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The Handoff Series: From PM to OPS - When Projects Become Products (Part 2)

  • Writer: Andrew A. Rosado Hartline
    Andrew A. Rosado Hartline
  • 5 days ago
  • 18 min read

Image generated using ChatGPT.


Stop me if this sounds familiar: the team ships, everyone celebrates and then Ops asks for documentation that doesn’t exist. Sorely discovering that the finish line isn’t delivery, it’s continuity. This is probably one of the most contentious topics in software companies, but applicable as well when delivering to a client or delivering any service or product.


In Part 1, the project started and was handed off from sales, you delivered and you now are focused on getting the project started and completed right. But the gap between project management and operations in SaaS/software projects is a complex one to bridge but a necessary one for everyone involved, Ops, Support, the client, the project team, and end-users. So let's tackle how to get to the end right correctly and successfully.

Welcome to the second installation of The Handoff Series where I discuss the different handoffs that can occur during a project lifecycle. Over the next few weeks, I’ll be writing about three critical transitions every Project Manager must pay attention to:


  1. From Sales → Project Manager

  2. From Project Team → Operations (today’s focus)

  3. From Project Manager → Project Manager (Upcoming)


The Case for Continuity Over Compliance


Let's ground ourselves first on definitions and expectations. When thinking about project completion, I think of quality and compliance. I'll be discussing compliance as meeting standards and checking the boxes. Meaning that compliance, in this specific context, will be meeting the requirements set out within the agreed upon definitions of completion for every deliverable. And when a project is compliant and completed, it will then get transitioned into someone or a group of people, in this specific case the Operations team. This leads to continuity of use of a SAAS software where the team ensures sustainability and operability within context. For purposes of this article, the examples that will be used align with software implementation, development, and continuous improvement efforts. You can nonetheless apply these principles in any type of project.


Everybody defines the aforementioned slightly differently and sometimes to their own convenience. Which, when something eventually goes wrong, will lead to time and money lost, confidence and trust breached, and lots of chaos and frustration. At the end of the day, people don't want this and want things done so they can move on to the next thing. But when responsibilities are misaligned, or worse, missing entirely, and borders are drawn between handing off and project work, it hurts everyone. And if that occurs, was your project even compliant to begin with? Compliance proves you built it; continuity proves you can run it and to ensure continuity you need complete Project Artifacts. This means that there is active effort throughout the Project Life Cycle to ensure understanding past the delivery.


What a “Complete Artifact” Actually Means


How do you achieve compliance? By having complete artifacts. Complete Artifacts, a deliverable that lets ops do their job without rediscovery. (And will also help your project progress). I'm not talking about sorcery, it's the design documents, unit tests, runbooks, specs, data mappings, and whatever else is needed to both complete the project and to ensure understanding of the final product.

“If Ops can’t resolve a ticket using the docs, it’s not a complete artifact.”

While it is always possible to find edge cases, I'm talking about core use cases and deltas. Core uses cases being what was in scope and deltas being what is different in the SAAS system that are written in the scope and whose definitions everyone must understand. Think of this in the case of having a software that is sold and then customized for the client, a system that allows automation through business rules or other mechanics. No matter, how simple, there should never be any room for doubt or assumption when writing down this documentation. Below is an example of a list.


MVH (Minimum Viable Handoff) checklist:


The last item is one of the more powerful ones for a Project Manager and the business.


The Power of the Exceptions & Descopes Log


Let's talk about the items that are descoped or slightly modified during a project, because they matter more than most people realize.


Why It Matters

When a project is handed off from sales, or it comes from above somewhere, things need to be recorded. And they will inevitably change and modify as the project progresses and you and the client begin to learn things. This is a core principle of agile and iterative development: you discover, you adapt, and you evolve the scope based on reality.


Here's what capturing these changes prevents:

  • Captures what didn't make it to launch and why.

    Without this, six months later someone will ask, "Why doesn't it do X?" and no one will remember it was intentionally descoped in Sprint 3.

  • Prevents "ghost requirements" from haunting ops.

    And consequently, you. When expectations aren't explicitly documented as out-of-scope, they have a way of coming back. Ops gets a ticket. Support fields a question. Everyone assumes it should work a certain way, but it was never built that way. That's a ghost requirement, and it will haunt you.


Introducing the Living Handoff Document


This is where I introduce the concept of a Living Handoff Document. Think of this as your project's memory, the shared source of truth for the Project-to-Ops transition.


But here's the key: it's not just for handoff. This document serves double duty throughout the project lifecycle:

  1. During the project: It helps your development team, yourself, and your client make sure that everything is as intended and expected. It's a living reference point that evolves with the project.

  2. At handoff: It becomes the definitive record of what was delivered, what wasn't, and why.


What the Living Handoff Document Tracks


This document should capture:

  • Exceptions: Features or functionality that were modified from the original scope

  • Descoped items: What was removed and the reasoning behind it

  • Risks: Known technical debt, workarounds, or areas of concern

  • Client quirks: Unique requirements, preferences, or constraints specific to this client (if internal) or important context (if client-facing)

  • Deferred items: Features that were postponed, not canceled—and when they might be revisited


Many times I have using this as an "opportunities list" where I firstly share with the sales team or account manager as well as a heads up to the developers. This generates a more entrepreneurial spirit as a Project Manager as someone that not only is forward thinking, but looks to generate revenue. Additionally, this helps build relationships because you can also strengthen internal relationships through open communication and your client knows you're looking out for them.


Internal vs. Client-Facing


This is something that might be better suited for internal documentation or at least certain sections of it. You might not want to share "client quirks" in a client-facing document. But exceptions, descopes, and deferred items? Those are often valuable for the client to see as well, because they establish a shared understanding of what was delivered and what's on the roadmap.


If you want to make it client-facing, consider creating two versions:

  • Internal version: Full transparency, including risks, quirks, and technical debt

  • Client version: Focused on scope, priorities, and future considerations


Either way, the Living Handoff Document ensures that nothing falls into the gap between what was promised, what was built, and what's supported. As a Project Manager, this will help you keep track of the project in a deeper level than the other project artifacts, because you're looking at the project in a more holistic light.


How This Connects to the MVH Checklist


Remember the MVH (Minimum Viable Handoff) checklist from earlier? The Living Handoff Document complements that by providing the context around the artifacts. The MVH checklist ensures you have the technical documentation. The Living Handoff Document ensures everyone understands the decisions, trade-offs, and history behind it.


Together, they create a complete picture:

  • MVH Checklist: What was built and how it works

  • Living Handoff Document: What changed, what didn't make it, and why


Both are essential. One without the other leaves ops (and your future self) guessing.

The Exceptions & Descopes Log embodied in the Living Handoff Document is your defense against ghost requirements and misaligned expectations. It's not bureaucracy. It's memory. And in a world where people move on, forget, or weren't there in the first place, memory is what keeps your project from falling apart six months after launch.


Ownership, Accountability, and Documentation Quality


The Reality of Shared Ownership


Here's what most people miss: as the Project Manager, you're not just coordinating the documentation, you're accountable for its quality. That's a critical distinction. When ops can't understand a runbook or a config doc falls through the cracks, that lands on you. Not because you wrote every word, but because you owned the outcome.


But accountability doesn't mean doing everything yourself. This is where shared ownership comes in:

  • PM = AccountableYou ensure it exists, it's complete, and it meets the standard. You're the one who makes sure nothing falls through the cracks.

  • Tech Lead / BA = ResponsibleThey create and maintain the technical artifacts. They know the system inside and out, and they're the ones documenting how it actually works.

  • Ops = ConsultedThey provide input on what they need to support the system. They review drafts and flag gaps before it's too late.

  • Support = InformedThey receive the final documentation and training materials. They're not creating it, but they need to understand it to help end users.


Now, here's the important part: the level of involvement will vary throughout the project lifecycle and especially during the transition. Early in the project, ops might just be consulted occasionally. As you approach handoff, they should be actively reviewing and validating. The goal is to ensure that all artifacts are accounted for, created, and owned by someone responsible for their upkeep and transition throughout the project lifecycle and the handoff process.


A quick reminder, what I'm showing you here are things I've done in the past that have worked for me. I haven't always done this verbatim because there are organizational standards and verbiage I must abide to. Moreover, there are times where I haven't been in charge of a process and do not have any authority to modify it, especially during an in-flight project. Remember to consult with your PMO or manager before implementing any of these principles or modifying your process.


Redefining "Quality Documentation"


Let's talk about what quality actually means, because it's not what most people think.

ISO defines quality as “the degree to which a set of inherent characteristics fulfills requirements” (ISO 9000:2015), emphasizing conformance to stated needs across products and services. PMI adopts this same definition in the PMBOK, applying it to project deliverables and focusing on meeting documented stakeholder and acceptance requirements. PRINCE2 approaches quality as fitness for purpose, ensured through clearly defined quality criteria, product descriptions, quality tolerances, and formal quality review techniques rather than a standalone definitional sentence.


W. Edwards Deming (quality management pioneer, known for 14 Points for Management and PDCA cycle) defined quality as a predictable degree of uniformity and dependability at low cost, suited to the market, framing quality as a systems outcome achieved through process improvement and reduction of variation. Joseph M. Juran (quality control expert, known for Juran's Quality Handbook and Quality Trilogy) defined quality as “fitness for use,” encompassing both product features that meet customer needs and freedom from deficiencies. Philip B. Crosby (quality management author, known for Quality Is Free and "zero defects" philosophy) defined quality as “conformance to requirements,” emphasizing prevention over inspection and promoting a zero-defects management philosophy.


All of this to say, that we're talking about fulfilling requirements and adhering to requirements. Furthermore, this requires a mutual understanding of what everything in scope means.


Clarity Over Length


Remember the "less is more" principle? It applies here too. Some organizations have internal standards: minimum page counts, required sections, mandatory word counts. That's bureaucracy dressed up as quality.


What really matters is that the content is clear and actionable. It should detail:

  • What was done

  • How it was done

  • What it will do

  • How to support it


If you can do that in two pages, great. If it takes ten, that's fine too. But don't pad documentation just to meet an arbitrary length requirement. Clarity always wins (and so does following your organization's standards and procedures, don't forget about that!)


Visuals Over Paragraphs


As they say, a picture is worth a thousand words. A well-designed diagram can be life-changing for ops trying to troubleshoot at 3 AM.


Include visuals like:

  • Mind maps to show relationships and hierarchies

  • Flow charts to illustrate processes and decision trees

  • Architecture diagrams to map out systems and integrations

  • Data flow diagrams to show how information moves through the system


A quick callout here: if you're creating diagrams, follow the principles of structured question mark diagrams as outlined by Abby Covert (referenced in a previous article here). Always include a key or legend. Make sure your visuals are self-explanatory or accompanied by just enough text to clarify intent.


The importance of these visuals isn't just to speed up reading and understanding it's to be efficient and economical with time and space. Yes, I just said length doesn't matter. But we also don't want to bore or exhaust people with endless prose. We want people over process, not process over people.


Actionable Over Descriptive


When you're writing documentation, think about how user stories are written in agile development. They're focused on the outcome and the action, not just the description. Your documentation should follow the same principle.

Instead of (Descriptive)

Write (Actionable)

"The system has a notification feature that sends emails to users when certain conditions are met."

"To configure email notifications: go to Settings > Notifications, select the trigger condition, and add recipient email addresses."

See the difference? One describes. The other empowers someone to act.

There are principles and standards like the good ol' dependable Agile Stories framework or consider Behavior Driven Development (BDD), ISO 26514:2022 or 82079-1, or even something like Knowledge-Centered Services (KCS) v6.


Documentation quality is about usability, not verbosity. If ops can resolve a ticket using the docs, it's quality. If they can't, it doesn't matter how many pages you wrote.


Where Documentation Lives (and Why It Matters)


Here's the uncomfortable truth: you can write the best documentation in the world, but if no one can find it, it might as well not exist. Documentation scattered across twelve different platforms, buried in outdated folders, or locked behind permissions nobody remembers, that's not a documentation problem. That's a discoverability problem.


The solution isn't to consolidate everything into one tool (good luck getting everyone to agree on that!). The solution is to map documentation intentionally to the people who need it and make sure everyone knows where to look.


Map Documentation to Audiences


Different teams need different things in different places. Here's how to think about it:

  • Users/Support: Wiki platforms like Confluence or Notion

    • Why: These teams need searchable, user-friendly content that's easy to update and share. They're looking for "how do I do X?" not "how does X work under the hood?"

  • Engineers: Codebase documentation, READMEs, Architecture Decision Records (ADRs), inline comments

    • Why: Developers live in the code. If they have to context-switch to another tool every time they need to understand a decision, they won't. Put it where they work.

  • Scope & History: Project management tools like Jira or other ticketing systems

    • Why: This is your source of truth for what was agreed upon, what changed, and why. It's the paper trail that saves you when someone asks, "Wait, why did we build it this way?"

  • Runbooks: Wikis + Ops tools like PagerDuty or ServiceNow

    • Why: When something breaks at 3 AM, ops needs step-by-step instructions fast. Runbooks should live where incidents are managed, not buried in a Google Drive folder from 2022.


Less Is More… But Link Everything


Sometimes documentation needs to be spread across multiple systems. That's fine. What's not fine is treating each system like an island. Proper linking and cross-referencing is what makes distributed documentation functional instead of fragmented.


If your runbook references a data flow diagram in Confluence, link to it. If your Jira ticket mentions a related ADR in the codebase, link to it. If your API documentation lives in Postman but your system overview is in Notion, make sure both point to each other.

Consider having a One page titled "'System X' or 'Project Zeta'–Start Here" referenced everywhere else. Place it in a Microsoft Teams tab, an internal Wiki or Notion Team Hub with links to Runbooks, Architecture, APIs, and Backlog. There's also Confluence “Engineering Overview” page linking to repos, ADRs, diagrams, and on-call docs. What's important is to have it up to date and everything needed for the system or the project.


Think of it as creating a documentation web, not documentation silos. The goal is to make it easy for people to find not just what they're looking for, but also what they didn't know they needed.


Artifact Discoverability


This brings us to a critical concept: artifact discoverability.

"The best documentation is the one people can actually find, and by extension, use."

You can have the most comprehensive runbook ever written, but if ops has to search through five folders, two wikis, and a Slack thread to find it, it's not useful. Discoverability is about reducing friction. It's about making sure that when someone needs information, they can get to it in seconds, not hours.


One helpful tool? A documentation mind map or index. This is a single source that shows where all the key components live, where the architecture diagrams are, where the API specs are, where the exceptions log is, where the runbooks are. It's not the documentation itself; it's the map to the documentation. Think of it as the table of contents for your entire project ecosystem.


The Role of AI in Documentation

Now, in the age of AI, there's a new tool in the toolbox and it's worth talking about how to use it responsibly. Yes, AI for documentation sounds potentially chaotic. And yes, it absolutely can lead to chaos if misused. But when applied correctly, AI can be a powerful supportive tool for creating, maintaining, and improving documentation.


Here's where AI shines:


1. Template Generation

If your organization lacks standardized templates for runbooks, specs, or handoff checklists, AI can generate these in seconds. Instead of starting from scratch every time, you can prompt an AI to create a structure based on your needs, then customize it. This saves time and ensures consistency across projects.


2. Clarity Checks

AI can act as a sounding board. Paste in a paragraph of documentation and ask, "Is this clear? Are there any ambiguities? What questions might someone have after reading this?" It won't replace human judgment, but it can surface blind spots you didn't notice.


3. Consistency And Rephrasing

Documentation written by five different people over three months tends to have inconsistent terminology, tone, and structure. AI can help identify those inconsistencies and suggest rephrasing to make the whole document feel cohesive.


The Human-in-the-Loop Principle


Here's the critical part: AI is your assistant, not your replacement. The concept of "human-in-the-loop" must be present throughout every step of documentation but how it's written, how it's reviewed, and how AI is used.


AI can draft, suggest, and refine. But it cannot:

  • Understand the context of your specific project and its quirks

  • Make judgment calls about what's important and what's not

  • Validate technical accuracy or business logic

  • Build relationships and trust with ops, support, or stakeholders


Perhaps in the near future, you'll have a proprietary dataset and an AI system trained specifically on your organization's products, capable of generating fully accurate documentation. But let's face the facts: you probably don't. Not yet.


So for now, use AI as a supportive tool for augmentation, not replacement. Use it to create, maintain, modify, and improve documentation faster and more consistently. But always keep a human in the loop to ensure quality, accuracy, and usability.


Documentation isn't just about writing things down. It's about making sure the right people can find the right information at the right time. Map your documentation to your audiences. Link everything. Build discoverability into your process. And use AI strategically to support, not replace, the work of creating documentation that actually gets used.

Because remember: if ops can't find it, it doesn't exist.


Handoff As a Cadence, Not a Meeting


Let's be honest, most handoffs are a single meeting where someone says "this is done," maybe walks through a document, and that's it. Everyone nods, the meeting ends, and ops is left to figure it out when something breaks at 3 AM.


That's not a handoff. That's a liability transfer.


A real handoff is a series of touchpoints designed to build understanding, not just check a box. Here's what that looks like:


1. Document Walkthrough

Start with the basics: yes, walk through the documentation. But don't just read it aloud like a bedtime story. Teach ops how to read it. Show them where to find what they need. Explain the structure. Answer the "why" behind the "what." This single conversation can dramatically improve how ops uses the documentation when they're on their own.


2. Workshops & Hands-On Reviews

Here's where spaced repetition becomes your secret weapon. Spaced repetition is a key concept for learning. Don't cram everything into one marathon session. Instead, schedule multiple workshops spaced over time covering different components, walking through scenarios, letting ops ask questions and work through examples themselves.

When you workshop these things in a timely, spaced manner, you increase the likelihood that people will actually learn and retain what's being handed off to them. One deep dive today won't stick as well as three shorter sessions over two weeks.


3. Shadowing Period

This is where theory meets reality. Create a shadowing period where:

  • Developers from the project team work alongside ops or support to demonstrate how things work in practice

  • Ops and support shadow demos and development sessions, especially near the end of the project lifecycle or during high-risk sections


This isn't just about knowledge transfer. It's about building empathy. When developers see how ops will actually use what they built, they write better documentation. When ops sees the complexity of what was built, they ask better questions.


4. Formal Signoff

Only after all of the above should you have a formal signoff. This isn't the handoff, it's the acknowledgment that the handoff process is complete.


The Key Principle: Continuity and Feedback


What I'm emphasizing here is continuity and feedback between teams, not a one-and-done cold handover. This is an ongoing dialogue, not a monologue. Ops should be able to come back with questions. The project team should be available for clarification. There should be a feedback loop that allows both teams to improve.

Key takeaway: Handoff is a series, not a calendar invite.

When you treat handoff as a cadence a rhythm of communication and collaboration, you create the conditions for Ops to succeed. And when Ops succeeds, your project succeeds. Long-term.


Treat Ops as a Client


Here's the perspective shift that changes everything: Ops is a stakeholder, not a postscript. They're not the team you begrudgingly loop in at the end, and yes, they might be the team you don't particularly like working with. But here's the reality, they still need to do their job, and that job directly affects yours. When Ops fails, the project fails. When Ops succeeds, your work lives on.


The Value of Early Involvement


Remember spaced repetition? It applies here too. Early and repeated communication with Ops creates retention and readiness. Things need to be surfaced with enough time for Ops to understand, prepare, and actually do something about them. A week before launch is not "early." Early is when the first non-standard decision is made. Early is during requirements gathering. Early is when you're still calling it "just an idea."


When Ops is brought in early:

  • They understand the "why" behind decisions, not just the "what"

  • They can flag sustainability issues before they're baked into the design

  • They have time to prepare resources, training, and runbooks

  • They become partners in the project, not victims of it


Here's an example timeline overlaped with the Project Lifecycle.


(Click to enlarge)
(Click to enlarge)

Look at the Project-to-Ops Handoff Toolkit for a detailed framework.


The Cultural Impact


This shift creates something powerful: a shared language. When project teams and Ops collaborate from the start, they stop talking past each other. Terms get defined. Assumptions get surfaced. Misalignments get caught early, not during a 2 AM incident call.

The result? Fewer escalations. Fewer "but I didn't know" moments. Fewer emails with the words "urgent," "critical," or "why wasn't I told about this?"


"Ops isn't the end of the project—it's the start of the product."

From Project to Product Thinking


By involving Ops early and treating them as clients, you're not just completing a project—you're creating a product that lasts. A product that gets used. A product that doesn't require constant firefighting. This is the same principle behind organizational change management and user adoption: people support what they help create.


When Ops has been part of the journey, they're invested in the outcome. They understand the trade-offs. They know what "good" looks like. And most importantly, they're equipped to keep it running long after you've moved on to the next project.

That's not just a better handoff. That's product thinking (remember that entrepreneurial mindset?)


Lessons Learned & Myths to Break


Myth to Bust

“Ops starts when the project ends."The Reality: Ops starts when the first non-standard decision is made.

Tragically, for dramatic purposes, there is only one myth here, the rest would be related to people management and dealing with that one person you don't like, and that's something you unfortunately have to manage in order to make things work. But getting back to the topic at hand, the world is often promised to a client, and the second a non-standard decision is made, that's when you have to start thinking about "how is this going to be maintained?", "is this sustainable?", "what do I need to have so that this is understood once the project is completed?"


Lessons

  • Start documentation early. While this is a given, it will be imperative once a non-standard decision is made.

  • Make time for reviews. Both during the project and during hand-off

  • Treat Ops input as QA for sustainability. This is a bit loaded, due to how organizations are built, but the more the merrier!


The Ideal Handoff Experience


An organization must have the systems in place to be able to facilitate an ideal handoff,

  • Outline your Perfect Handoff Playbook:

    • Allocate time for documentation.

    • Peer review (Tech, Ops, Support).

    • Multi-session enablement. (During the project)

    • Cutover packet with everything Ops needs.

    • 30/60/90-day post-handoff review.


We've already learned about what the Minimum Viable requirements, now let's start putting it together.


“Cutover Packet” Checklist

Item

Description

Architecture diagrams, data flows

Current system architecture and data flow diagrams showing components, integrations, dependencies, and data movement paths relevant to operations and troubleshooting.

Feature list with owners

Inventory of delivered features or services with named business, technical, and Ops owners, including escalation and after-hours contact details.

Exceptions register

Documented list of known limitations, deviations, technical debt, or accepted risks, including rationale, impact, and any planned remediation.

Runbooks + SLAs

Operational runbooks covering normal operations, failure scenarios, and escalation steps, paired with agreed SLAs/SLOs and support expectations.

Validation steps & dashboards

Post-deployment validation checklist and links to monitoring dashboards, alerts, and health checks used to confirm system stability.

Access/permissions map

Matrix of required system access, roles, credentials, and approval paths so Ops can perform their duties without access-related blockers.

Call to Action


A project is not complete when development stops or when a deployment succeeds. It is complete when Operations can run, support, and evolve the system without heroic effort. That requires more than a final meeting or a document drop. It requires systems and habits that integrate Ops into requirements gathering and decision-making as scope evolves.


You do not need a large transformation to get started. Pick one change you can propose or implement with your team or leadership:

  • Add an Ops review checkpoint during requirements or design, not just before go-live

  • Require a “Start Here” system page as a deliverable for every project

  • Make runbook ownership and review cadence explicit before deployment

  • Include Ops as a named stakeholder in the project charter or intake process

  • Define a lightweight Ops readiness checklist that must be green before signoff


Any one of these shifts moves handoff from a risk event to a managed cadence.

If you want to accelerate this, use the Project-to-Ops Handoff Toolkit to document smarter, not harder. It gives you practical templates and structure to turn good intentions into repeatable practice.


Start small. Make it visible. Build the rhythm. When Ops succeeds, your work lasts.

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