Collection

What's the question you keep Googling at 2am?

Plain answers for owners trying to understand what the next business move really requires. Answer first. Then what to check before the move gets expensive.

01

Live question

The owner names the question.

Raise capital, remove a founder, hire an operator, sell, expand, or choose the wrong kind of help.

02

First check

The answer names what to inspect.

The guide gives the direct answer, then points to the conditions that make the move right or wrong.

03

Deeper issue

The question turns into a business coaching issue.

When the question is really a symptom, the page routes into the right deeper page or a way to work together.

How to use this collection

Start with the question that is live in the business. The routes below catch the bigger topic first; the guide library after that is sorted by situation so the owner is not scanning one long list.

Guide library

Find the question by business situation.

The list is sorted by what the owner is trying to decide, not by publish date.

6 guides

Growth, sales, and customers.

Use these when the owner is trying to grow the business, increase revenue, get customers, or understand why growth is stuck.

9 guides

Owner dependence and operating drag.

Use these when every important move still needs the owner to approve, translate, or rescue it.

12 guides

Capital, cash, and exit.

Use these before funding, borrowing, valuation, acquisition, or sale decisions.

April 15, 2026

When to Raise Capital: The Four Conditions That Justify It.

Raise when you have a specific, high-confidence use for capital and cannot self-fund on the required timeline. Most of the usual reasons founders raise do not meet that standard.

April 1, 2026

Debt or Equity: How to Decide Between Them.

Debt keeps ownership intact and demands repayment. Equity absorbs downside at the cost of dilution and governance. How to pick the structure that matches the risk profile of your use of capital.

June 24, 2026

When Is Equity the Right Way to Fund Growth?

Use this when repayment would starve the business and the owner needs to price ownership, control, investor fit, and the downside case before taking equity.

June 24, 2026

How Much Equity Should You Give Up to Raise Capital?

Use this before accepting an equity raise. Test the use of money, ownership after the round, option pool, investor rights, next raise, and control cost.

June 24, 2026

Convertible Note vs SAFE vs Equity: Which Fits?

Compare bridge notes, SAFEs, and direct equity by valuation timing, conversion risk, future ownership, cash timing, and control before accepting capital.

June 24, 2026

Revenue-Based Financing vs Debt vs Equity: Which Fits?

Compare revenue share, fixed repayment, and ownership cost by cash timing, control, margin, and downside case before accepting capital.

June 24, 2026

What Do Debt Covenants Do to a Business Owner?

Use this before signing debt with conditions. Check reporting, ratios, owner pay, added debt, default triggers, personal guarantees, and cash timing.

June 24, 2026

When Does Debt Make Sense for a Business?

Use this before borrowing. Test the use of money, repayment timing, cash flow, slower collections, and the downside case before debt becomes a monthly claim on the business.

June 23, 2026

Should You Borrow Money When Revenue Is Up But Cash Is Tight?

Use this when revenue looks strong on paper but the bank account still feels thin. Separate payment timing, margin, delivery cost, and growth load before adding debt.

June 25, 2026

What To Do When Business Costs Rise Faster Than Prices

Use this when supplier, labor, delivery, or ad costs are outrunning prices. Inspect margin by offer, terms, scope, customer proof, and growth before reacting.

June 27, 2026

What To Check Before Expanding A Business

Use this before opening, hiring, leasing, entering a market, or adding capacity. Check demand, cash timing, team depth, supplier reality, and owner load.

June 25, 2026

How To Handle Supplier Risk In An Owner-Led Business

Use this when suppliers, delivery dates, inventory, or customer promises keep moving. Map critical inputs, single-source exposure, lead times, backup suppliers, and cash before reacting.

Supplier Risk

When Should You Add A Second Supplier?

Use this before adding backup suppliers. Check dependency, quality, terms, cash, team handling, and the first safe test before moving real volume.

December 3, 2025

How Do You Value a Private Company Before a Sale?

Private company valuation before a sale is a range, not a number. The methods, what drives the multiple, and why the founder's view and the buyer's view diverge.

October 8, 2025

Should I Refuse an Acquisition Offer?

When refusing an acquisition offer is the right call and when it is not. The structure questions that matter more than the headline price, and how to respond.

September 10, 2025

Exit Planning for Founders.

Exit planning is a three-to-five year operational program, not a transaction process. What acquirers actually pay for, how to prepare, and what most founders get wrong.

May 28, 2025

When Should You Sell Your Business?

Sell when the offer reflects a value the business is unlikely to exceed, or when ownership costs more than it returns. Exit timing, price evaluation, and what waiting costs.

9 guides

Partners, ownership, and control.

Use these when the question involves co-founders, equity, partnerships, ownership transfer, or control.

April 8, 2026

When to Remove a Co-Founder: The Four Threshold Conditions.

Co-founder removal is a negotiated exit, not a termination. The four threshold conditions that define when it is warranted, and the structural differences from a standard senior departure.

December 17, 2025

When Does a Partnership Become a Liability?

A business partnership becomes a liability when its cost exceeds its value. The four signals, the fixable-versus-structural business problem, and when exit is the only answer.

November 5, 2025

How Do You Protect Yourself in a Founder Dispute?

Protect yourself through documentation, equity mechanics, and governance rights in that order. What to do, what never to do, and the four resolution options.

October 29, 2025

What Happens When Co-Founders Disagree on Direction?

What co-founder directional disagreements actually produce. The four resolution paths, how to prevent escalation, and the governance structures that matter.

October 15, 2025

How Do You Transfer Ownership Without Losing Control?

How to separate economic rights from governance rights when transferring ownership. Share classes, voting structures, and mechanisms by transaction type.

July 16, 2025

Partnership Agreements That Hold.

Most partnership agreements are written to form a partnership. The ones that hold are written to end one cleanly. What a functional partnership agreement requires.

June 18, 2025

Ownership Structures Explained.

The ownership structure you choose determines what you can do later, with capital, with partners, and on exit. A direct explanation of business ownership structures.

May 21, 2025

How Should Equity Between Founders Be Structured?

Founder equity should reflect contribution and authority, not fairness. Why equal splits create governance problems, what vesting requires, and how structure shapes decisions.

May 7, 2025

Should I Buy Out My Co-Founder?

A co-founder buyout is right when the partnership has become an obstacle. The signs to act, how buyouts are structured, and what inaction actually costs the business.

7 guides

Leadership and governance.

Use these when growth depends on authority, senior people, boards, succession, or operating rules.

November 19, 2025

How Do You Build Leadership Authority Without Losing Control?

Control is not threatened by authority delegation. It is protected by deliberate authority design. The decisions to retain, the transfer mechanics, and visibility.

November 12, 2025

When Is a Board Seat a Risk?

A board seat grants formal governance authority over major decisions. The four configurations in which granting one becomes a liability, and what to negotiate instead.

October 22, 2025

When Does Growth Become a Governance Problem?

When scaling outpaces governance. The organizational signals that precede financial data and the governance investments that growth actually requires.

October 1, 2025

What Is a Succession Plan and When Do You Need One?

A succession plan is not a retirement document. It is an operational continuity requirement. What one includes, the threshold for needing one, and how to test it.

September 24, 2025

Should I Fire a Senior Leader?

Whether to fire a senior leader, the four conditions when the answer is yes, and why the cost of delay is cultural as much as operational. Business coaching first.

September 3, 2025

Hiring Senior Leaders Without Losing Control.

Why senior hires fail structurally, not because of the wrong person. How to define the role, structure authority at hire, and run the first 90 days.

June 11, 2025

Governance Basics for Growing Companies.

Business governance is not paperwork. It is the structure that determines who decides what, who is accountable, and what happens when things go wrong.

Sales, plateau, and cost pressure

Guides for the two newest Log issues.

Start with the current pressure: selling before ready, a growth plateau, or cost cuts under stress.

GuideHow to Start Selling Before You Feel ReadyFor owners polishing the offer while companies never hear it. GuideWhat to Do When Business Growth PlateausFor owners who need to test demand, delivery, and economics before reacting. GuideHow to Cut Costs Without Cutting the BusinessFor owners cutting costs without damaging output, trust, or sales motion.

Procrastination, planning, and BLAST

When delay has become the business problem.

Start with the symptom, then use the planning system, glossary term, or Decision Atlas page that matches the pressure.

KnowledgeHow to Stop Procrastinating Important Business DecisionsDo not try to become a different person. Make the next move small, make the consequence visible, and let reality grade one piece this week.KnowledgePlanning and Goal-Setting Systems for Business OwnersPlanning works when it names the failure point before choosing the tool. If the target is fuzzy, use SMART. If inputs are scattered, use GTD. If one avoided task controls the day, eat the frog. If attention is broken, use Pomodoro. If the calendar keeps getting stolen, use timeboxing. If a trigger keeps winning, use an implementation intention. If activity lost the outcome, use RPM. If the problem category is unclear, use BLAST first.KnowledgeHow to Break AI Planning LoopsAI does not create market data by reflecting your own prompt back with nicer headings. You need a smaller test outside the chat.KnowledgeTop 10 Reasons Businesses Fail and How to Test ThemBusinesses fail because the owner keeps protecting the habit that is killing the company. If the owner cannot delegate, discussion replaces action, or cash discipline is optional, the test is not whether the explanation sounds smart. The test is what breaks when reality touches it.KnowledgeHow to Chunk Work So You Actually ShipA useful chunk is small enough to finish, visible enough to prove, and connected enough to the outcome that it cannot become fake busy work.

Owner dependency

Move decisions out of the owner loop.

Use these when the business has capable people but ordinary decisions still return to the owner.

GuideStop the business depending on the ownerTransfer one recurring decision with a standard, boundary, exception rule, and proof. GuideWhen to hire an operatorHire an operator after the decision lane is ready, not just after the owner is tired. GuideFire the senior leader or fix the system?Separate person failure from a broken authority system before replacing the seat. ProblemCompany depends on meUse this when the owner dependency is the business problem, not one isolated decision. DefinitionOwner dependenceName the pattern before hiring, firing, or adding another tool.

Work with Stan

Use monthly coaching when the same business decision keeps returning.

If a guide names the issue, monthly coaching is where the owner works through the next move with the business, cash, team, offer, and execution in view.

See monthly coaching Work with Stan

AI business control

AI only helps after the business result is named.

GuideHow to tell if AI spend is producing business resultsFor owners checking result, owner, workflow, and stop rule before more spend.GuideChatGPT is not a business coachAI can organize the question. It cannot carry the owner consequence.GuideAI tools will not fix owner dependencyAI can speed up the queue. It cannot transfer authority the owner has not named.