The Curriculum
The program is deliberately sequenced: managers start with who they are as a leader, build the core operating skills, navigate the human complexity of managing people, and finish with two modules on AI leadership before integrating everything into the Personal Leadership Roadmap they own and act on.
The focus of every module is the same: how managers operate day-to-day with their actual team. Not just theory.
Weekly Modules
Module 1: Identity & Team Mission
Know who you are as a leader, and what your team exists to do.
Define your leadership identity and the mindset shift from individual contributor to manager. Build the team's mission and the value it creates for the organization.
Module 2: Goal Setting, Metrics, & Business Acumen
Set goals that drive real outcomes, and connect your team's work to the business.
Set meaningful goals aligned with real engineering work. Use metrics responsibly, connect technical decisions to business outcomes, and communicate them clearly.
Module 3: Communication, Conflict, & Cross-Functional Leadership
Communicate with clarity in every direction, and lead credibly beyond your own team.
Run productive 1:1s, deliver clear executive updates, resolve conflict with confidence, and represent the team credibly across the organization.
Module 4: Personal & Team Accountability
Build the habits and systems that make you and your team reliably follow through.
Build reliable follow-through and hold teams accountable without micromanaging. Design a weekly leadership cadence that creates predictability.
Module 5: Delegation & Trust-Building
Build a team you can trust, and delegate in a way that develops your people.
Delegate based on readiness, build genuine trust, and develop the team members who will carry more responsibility over time.
Module 6: Hiring & Shaping Your Team
You are the hiring process. Build it like one.
Design screening questions that surface real capability, adapt skills verification for AI-augmented environments, and distinguish between AI-assisted output and independent performance. Build a hiring process that consistently produces the team you actually want.
Module 7: Driving Execution & Cross-Functional Delivery
Keep delivery moving across your team and across every dependency.
Maintain delivery momentum, detect blockers early, escalate appropriately, and coordinate across teams without losing ownership.
Module 8: Performance & Growth
Have the conversations that matter most, for the people who need them most.
Sustain high performance without sacrificing team health or your own. Give meaningful feedback that leads to growth, address performance issues directly, and recognize burnout signals before they become crises.
Module 9: AI Governance & Team Policy
Lead your team through the AI transition, before someone else sets the terms for you.
Assess AI risks in team workflows. Set proactive AI norms before policy forces the issue. Draft a team AI policy and defend a clear point of view.
Module 10: AI Integration & Drift Detection
Decide where AI belongs on your team, and build the habit of knowing when it's slipping.
Decide where AI belongs in the team's work and where it doesn't. Document the autonomy level for each AI-assisted task and build the habit of noticing when quality, ownership, or skill is slipping before the cost shows up downstream.
Module 11: Building Your Personal Leadership Roadmap
Bring it all together into a clear, sustainable system for who you are becoming as a leader.
Integrate all program skills into a Personal Leadership Roadmap. Build the habits and operating rhythm that sustain great leadership over the long haul.
Weekly Modules: 90 Minutes, Live Virtual Sessions
60 minutes of interactive instruction and discussion
30 minutes of optional Q&A to allow participants to address specific questions or scenarios together
Included With The Program
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1:1 Coaching Sessions
Two one-hour of private coaching with Jonathan, scheduled at the point in the program most useful for each participant
Additional sessions available for purchase
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Between Sessions
Curated learning from management books, articles, and videos
Personal writing assignment to promote reflection, not graded or submitted, just yours
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Attendee Takeaways
A Personal Leadership Roadmap built across the program and presented in the final session, designed to be revisited and updated as the manager's leadership evolves
After the Program
The cohort experience ends at Module 11. The development does not.
In the three months following the program, your cohort stays together for six group sessions. Each session works directly from your Personal Leadership Roadmap, the real situations you are navigating, the friction you are encountering, and the adjustments your plan requires. This is not open-ended support. It is deliberate continuation with people who know exactly where you started.
This is where the Roadmap meets reality. The skills get tested. The habits either stick or they get refined. It is also where the real work on AI leadership continues, because the pace of change in how teams actually use these tools is moving faster than any program can fully anticipate. Modules 9 and 10 build the foundation, but the post-program sessions are where that foundation gets stress-tested against what is actually happening in your organization right now.
Included after completion:
Three months of post-program group coaching (6 sessions, your cohort stays together)
Lifetime access to all session recordings and course materials
Alumni rates available for continued work with Jonathan
What comes next:
For participants who want continued development beyond the post-program period, Software Leadership Advisory provides ongoing 1:1 work focused on the leader's situation. Reach out directly to discuss what makes sense for where you are.