulty, through implementation, support escalation, solution consulting, professional services, or training. You understand why documentation can be technically correct and still fail the reader.
- Ability to learn a complex product without a specification, and to remember what confused you while learning it.
- Proven ability to influence product managers and engineers you do not manage.
- Comfort saying no. This is one person against a large surface, and prioritization is most of the job.
What Will Make You Stand Out (Nice to Have)
- It would be beneficial to have worked with MadCap Flare before, as it is what we author in today.
- Deep familiarity with at least one complex enterprise system is preferred, such as an ERP or accounting platform, and an appetite to learn more.
- Experience with docs-as-code or CI-driven publishing.
- B2B fintech, payments, or accounts receivable exposure.
- You have built an internal tool that other people came to depend on.
#LI-Remote
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
🔒 See the company and apply✨ Tailor my resume for this jobPrepare with the Apply kitMore remote product manager jobs →
- Open 8 weeks
A resume that gets past the first 6 seconds
Recruiters skim. The Psst resume coach fixes what makes them skip you, line by line, and one tap tailors it to the exact job you're applying to.
- 1Every line checkedWeak starts, clichés and AI-sounding phrases flagged, with a 3-question fix.
- 2Tailored to the jobSee which skills and tools from the ad your resume is missing. Try it free on one of your matches.
- 3Ready for remoteTime zone, tools and proof you work on your own, the things remote teams look for.
- 4Looks the partOne page, 6 designs, 8 colours and a matching cover letter, free to build. Premium downloads the PDF and Word files.
Example with made-up details. The score is the builder's own check, not an ATS rating or a promise of an interview.