🤙 From Sticky Notes to Python

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Featured Job Listings

🏆 Top Picks of the Week (Hand-Picked, High-Impact Roles)

Role: Chief Operating Officer
Company: Asian Americans Advancing Justice – AAJC
Location: Washington, DC | Hybrid | Leadership
Why it’s great: This mission-driven leadership role focuses on operational excellence and strategic impact within a nationally recognized civil rights organization. You’ll shape long-term organizational growth while supporting communities on the frontlines of equity.
Apply here: Job Link

Recruiter Contact: Lisa Campbell-Thornton

Role: Director, Technical Program Management – Enterprise Platforms
Company: Capital One
Location: McLean, VA | Remote Eligible | [Leadership]
Why it’s great: Capital One is known for pushing the boundaries of digital banking. This role leads cross-functional delivery across enterprise platforms—ideal for a seasoned TPM ready to drive large-scale transformation at a Fortune 100.
Apply here: Job Link

Recruiter Contact: Alissa

Role: Head of Enterprise Risk Technology Program Management
Company: Citi
Location: Rutherford, NJ | [Leadership]
Why it’s great: A high-impact leadership role at the intersection of finance and technology. Lead complex portfolios in enterprise risk tech—critical infrastructure that underpins global banking compliance and security operations.
Apply here: Job Link

Recruiter Contact: Darrell Gordon

Role: Director, Global Program Management
Company: Pfizer
Location: Groton, CT | On-site | [Leadership]
Why it’s great: Join a world leader in health innovation to drive business tech strategy across global functions. This is a senior, cross-functional position shaping IT operations that directly support scientific advancement and commercial performance.
Apply here: Job Link

Recruiter Contact: Shakiba Shah | https://www.linkedin.com/in/raheelshah/

Learn AI in 5 minutes a day

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Bots Take the Wheel

🤖 Confluence-Based Knowledge Management Automation

Pain Point: Important decisions, retrospectives, and lessons learned often live in people's heads or scattered Slack threads & never make it to Confluence.

Solution: Use Jira Automation + Confluence Templates to generate structured pages automatically.

🔧 What It Does: When a Jira issue tagged as a milestone, decision, or retrospective is transitioned to “Done”:

• Jira Automation triggers a page creation in Confluence using smart values like:

{{issue.sumary}}, {{issue.assignee.displayName}}, {{issue.updated}}

• The page is based on a Confluence template (e.g., "Retrospective Template")

• It auto-titles the page:

{{issue.key}} - {{issue.summary}}

• Automatically links back to the Jira issue for traceability

• Stakeholders are notified via Confluence Watch or Slack integration

📅 Frequency: Event-based, triggered as needed by team activity

📎 Optional Add-ons:

• Use Confluence Labels to tag pages by program, type, sprint, or date

• Send a monthly digest using Confluence Automation + scheduled email reports

Visionary Voices 

📝 Sophia Zhao

In the world of AI investing, few voices are as sharply tuned to the future of applied intelligence as Sophia Zhao. A principal at Alumni Ventures, Zhao co-leads the firm’s AI-focused fund, backing early-stage startups building everything from foundational models to workflow-specific agents. With a technical background and investor instinct, she’s one of the emerging forces shaping how capital meets computation.

What makes Zhao stand out isn't just her investment thesis; it’s how clearly she articulates the real-world traction AI needs to generate. She’s spoken publicly about the importance of moving beyond “AI as hype” toward systems that drive measurable value, particularly in B2B, fintech, and SaaS infrastructure. That includes funding tools for data labeling, ML observability, and verticalized AI that plays nicely with enterprise workflows.

Beyond investing, Zhao’s writing is refreshingly tactical. In her recent profile celebrating women in AI, she discussed the importance of cross-functional thinking, urging technical founders to get fluent in product and go-to-market strategy early. It’s the kind of operator insight that delivery professionals, especially TPMs working in AI environments, can resonate with deeply.

If you’re in project delivery and wondering how to future-proof your role, following leaders like Zhao isn’t just smart, it’s essential. She represents the kind of systems-thinking VC the industry desperately needs: one who knows how to connect vision to viability.

✨ Weekly Recommendations

AI Test Case Generator - Converts Jira stories into detailed, actionable test cases (with IDs, steps, expected results) using LLM-based automation.

Why you should ask for more advice at work.

A must-watch primer on how delivery pros can solve complex problems by understanding feedback loops, dependencies, and organizational dynamics.

New academic paper on using fine-tuned LLMs for generating accurate requirements; a useful blueprint for automated spec‑writing tools.

Interview tips from TPMs at Google.

Start learning AI in 2025

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That’s why over 1M professionals read Superhuman AI to stay ahead.

• Get daily AI news, tools, and tutorials

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Professional Development

📚 Main Feature: Thinking Systems, Not Silos

As Delivery Professionals in AI-driven environments, we can’t just focus on individual code pipelines or deliverables; we need to think about systems. That means mapping dependencies, surfacing them in stakeholder forums, and ensuring the context feels shared, not hidden.

Why it matters

• AI projects are interconnected systems, not linear builds.

• Missing a dependency can derail timelines, budgets, and trust.

Tactics to level up your systems thinking

1. Visual dependency mapping: chart workstreams and data pipelines; refresh weekly in stakeholder readouts.

2. “Context drop” checkpoints: at transitions (e.g., dev → data-science), prompt teams to share what decisions triggered moves and why.

3. Cross-swimlane syncs: short weekly huddles with leads from each domain (e.g., infra, ML, UX)—not to report status but to air assumptions, conflicts, and blockers.

4. Boundary docs: Use Confluence or Notion to capture interface contracts like data formats, API specs, and SLA expectations. When these are visible, teams steer clear of mismatch and rework.

Pick one current project you’re managing. This week, map out all upstream and downstream dependencies using a tool like Miro or Whimsical. Then:

1. Schedule a 15-minute cross-functional sync with leads from engineering, product, and data.

2. Ask one question: “What assumptions are we each holding that could derail this?”

3. Document the answers in a shared Confluence or Notion page tagged to the sprint or milestone.

You don’t need a re-org to think in systems, you just need better visibility and braver questions.

Start with one thread, and you’ll be shocked at how quickly the whole fabric reveals itself.

How I can Help

Wanna chat IRL? Connect with me on LinkedIn and we can set up some time.

Free Career Guide Coming Soon!

I love feedback. If you have topics you want to see? Or thoughts or ideas on how to serve the community better, please hit reply. I read all emails.

Until next time,

The Business of Delivery

Quiet moves. Bold Careers.