A ChoiceLess Series

101 Ways: How NOT to Do Business

12 books. 1212 mistakes. Each book covers one domain. One mission: learn from what goes wrong before it costs you everything.

The Series

Nine jewels for Navaratri. Three more for Diwali.

12 books. 1212 mistakes. Each book covers one domain. Together, they cover the full lifecycle of a business. Paperbacks tentative by end of the year. View the full series on Amazon ↗

101 Ways: How NOT to Do Business book cover
Book 1 · Sep 4

101 Ways: How NOT to Do Business

The Entrepreneur's Guide to Avoiding Expensive Mistakes, Dangerous Myths and Uncomfortable Truths

101 entrepreneurial mistakes, myths, and misjudgments. The foundation book.

Ebook on Amazon →
From the book
01Start a business because you hate your job

Entrepreneurship isn't an escape from responsibility. It is an invitation to take on more of it.

02Start with the idea instead of the problem

Falling in love with an idea makes evidence inconvenient.

03Believe entrepreneurship means freedom

You may exchange one boss for 50 customers, employees, investors and suppliers.

04Copy someone else's success

Their business model may depend on circumstances you don't have.

101 Ways: How NOT to Work With Others in Business book cover
Book 2 · Sep 11

101 Ways: How NOT to Work With Others in Business

Mistakes Founders Make With Employees, Customers, Partners, Investors & Others

The mistakes that turn partners, co-founders, and clients into adversaries.

Ebook on Amazon →
From the book
12Mix friendship with business without clear roles

Warmth without structure is the fastest way to lose both the friend and the business.

13Assume verbal agreements are enough

If it isn't written down, it isn't agreed upon. Memory is the most unreliable contract.

14Avoid difficult conversations to keep the peace

Unspoken problems don't disappear. They become resentment, then rupture.

15Hire family without setting boundaries

Kinship doesn't equal competence. Without clear roles, you lose both.

101 Ways: How NOT to Market in Business book cover
Book 3 · Sep 14

101 Ways: How NOT to Market in Business

Don't Chase Attention. Become Worth Remembering.

Marketing without strategy is just noise. Stop spending on attention that doesn't convert.

Ebook on Amazon →
From the book
23Confuse followers with customers

Attention is not demand. A viral audience can be completely irrelevant to your business.

24Post without positioning

Content without a point of view becomes noise. Nobody shares "me too" content.

25Try to be everywhere

Distribution beats omnipresence. Pick two channels and dominate them.

26Chase virality

A viral audience can be completely irrelevant to your business. Relevance beats reach.

101 Ways: How NOT to Sell in Business book cover
Book 4 · Sep 18

101 Ways: How NOT to Sell in Business

Selling isn't a personality trait. It's a skill.

The mistakes that cost you deals and revenue.

Ebook on Amazon →
From the book
31Believe "a good product sells itself"

It doesn't. Without a sales engine, even the best product waits on word of mouth.

32Talk more than you listen

The customer should do most of the talking. You learn nothing while speaking.

33Pitch before diagnosing

You cannot prescribe before understanding the disease. Diagnosis comes first.

34Sell features instead of outcomes

Nobody buys a drill because they want a drill. They buy the hole.

101 Ways: How NOT to Use AI in Business book cover
Book 5 · Sep 25

101 Ways: How NOT to Use AI in Business

AI is everywhere. Using it badly is worse than not using it at all.

The AI mistakes that waste money, break workflows, and create false confidence.

Ebook on Amazon →
From the book
41Automate a broken process

First fix it. Then automate it. Automation at scale is just faster failure.

42Adopt every new AI tool because everyone else is

Tool sprawl is the new technical debt. Every tool needs maintenance, training, and integration.

43Assume AI replaces human judgment

AI is a force multiplier. It amplifies whatever you already are, good or bad.

44Ignore data privacy in AI adoption

Feeding customer data into third-party models without governance is a lawsuit waiting to happen.

101 Ways: How NOT to Build a Go-to-Market Engine book cover
Book 6 · Oct 2

101 Ways: How NOT to Build a GTM Engine

The Hard Work of Taking Your Product to Market

The GTM mistakes that kill momentum.

Ebook on Amazon →
From the book
51Scale before product-market fit

Growth magnifies problems. Pouring fuel on a fire you haven't controlled yet is strategy.

52Hire ahead of demand

Hope is not a hiring plan. Every headcount before revenue is a bet against your runway.

53Launch without a positioning statement

If you can't explain what you do and for whom in one sentence, the market won't figure it out for you.

54Confuse activity with progress

A busy launch week means nothing if the pipeline is empty by month two.

101 Ways: How NOT to Do Digital Marketing book cover
Book 7 · Oct 9

101 Ways: How NOT to Do Digital Marketing

The Mistakes That Make Your Business Invisible Online

The digital mistakes that burn budget without building pipeline.

Ebook on Amazon →
From the book
61Confuse followers with customers

Likes don't pay salaries. A large following with no pipeline is an expensive hobby.

62Post without a point of view

Content without conviction is wallpaper. Nobody stops to read generic advice.

63Change your message every week

Consistency creates memory. Inconsistency creates noise.

64Never measure against business outcomes

Vanity metrics are beautiful and useless. Tie every campaign to revenue or retention.

101 Ways: How NOT to Do Software book cover
Book 8 · Oct 16

101 Ways: How NOT to Do Software

Mistakes That Make Software Expensive, Fragile and Irrelevant

The mistakes that turn a product into a liability.

Ebook on Amazon →
From the book
71Build before validating

Technology makes it incredibly easy to build the wrong thing faster.

72Add features instead of fixing the core

Feature accumulation can hide product failure. A bloated product is a confused product.

73Treat technology as the moat

Technology gets copied. Relationships, trust, and execution are harder to replicate.

74Fall in love with your product

The moment you become emotionally attached, you stop listening to the market.

101 Ways: How NOT to Do Cybersecurity book cover
Book 9 · Oct 20 · Dussehra

101 Ways: How NOT to Do Cybersecurity

Mistakes That Put Your Business, Customers and Reputation at Risk

The security mistakes that expose your business, your data, and your customers.

Ebook on Amazon →
From the book
81Assume "we're too small to be a target"

Automated attacks don't check your revenue. They scan for vulnerabilities, not size.

82Ignore employee security training

Your weakest firewall is the person who clicks every link. Train them or pay for the breach.

83Skip regular security audits

Security is not a one-time setup. It's a practice. What worked last year may be exposed today.

84Rely only on passwords

A single compromised password can open your entire infrastructure. Multi-factor is not optional.

101 Ways: How NOT to Buy book cover
Book 10 · Oct 29

101 Ways: How NOT to Buy

Mistakes That Raise Costs, Create Risk and Weaken the Business

The procurement mistakes that inflate costs, create risk, and weaken the business.

Coming Oct 29
From the book
01Don't Buy Just Because You Have a Budget

Spending the remaining budget before it lapses — because unspent money feels like lost money.

02Don't Buy Before Defining the Problem

Choosing a product before writing down, in plain language, what outcome the business needs.

03Don't Buy a Solution Before Understanding the Cause

Treating symptoms with expensive products — buying monitoring for outages caused by bad deploys.

04Don't Buy What You Could Eliminate

Automating, outsourcing, or upgrading work that should simply stop — paying to do unnecessary things faster.

101 Ways: How NOT to Raise Funding book cover
Book 11 · Nov 6 · Dhanteras

101 Ways: How NOT to Raise Funding

Mistakes Founders Make When Raising Capital, Choosing Investors & Giving Away Their Company

Fundraising is not about convincing someone to give you money. It's about raising the right capital, from the right people, at the right time.

Coming Nov 6 · Dhanteras
From the book
01Don't Raise Money Just Because Someone Is Willing to Give It

An investor approaches you with a cheque and no prep from you. The money feels like validation. It rarely is.

02Don't Raise Before You Know What the Money Is For

Vague plans — hire people, grow faster — mean nothing to an investor. They have heard it before.

03Don't Confuse a Cash Shortage With a Funding Requirement

Running low on cash is not the same as needing external funding. Sometimes it means you are spending too much.

04Don't Raise More Than You Can Productively Deploy

Extra runway creates pressure to spend, grow, and scale before the business is ready.

101 Ways: How NOT to Invest book cover
Book 12 · Nov 8 · Diwali

101 Ways: How NOT to Invest

101 Mistakes People Make With Their Hard-Earned Money

Your money has only one job: to work for you. Your job is to make sure you do not send it to work somewhere you have not investigated.

Coming Nov 8 · Diwali
From the book
01Don't Invest Money You Cannot Afford to Lose

Capital at risk that, if lost, damages your ability to live, pay obligations, or recover financially.

02Don't Invest Your Emergency Money

Using money for job loss, medical crisis, or urgent repairs as investment capital — exposed when life throws a curveball.

03Don't Invest Money You Will Need Soon

Putting 1-2 year cash into volatile, illiquid assets — a downturn at the wrong moment turns a planned expense into a crisis.

04Don't Confuse Savings With Investment Capital

Bank-account money is savings with a different purpose, not uninvested capital waiting to be gambled.