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Issue #348: A Self-Funding Biz Playbook
Build Your Cash Flow Machine đźŹď¸Ź
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Welcome back fellow investopreneurs!
The Cashflow Machine Playbook:
How to Build a Business That Funds Itself
Most founders think they have a sales problem.
They don’t.
They have a cashflow problem.
I’ve seen it again and again: profitable founders running out of money while growing—often because the money that should be there is tied up in slow collections, bloated delivery costs, or poor pricing.
This is fixable.
And when you fix it, you don’t just stop the bleeding—you turn your business into what I call a Cashflow Machine.
Recently, I sat down with Chase Spenst, founder of GoodOperator.com, who has built and rebuilt these machines across private equity turnarounds, startups, and brick-and-mortar businesses. What he shared matches exactly what we teach inside Bootstrapper.ai’s Exit With Ownership system—and it’s worth breaking down as a practical playbook.
🚀 Get Early Access to Chase’s Cashflow Machine Template
In the episode, Chase walked through the exact Notion template he uses with clients to track metrics, control costs, and keep cashflow predictable.
We’re trying to convince him to release it—and you can get it before anyone else.
Join the Early Bird List now and be first to Download the full Notion workspace from the episode.
👉 — Spots are limited for the first release.
Early bird access to Chase's notion template?If enough people vote we'll convince Chase to share! |

What a “Cashflow Machine” Really Is (And How to Know If You Have One)
A Cashflow Machine is Exit Stage 3 readiness—a business that runs systematically, funds its own growth, and builds long-term equity without constant firefighting.
Am I there? Checklist:
✅ Profit margin ≥ 30%
âś… Recurring/repeatable sales engine in place
✅ Operating expenses ≤ 15% of revenue
âś… Owner-absent operations run smoothly for 30 days
If you can’t check all four, your cashflow machine isn’t fully built yet.
Step 1: Know Your Unit Economics (Or Fly Blind)
Your “unit” might be:
A client retainer
A single project
A subscription customer
A physical product sale
It’s not enough to know your bill rate minus contractor cost. You must factor in:
Non-billable time
Sales & marketing costs
Tools, software, admin
Your own time value as an owner
Bootstrapper.ai Profitability Score Targets:
Delivery Costs: ≤ 40% of revenue
Sales & Marketing: ≤ 15% of revenue
Overhead: ≤ 15% of revenue
Net Profit: ≥ 30% of revenue
Your Move: Pull your last 3 months of financials. Break out delivery, sales, and overhead as a % of total revenue. Whichever is over target becomes your single focus for the next month.
Case Study: Chase shared a client whose delivery costs crept to 58%. Just fixing that gap restored $100K/year in profit without adding a single sale.
Step 2: Fix the Cash Cycle
Being “profitable on paper” means nothing if your bank balance is empty.
Chase’s $18K project example nailed it:
Before: Slow invoicing and early contractor payments = $3.6K average cash balance (often negative).
After: Invoice immediately, collect in 14 days, pay contractors after collection = $15K average cash balance.
Bootstrapper.ai Cash Waterfall:
Map inflows & outflows by week for the next 90 days.
Spot cash crunches before they hit.
Delay outflows strategically.
Align payment terms with collection terms.
Use surplus to fund growth—not patch holes.
Your Move: Run a 90-day cashflow map today. If your average cash on hand is less than 2 months of expenses, you’re exposed.
Step 3: Price for Value, Not Effort
Raising prices by 10% on the right offer can boost profit by 25% without more sales.
Quick Math:
If your margin is 40%, a $100K revenue business makes $40K profit. Raise prices 10% to $110K revenue, keep costs the same, and your profit jumps to $50K—a 25% increase.
Your Move:
Identify your highest-value offer.
Raise its price 10%.
Track retention and close rates for 30 days.
Case Study: Chase worked with a manufacturer who switched from capital-heavy production to a licensing model. Margins doubled, and cashflow became predictable overnight.
Step 4: Cut Delivery Costs Without Starving Growth
Cost-cutting is easy. Strategic cost-cutting is rare. You can’t “save” your way to growth if your cuts kill delivery quality or sales momentum.
The goal is efficiency without erosion:
Audit labor capacity: If your team is 70% billable, you have 30% sitting idle or hidden in admin.
Eliminate “slop”: Scope creep, redo work, and untracked hours silently destroy margins.
Automate low-value tasks: Client onboarding, reporting, scheduling—these don’t need humans at full cost.
Outsource selectively: Pay for specialist output instead of full-time generalist overhead.
Redeploy savings into sales & retention: Every $1 saved should find its way into higher-ROI channels, not sit unused.
Your Move: Identify one recurring delivery process and ask: Can we eliminate, automate, or outsource this without hurting client results?
Step 5: Compound the Gains
This is where it gets fun. The small wins from each step stack into exponential results.
Example from a $1M/year business:
Reduce delivery cost from 48% → 40% = +$80K/year profit
Collect payments 14 days faster = +$60K/year cash buffer
Raise prices 10% = +$100K/year profit
Stacked: +$240K/year without adding a single new client.
Why this matters: Every $1 of additional annual profit can potentially add $3–$5 in exit valuation depending on your multiple. That $240K in extra profit? That’s $720K–$1.2M in additional valuation.
This is wedge equity in action—your valuation rises because you’ve improved profitable revenue while reducing operational risk.
Step 6: Run the Monthly Cashflow Machine Routine
The best operators aren’t chasing 12 priorities—they’re crushing one at a time, every month.
The Routine:
Track 3–4 key metrics (new customers, average customer value, delivery % of revenue, cash balance).
Review by the 10th of each month.
Identify the single biggest variance from target.
Build your next 4 weeks around fixing it.
Inside Exit Studio: We do this through Profit Sprints—weekly actions that remove, improve, delegate, or automate something tied to your monthly focus. The compounding effect over a year is massive: 12 targeted fixes = a fundamentally different business.
Your Move: Open your calendar right now. Block a 90-minute “finance focus” session for the 10th of every month. Make it non-negotiable.

Recap & Analysis: Who / What / When / Why / How
Who this is for:
Bootstrapped founders running profitable but cash-strapped businesses
Owners who want to self-fund growth without chasing VC or heavy debt
Leaders aiming to increase both cashflow and valuation
What it solves:
Slow or unpredictable cash cycles
Bloated delivery costs eating into margin
Pricing models that undervalue output
Businesses that grow in sales but shrink in profit
When to act:
If your average cash on hand is < 2 months of expenses
If delivery % of revenue is > 40%
If you haven’t raised prices in 12+ months
If your operations would collapse within 30 days of you stepping out
Why it matters:
Without a cashflow machine, every growth spurt feels like a cash crisis. With one, every dollar in profit today multiplies into more cash tomorrow and a higher exit value later. This isn’t about “cutting to survive”—it’s about structuring to thrive.
How to start:
Run the Unit Economics Test
Map your 90-day Cash Waterfall
Implement one pricing increase
Eliminate or automate one delivery process
Start the Monthly Cashflow Machine Routine
If you want the exact tools we use to implement this—including the Profitability Score calculator, Cash Waterfall template, and Profit Sprint tracker—you’ll find them inside Bootstrapper.ai.
Because the real goal isn’t to raise the most.
It’s to keep the most, build equity, and buy your freedom.