From tasks to systems: A practical playbook for operationalizing AI
How to automate real workflows and upskill your team with the CRAFT Cycle framework.
“AI offers arbitrage across workflows and gives internal business users technical superpowers.”
Top takeaways for leaders on process automation
- Move from tasks to systems (workflow automation > task automation). The competitive edge comes from automating end-to-end processes, not just isolated tasks—so AI consistently executes, humans review and refine, and the org compounds speed and quality over time.
- Adopt the CRAFT Cycle to operationalize AI reliably. Follow each stage: Clear Picture → Realistic Design → AI-ify → Feedback → Team rollout to turn documented workflows into stable automations with tight feedback loops, measurable outcomes, and ongoing iteration.
- Start with “tiny but useful” automations, then scale via progressive delegation. Pick low-risk, high-clarity slices of a process first; get them working well and then expand scope. Avoid boiling the ocean or chasing the hardest use case first.
- Integrate the right roles on a team: CAIO, AI operator, AI implementer. A Chief AI Officer sets vision, governance, and change management; an AI operator (often PM-like) owns discovery, design, adoption, and iteration; AI implementers build and integrate the solutions.
- Enablement is the #1 ROI. Prioritize use cases that unlock new capabilities (custom demos, data extraction, faster research) before counting cost savings and productivity gains. Tie each automation to a clear business outcome.
- Build the foundation: That looks like tools, policies, and upskilling. Provide access to general LLM tools (e.g., Anthropic/Perplexity), publish responsible-AI guidelines, protect data, and create lightweight learning loops (e.g., peer demos, office hours) to drive safe, confident usage.
- Institutionalize adoption and re-adoption. Make enablement someone’s job, which includes, training, playbooks, governance, metrics. Revisit “failed” use cases every ~6 months—models improve quickly, and yesterday’s misses can become tomorrow’s wins.
How to build the foundation of AI-first work
Leaders achieve the most success with AI adoption when they approach it for what it really is: technology implementation and a form of robust organizational change.
- Comfort with AI: Operationalizing AI requires team-wide trust and participation. Leaders can build that comfort through transparency, positive incentives, and by modeling AI use—not mandating it. “While not required, AI use is culturally encouraged,” explains Nick. “Over time, certain tools (like Cursor) have become the de facto standards.”
- Upskilling opportunities: You don’t need a formal upskilling program to start using AI, but your team should have ways to learn and ask questions—through peer mentorship, demos, “lunch and learns,” or short courses.
- Feedback loops: As leaders outline their AI goals, employees need spaces to share ideas, experiments, and concerns. Individual contributors often know which processes are best for automation and can spot issues early—so it’s essential their voices are heard.
- Tools: Even if you plan to build custom or specialized AI solutions, your team still needs access to general tools like ChatGPT, Gemini, or Perplexity to experiment and run early automations using CRAFT Cycles or similar methods.
- Policies and safeguards: Automating core or support workflows carries reputational, legal, and security risks. Leaders must implement AI safely, protecting employees, customers, and the business, by proactively following responsible AI practices. This includes vetting use cases, setting clear usage guidelines, and ensuring employees don’t share sensitive data with public models.
Process automation playbook
“Most of us already know how to use AI to help with narrowly-defined tasks, but automating a process requires a fundamentally different approach,” explains Rachel.
Task vs. process automation
| Function | Task-based use cases | Process automation |
| Recruiting | Draft initial email outreach for an applicant based on a prompt | Scan candidate resumes, extract key skills and experiences, and match them against open roles |
| Marketing | Provide copy ideas for a social post based on a prompt | Review a report, pull important quotes and stats, and draft social posts and email blurbs tailored to different audiences |
| Sales | Turn bullet points into a slide deck for a pitch meeting | Research a prospect, pull insights from a discovery call, create a deck, and draft speaker notes for the call |
How to run a CRAFT Cycle
CRAFT Cycles, a framework created by Rachel Woods, is a system for continuously operationalizing AI.
| C | Clear picture | Define the process, who's involved, and what success looks like. Document your existing workflows, identifying pain points and establishing goals for AI integration. |
| R. | Realistic design | Define a minimum viable AI solution that would be useful to implement. Focus on the smallest version that delivers value while intentionally limiting scope for future iterations. |
| A | AI-ify | Build out and implement the AI solution, whether through prompts, automations, or more sophisticated agent-based approaches. Success at this step requires being thorough in the previous two. |
| F | Feedback | Test your AI implementation and gather feedback, focusing on clear, actionable, and necessary improvements. Track what works and what doesn't across multiple test runs. |
| T | Team rollout | Create a plan to launch, train, and maintain the AI solution, including designating who will use it, what training they need, and how to measure success. |
| This framework was developed by Rachel Woods and The AI Exchange, shared with Bessemer Venture Partners for this guide. | ||
Step 1: Define the process
Ambiguity is CRAFT Cycle’s kryptonite. Before involving AI, define and document your existing workflows as precisely as possible, including: the goal, the people involved and their roles, the inputs required the steps of the process, the output of each of those steps, potential pain points, and the success indicators and ideal outcomes (aka what good looks like).
| What is the goal of this process? | Create a newsletter with curated insights to boost brand credibility and engagement |
| Who is involved and what are their roles? | Content marketing manager who researches and writes; executive who provides POV |
| What are the inputs to start the process? | Monthly topic, information on target audience, past examples of successful newsletters |
| What are the steps and the output of each? | i.e. Summarize each resource into 2–3 bullet points; generate a clean, formatted list |
| What are the qualities of a good deliverable? | i.e. All articles don’t have a paywall and are published within the past two weeks |
| What are the success indicators? | i.e. Click-through rate (as compared to previous newsletters) |
| Where are the pain points or time sinks? | i.e. Time-intensive sourcing, summarization |
Step 2: Create a realistic design
The best automations are built incrementally. After you’ve mapped out an entire process, the next step is to hone in on the minimum viable process: a portion of the steps you’ve laid out that would be manageable to delegate to AI while still providing value.
Sample playbook outline
| Playbook inputs |
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| Playbook steps |
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| Playbook outputs |
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Step 3: Build the automation
With your playbook in hand, it’s time to start building your automation. Approaches can vary from entirely prompt-based solutions to agents and custom-built AI applications. Even though it can be tempting to spend a lot of time and energy picking the right AI tool, Rachel suggests that the important part is actually the playbook, and you can run it in nearly any AI tool. The matra they use is “own the playbook, rent the tech.”
Types of automations
| Type | Overview | Example tools | Approach |
| Prompt-based | AI completes steps and learns what to do, but the process is not executed automatically. It requires you to input each prompt. | Claude, Perplexity, ChatGPT | Document process in with a prompt for each step. Then, copy and paste the prompts one at a time into an LLM of your choice. |
| Prompts and automations | Similar to the prompt-based approach, but with these solutions, the process is executed automatically versus requiring to trigger each step individually. | Zapier, Airtable | For each step, write a prompt (as you did with the previous approach). Then, connect those prompts in an automation tool and create a trigger that initiates the process. |
| Agents | Similar to the previous approach, you’ll teach AI the process and AI will execute it automatically. Agents can handle more complex decision-making bu harder to control. |
Relevance AI, Claude Code
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The approach and tech will depend on the agent setup you’re using, but Rachel recommends delegating one step in the process to each agent rather than delegating the entire process to one agent. |
Case study: Building custom GPTs
Seam AI has integrated several out-of-the-box AI solutions to expand the capabilities of their lean team, such as Claude Code or Cursor to help junior engineers with code generation and Loveable to allow business teams to spin up web applications. The team has also built custom GPTs to execute common internal processes with a higher level of specificity.
For example, Seam’s LinkedIn GPT is trained on a repository of the team’s past posts so that it can generate draft content that matches the team’s tone of voice, so the marketing team just has to refine before publishing. Their data-extraction GPT writes SQL queries and pulls custom datasets from the internal warehouse, allowing business users to run deeper analysis.
The Seam team’s approach to building custom GPTs is similar to using CRAFT Cycles for prompt-based process automations:
- Identify repetitive workflows such as writing social media posts, or answering recurring sales or support questions.
- Create a knowledge repository on Notion or Google Docs with written context and any reference materials.
- Upload that context into your GPT of choice.
- Run the prompt, and test and iterate until results are consistent and high-quality.
- Deploy internally and share across the team for feedback and adoption.
Step 4: Give feedback and improve
Iteration is a three-part, continuous cycle: identify issues areas, give feedback, and re-run the automation. “When a prompt-based AI executes a task poorly, most of us tend to upload more context or examples. A better approach is to give feedback by editing your initial prompt, and then run it again to see if it makes the same mistake or if the change introduces new mistakes.”
| Feedback | Clear? | Actionable? | Necessary? |
| The articles have a paywall |
Yes
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Maybe, need to test whether the AI is able to check for paywalls | Yes, if customers can’t read the article, there’s not value |
| Some of the articles are from sources that aren’t credible | Yes | No, need to list out traits of trustworthy sources | Yes, inaccurate information damages the brand |
| Interview questions for the subject matter expert are generic | No, unclear what makes a question generic vs. not | No, need to provide context, examples, and counter-examples | No, it’s possible to elicit insights with general questions |
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This framework was developed by Rachel Woods and The AI Exchange, shared with Bessemer Venture Partners for this guide.
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Step 5: Roll it out to your team
| Want to learn how to build an effective upskilling program to support AI adoption within your organization? Read part one of this series. |
How to select use cases
Before building automations, each department or functional area should index and review their business processes and rank them according to priority. While processes that are mundane, time-consuming, or low-impact are common targets of automation, these aren’t actually strong indicators of good use cases. Instead, teams should assess use cases based on the business impact and technical feasibility, and meet in the middle.
- Clear ROI
- A precisely-defined, repeatable process that your team has mastered (or close to)
- A reasonable expectation that an AI can execute that process safely and effectively without degrading your customer experience or creating more work for your team
- Or, even better, cases where AI can actually improve the process by introducing new capabilities that your team can’t do or don’t have time for now
Narrow scope and low risk (to start)
“I encourage teams to make a list of the highest ROI use cases and start with what’s ‘tiny but useful’” says Rachel. “Leaders often want to tackle the highest ROI use cases right off the bat, but you can lose momentum if you start with something that’s too difficult to automate and your first attempts fail. If you start with easier use cases, and let your team get a few cycles under their belt, those harder, higher ROI use cases won’t actually feel as hard because the process will be so familiar. That’s the beauty of CRAFT Cycles.”
Standardized repeatable processes
Look for processes that your team has down pat: ones that are done regularly and the same way every time, and generate consistently positive results. Newer processes or ambiguous processes should continue to be done by a person who can refine, improve, and standardize the process until it’s ready for automation.
Aim for progressive delegation
“AI doesn’t have to fully replace a workflow in order to be valuable,” says Rachel. In fact, making complete automation the goal can sometimes be detrimental. “If your team believes AI has to fully replace a workflow to be worth using, that mindset can stop any AI operations project in its tracks. The real wins come from what our team calls ‘progressive delegation.’”
Enablement is gold standard of ROI
Increased productivity is the most commonly touted form of ROI for AI, but not necessarily the strongest one. Seam’s CEO categorizes ROI into three types: enablement, cost savings, and productivity gains, and views enablement as the most tangible and strategic form of AI ROI.
- Enablement: AI unlocks new skills or capabilities you could not do before (i.e. whipping up custom demos for customers without requiring engineering time).
- Cost savings: AI allows companies to reduce hiring and contractor needs, consolidate or buy fewer seats for certain SaaS tools, or otherwise cut down on operational costs.
- Productivity gains: AI saves time on tasks which can be redirected towards strategic work (but remember: this is only valuable if people actually reinvest that time into work).
New AI roles and responsibilities
As AI becomes integral to how organizations operate, new roles are emerging, existing ones are evolving, and org charts are being reimagined. While structures differ by industry and business model, most companies are converging around three core areas of opportunity:
- Chief AI Officer (CAIO)
- AI operators (including roles like GTM engineers)
- AI implementers
Leadership
Ideas for AI automation shouldn’t flow only from the top down. They should also rise from the bottom up. The best leaders create the conditions for everyone, not just executives or engineers, to contribute to how AI transforms their organization.
Chief AI Officer (CAIO)
The CAIO role is gaining momentum as companies move from experimentation to fully embedding AI as a strategic differentiator. This leader oversees AI governance, risk, value creation, and company-wide integration.
AI operators
Operationalizing AI is a complex, ongoing effort that requires more than a single visionary. Even with a strong AI leader, turning ideas into scalable, programmatic solutions demands dedicated ownership.
What makes a great AI operator
AI operators come from diverse backgrounds, both technical and non-technical, but share a common mindset. They are:
- Holistic systems thinkers
- Process- and user-oriented (like product managers)
- Experienced in project management or operations
- Skilled communicators and stakeholder managers
AI operators must drive adoption and change
The work doesn’t end once an automation goes live. The AI operator often leads Phase Five of the CRAFT Cycle—rollout and adoption.
Emerging models of AI operations
Depending on stage and resources, companies may embed AI operators within specific functions—similar to decentralized data teams.
- Sales teams are becoming more data-driven, using AI to streamline pipelines and boost efficiency.
- Marketing teams are merging previously siloed roles, enabling smaller teams to accomplish more with AI—forcing CMOs to become more hands-on as they scale the GTM AI stack.
AI implementers
The counterpart to AI operators, AI implementers are responsible for the technical aspects of building automations. “The AI implementor is more focused on making sure solutions work effectively whereas the AI operator is focused on making them easy to use.”
- Aptitude to technical problem-solving
- The ability to build solutions from requirement
- Up-to-date knowledge on the AI tool landscape.
Parting advice for CEOs on operationalizing AI effectively
As we cover in more depth in part one of this series, the challenge for founders and CEOs when operationalizing AI is not just buying or building the right tools and making the right hires, but also fostering a culture of experimentation, resilience, and trust that encourages employees’ active participation in AI initiatives.
- Focus on business-side workflows first: Enablement gains are often more significant in sales, marketing, and operations than in engineering.
- Encourage continuous re-adoption: Tools are improving rapidly, and teams shouldn’t abandon use cases just because of one failed attempt—or even several.
- Prioritize ROI by enablement then cost savings then productivity: To unlock the true value of AI, look for opportunities to unlock new capabilities, not just incremental efficiency.
| If you are a leader looking to help upskill your organization on how to operationalize AI and turn tasks into systems, reach out to Rachel Wood of Diviup at rachel@diviupagency.com. A special discount code of BESSEMER is available for Atlas readers who are interested in signing up to the AI Operator Bootcamp. |



