The Operator
Ten years in ops. Turned expertise into a fractional seat and a retainer that pays like a second salary.
- Consulting retainer — 55%
- Fractional role — 35%
- Advisory intros — 10%
$10k/mo retainer + $7k/mo fractional role.
Get in — I'm going to show you how to build the income streams they never taught you how to build.
Built for first-time portfolio career builders. I went from one income stream to a $400K+/yr portfolio career, and I'm going to show you exactly how — with an AI co-pilot doing in minutes what used to take me months of trial and error.
Watch — 3 minutes
A portfolio career isn't stitching together DoorDash and a side hustle. It's building 2–3 income streams adjacent to the expertise you already have — consulting, digital products, equity, teaching — so a single boss, client, or bad quarter can't take you out.
The economy right now is brutal. Layoffs by the thousands, tenure shrinking, one HR portal deciding what your family's stability looks like. Most people are bracing. You don't have to be one of them.
This is about becoming the parent who says yes without doing math in her head first. The one who picks the school because it's right, not because it's what's left after the bills. The one with money moving into investments, not just covering what's due.
It's the difference between being resourced and being exposed. Between reacting to your life and actually building it. A second income stream isn't a safety net, it's the beginning of real security. Real optionality. The kind of life where a bad quarter is an inconvenience, not a crisis.
You're not trying to survive. You're trying to arrive.
This is how you get there.
Early in my career, I had one income stream and it terrified me. One boss, one review, one bad quarter away from everything shifting. Ambition wasn't the problem. Nobody had ever taught me how to actually build a second stream — price it, pitch it, land the first client. So I built the framework myself, used it to go from one income stream to a $400K+/yr portfolio career, and turned it into this training.
Eight shapes a monthly portfolio can take. Yours will be its own mix, the point is that it's designed, not accidental.
Ten years in ops. Turned expertise into a fractional seat and a retainer that pays like a second salary.
$10k/mo retainer + $7k/mo fractional role.
Full-time day job. A film photography print shop on the side. A podcast that pays in relationships, not dollars — yet.
Day job + $900/mo prints + a podcast that pays in rooms.
Licensed electrician by day. A small crew he subcontracts on weekends. A YouTube channel teaching apprentices the code the hard way.
$85k salary + $3k/mo side jobs + $1.2k/mo YouTube.
A coaching business as the anchor. Keynote fees when the calendar allows. A cookbook in the works because the story is bigger than the deck.
$12k/mo coaching + $2k speaker fee + $1.5k/mo cookbook.
Part-time role that keeps the benefits. A Substack that compounds every month. Brand deals when the fit is right.
$4k/mo brand deals + $500/mo Substack + part-time role.
Three 12-hour shifts at the hospital. A travel-nursing contract every other quarter. A paid coaching group for nurses prepping their NCLEX.
$95k base + $6k/mo travel stints + $3k/mo coaching.
Outpatient clinic four days a week. Cash-pay mobility sessions for weekend athletes. A digital course for new grads prepping the licensure exam.
$82k clinic salary + $3k/mo cash sessions + $2k/mo course.
CDL job with the union benefits she isn't giving up. An owner-operator side truck her cousin runs. A short course teaching new drivers how to pass the DOT.
$78k salary + $4k/mo truck + $2.5k/mo course.
Full-time role + a Substack that pays your rent + a quarterly consulting client? That's a stack. Inside, you'll design yours, with Claude helping you see combinations you wouldn't have thought to try.
The better school your child is unable to attend. The investment account you keep meaning to open. The home you're renting instead of buying. All of it is on the other side of the second stream — not someday. Starting now.
Start building your stack →A self-paced sprint for portfolio career beginners — designed to help you earn an extra $1–5K/month within the next 90 days.
Everything lives in a private Circle portal — the 60-minute masterclass, the workbook, the Claude AI prompts, and the 90-day roadmap. We partner with Claude to interview you and build custom income stacks around your specific experience and expertise. Not generic templates. Not a course that leaves you to figure out the hard part alone. AI does the heavy lifting on the parts that used to take weeks — surfacing your offer, naming it, writing your pitch, mapping your pricing — so your structure is defined in one day, and your roadmap is ready to execute by the time you close the laptop.
Your portfolio career defined in one day.
Four custom income stacks built from your experience. Options anyone?
AI-powered 90-day plan to start earning.
Watch the 60-minute masterclass, download the workbook, and open your Claude project files inside Circle. Everything you need lives in one place.
Use the 20-question Claude prompt to surface the skills, stories, and experiences you've stopped noticing. This becomes your About Me doc.
Claude ranks your top monetisable offers, archetype variants, prices, first buyer, and first move. No more guessing what to sell.
Mix anchor, skill, digital, and equity income until you find the combination that fits your life — not a generic template.
Follow the done-for-you sequence: first-move scripts, validation conversations, paired content moves, and failure-pattern guardrails.
The exact framework I used to build a $400K+/yr portfolio career — recorded and on-demand inside your private Circle portal. Watch it in one sitting, then revisit it whenever you need a reset.
A printable workbook that turns the method into your plan: skills inventory, offer stack, pricing floor, target mix, and your first 90 days of action.
Claude prompts for the About Me interview, Skills audit, offer naming, pitch writing, outreach scripts, and pricing. Paste, tweak, send. What used to take weeks now takes an afternoon.
A done-for-you sequence with decision points, demand-validation criteria, paired content moves, and failure-pattern guardrails — all built to get you paid within 90 days.

This isn't theory. I built The Income Stack from the same framework I use every day across my own income streams — and these are the receipts. Not someday. Not after years of grinding. Right now.

"I landed a $4,500 retainer three weeks after the workbook. I didn't even quit my job — I just stopped acting like it was the only thing paying me."
"The pricing floor exercise alone was worth the price. I doubled my consulting rate and nobody blinked. I was the only one who thought it was too much."
"I've bought every course. This one actually made me DO the thing. The 90-day roadmap turned 'someday' into a calendar."
"First paid Substack subscriber in week two. First $1K month in week nine. The stack isn't theory — it's a checklist."
"I'm an engineer. I hate 'personal brand' talk. This wasn't that. It was a business plan for someone with a job."
"The AI prompts saved me from staring at a blank page for weeks. I wrote my offer page in 40 minutes."
Names and details shared with permission. Results vary — because the whole point is a portfolio that looks like you.
Self-paced. Everything is recorded and lives in your private Circle portal. No live calls, no set schedule.
The 60-minute masterclass, the Stack workbook, copy-and-paste Claude AI prompts, and the 90-day roadmap — all inside Circle.
Recommended, but not required. The prompts work on free Claude. Pro makes the project setup and re-runs smoother.
No. This is designed to be built alongside what you already have — not instead of it.
That's exactly what the audit and Claude prompts are for. You have more to work with than you think — we help you see it and shape it.
No. See the sample stacks — an electrician, a nurse, a physical therapist, a CDL driver. This works for W2 employees in any field with real-world expertise.
The masterclass is 60 minutes. The roadmap runs 90 days at roughly 3–5 hours a week. Self-paced — go faster or slower.
Lifetime access to the Circle portal, including any updates to the materials.
Most people spend more on a single dinner out than on the skills that will change their next ten years. Pick the payment pace that works for you.
Two monthly payments. Instant access on payment one.
Get in — split pay →Self-paced materials only. No live calls or community access.

NYC native, entrepreneur, operating partner, and expert at betting on myself and YOU, again and again.
My daughter has been one of just a few Black students at her school for years now. I have watched her confidence quietly wrestle with that reality — the yearning to see more of herself in the spaces she occupies every day. Spaces that put her in rooms full of girls who look like her are not optional for us. They are necessary and WE, the adults, need that too.
Cancer is what forced me to build a portfolio career.
I was diagnosed in the middle of a career most people would call the dream — the title, the bonus, the calendar full of rooms I had fought to get into. And then a doctor said the word and every one of those things became optional in a way I could not un-see. One income stream. One employer. One HR portal deciding what my treatment, my time, and my daughter's life were going to look like. That was the moment I understood — in my body, not just my spreadsheet — that a single paycheck is not a plan. It is a bet.
So while I was healing, I started stacking. Consulting on the side. An advisory seat. Writing. A community. Not hustle for hustle's sake — life-proofing. Because the next hard thing is coming for all of us, and I was never going to be caught with only one door again.
"The Stack is the dinner table we were never invited to. Now we are hosting it.
I am a public school mom raising a private school daughter. I have navigated Blackstone boardrooms, billion dollar exits, built and sold my own 7-figure business, private school admissions, cancer, co-parenting, and a $400K/yr portfolio career — all without a playbook. What I know is that the knowledge gap is real. And it is not a personal failing. It is a structural one.
So I built the playbook. Now I'm handing it to you.
— Yliana Guzman
Instant access to the masterclass, workbook, prompt library, and the 90-day roadmap — all inside your private portal.
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