How the work actually gets done.

The technical version. Long, opinionated, and full of cadences, artifacts, and tools I actually use. Skim if you're curious. Read it if you're seriously thinking about hiring me, it'll save us both a discovery call. (probably)

I work in two modes.

Most engagements are one or the other. Some, usually early-stage teams with a small leadership group, are both at once, which works because the two jobs share an underlying skill: figuring out what matters and then making it actually happen.

Mode A

Chief of Staff

Embedded in your leadership team. I run the operating system: cadence, decision flow, reporting, hiring loops, cross-team coordination, vendor management, and the unglamorous infrastructure that lets the rest of the org move fast without breaking.

The CEO's job gets easier. The next layer down stops drowning. The board update writes itself by Friday.

Mode B

Marketing Lead

The most senior marketing person on your team. I own positioning, messaging, the content engine, the funnel, the analytics stack, and any paid acquisition that makes sense. Brand systems get built. The launch ships on time.

You stop guessing what your category is. The pipeline starts having a shape. Posts stop sounding like an intern wrote them at 4pm.

The shape of an engagement.

Here's what the opening month tends to look like. Specifics vary, Chief of Staff work has more 1:1s, marketing work has more docs, but the shape holds.

week one

Listen, audit, and write what I see.

I talk to everyone who'll talk to me. Read every doc, deck, and dashboard. Look at six months of metrics. At the end of the week I write a "how I see it" memo, what's working, what's broken, what I'd change in 90 days, and what I'd leave alone. Honest, specific, and yours to push back on.

weeks two & three

Pick three things. Build the cadence.

We agree on the three things that matter over the engagement. Not ten. I install the operating cadence, weekly sync, monthly memo, decision log, reporting rhythm, and the tooling to support it. Tools are picked to match your stack, not mine.

week four onward

Ship the deliverable.

The work starts compounding. Decisions get logged, not re-litigated. The investor update writes itself. The marketing engine starts producing measurable output. By the end of month one, anyone looking from the outside should be able to feel the difference.

The CoS playbook.

Five workflows I run on basically every CoS engagement. Each one has a cadence, a tangible artifact, and a tooling default, though I'll match whatever you're already on.

i.

The operating cadence.

The drumbeat of the leadership team. Weekly sync with a real agenda (not "anything to discuss?"), monthly memo to the org or board, quarterly OKR planning that takes a half-day and not a two-week retreat. The cadence is the product.

Cadence
Weekly · Monthly · Quarterly
Artifacts
Sync agenda template · Monthly memo · OKR sheet
Default tools
Notion or Linear, Slack, Loom for async
ii.

Stakeholder & investor reporting.

Monthly investor updates that get read. Five-section format: highlights, metrics, asks, lowlights, what's next. KPI dashboard wired to live data so the numbers aren't pulled by hand. Board prep packages a week ahead, not the night before.

Cadence
Monthly memos · Quarterly board prep
Artifacts
Investor update template · KPI dashboard · Board pack
Default tools
Notion + Airtable, Sigma or Mode, Carta for cap
iii.

GTM coordination.

The seam between product, marketing, and sales. I write the sales↔marketing handoff doc, run launch readiness against a T-30/T-7/T-0 checklist, and close the loop from customer feedback back into the product roadmap. The launch ships when it's supposed to.

Cadence
Per launch · Weekly GTM standup
Artifacts
Handoff doc · Launch checklist · Feedback log
Default tools
Linear for launch tickets, Notion for the doc
iv.

Hiring loops.

Job descriptions that filter for the right candidates instead of describing the wrong ones. Interview loops with a take-home + a working session (not a six-round death march). Compensation benchmarked to data, not gut. An onboarding pack that means day-one hires aren't waiting on IT and a Notion login.

Cadence
Per role · Quarterly comp review
Artifacts
JD template · Loop scorecard · Onboarding pack
Default tools
Ashby or Greenhouse, Notion, Pave for comp data
v.

Decision logs & async ops.

The thing that prevents the same decision from being re-litigated three months later. Every meaningful call gets a decision doc: problem, options considered, decision, next steps, owner. Cross-team initiatives get a RACI. Postmortems happen without blame and produce one specific fix, not five vague "process improvements."

Cadence
Per decision · Post-incident
Artifacts
Decision doc · RACI · Postmortem template
Default tools
Notion or your wiki of choice, Loom for context

The marketing playbook.

Five workflows that I'd run on a marketing engagement. Same idea, cadence, artifact, tooling, but the work is upstream of demand, not downstream of operations.

i.

Positioning & messaging architecture.

Before any campaign runs, the words need to be true. Eight to twelve jobs-to-be-done interviews with customers and lost prospects. A positioning canvas in the April Dunford shape, alternatives, unique value, target. A messaging house: one-line, paragraph, three proof points. The voice + tone guide so the next thing anyone writes sounds like the same company.

Cadence
Front-loaded · Refreshed annually
Artifacts
JTBD synthesis · Positioning canvas · Messaging house
Default tools
Dovetail or Notion for synthesis, Figma for the canvas
ii.

GTM launches (T-30 → T+30).

Launches are a 60-day exercise, not a launch day. The first 30 days: PR list, briefing doc, early-access customers, social pre-roll, email sequence drafted. Launch day: comms calendar locked, embargo lifts, partners coordinated. Post-launch: retro, feedback loop, queue the next thing. The launch is the input, not the win.

Cadence
Per launch · 60-day window
Artifacts
Briefing doc · Comms calendar · Launch retro
Default tools
ClickUp or Notion for the plan, Figma for assets
iii.

The content engine.

Three content pillars (not ten) tied to positioning. A distribution-first cadence, write where the audience actually reads, not where it's most fun to publish. LinkedIn ghostwriting framework for founder content with a real point of view. Editorial calendar in ClickUp that's planned a month ahead and reviewed weekly.

Cadence
Weekly editorial sync · Monthly planning
Artifacts
Pillar doc · Editorial calendar · Distribution checklist
Default tools
ClickUp, Beehiiv for newsletter, Buffer for queueing
iv.

Paid acquisition + analytics.

Meta, Google, and LinkedIn ads, but only when the org has signal on what converts, because pouring spend on top of bad copy is just faster losing. GA4 + Microsoft Clarity + Meta Pixel installed cleanly. UTM hygiene actually enforced. Windsor.ai pulls everything into one place so we stop arguing about which dashboard is the real one.

Cadence
Weekly spend review · Monthly attribution check
Artifacts
Tracking plan · UTM convention · Unified dashboard
Default tools
GA4, MS Clarity, Meta + Google Ads, Windsor.ai
v.

Brand systems.

A brand book that covers color, type, voice, photo, and motion, not a 90-page PDF that nobody opens. A component library in Figma that ships into the actual product and site. Templates for deck, doc, social, and email so the team can produce on-brand work without me in the room. Assets indexed somewhere people can find them.

Cadence
Front-loaded · Quarterly audit
Artifacts
Brand book · Component library · Template pack
Default tools
Figma, Notion as the asset index

The stack.

I default to these. I'll switch to whatever you're already on, fighting a tool migration is a great way to spend three months not shipping.

Docs & ops

  • Notion most stuff
  • Linear when there's product
  • ClickUp marketing-heavy teams
  • Google Workspace
  • Loom async, always

Marketing

  • Figma + FigJam
  • Webflow / Framer
  • Beehiiv for newsletter
  • Klaviyo / Customer.io
  • Buffer for social queue

Data & analytics

  • GA4 + Microsoft Clarity
  • Meta Pixel + Google Ads
  • Windsor.ai unified pull
  • Sigma / Mode for dashboards
  • Airtable for relational ops data

Comms & signal

  • Slack
  • Fathom meeting notes
  • Dovetail for customer research
  • Postmark for transactional

People & hiring

  • Ashby / Greenhouse
  • Pave for comp benchmarking
  • Rippling / Gusto
  • Carta for cap table

AI & the rest

  • Claude obviously
  • Granola for live-meeting prep
  • Raycast
  • The Adobe suite when forced

A real week.

A week in a typical retainer. The shape varies, launches mess everything up, board meetings warp gravity for a couple of days, but most weeks look roughly like this.

Mondayset the week
Leadership sync at 10. I run the agenda, three things, not ten. Decisions from last week get logged. Afternoon goes to the weekly memo: what shipped, what slipped, what we're betting on this week. Sent out by EOD so nobody starts Tuesday confused.
Tuesdaydeep work
Calendar blocked. Whatever the biggest leverage point is this week, a positioning doc, a hiring loop redesign, a launch plan, gets the quiet morning. One async Loom in the afternoon to unblock somebody.
Wednesdaystakeholders
Stakeholder day. CEO 1:1, key team check-ins, vendor calls if there are any. The day exists so the rest of the week can be heads-down. End-of-day: 30 minutes triaging the inbox and Slack so it doesn't spill into Thursday.
Thursdaymarketing review
Marketing day. Content calendar reviewed for next two weeks. Ads dashboard opened. Newsletter draft locked. If we have a launch in the next 30 days, the launch checklist gets a once-over. Where a campaign needs a creative push, this is the day for it.
Fridayclose the loop
Friday closeout. Decision log updated. Monthly memo gets its weekly delta. Open loops either close, get a clear next step, or get killed. Last hour is for a retro with the leadership team, what went well, what didn't, one thing we'll change next week. Out before 6, ideally.

What I won't do.

Worth saying out loud so neither of us is surprised later.

×

40-slide strategy decks as the deliverable. The deliverable is the thing live and working. If a deck helps us decide along the way, fine, but the deck isn't the point.

×

"Discovery phases" longer than two weeks. Anyone who needs more than two weeks of paid observation before they can act is mostly stalling.

×

Hourly billing. It incentivizes the wrong things. Retainers and fixed-scope only.

×

Pretending to be senior in a domain I'm not. If you need a CFO, a designer, or an actual engineer, I'll tell you and point you to someone good.

×

Enterprise-procurement engagements. SOC 2 attestations, MSAs with eight redlines, and a pod of project managers between us isn't the model. That's a feature, not a bug.

×

Using AI to do the actual thinking. AI is a calculator. The judgment, the writing, the calls, those come from me. If anything you get from me feels generated, please tell me. I will be mortified.

Let's actually talk.

Tell me what you're building, where you're stuck, and which mode you're after. I'll tell you honestly if I can help.

Let's Chat! or find me on LinkedIn, that works too