Entrepreneurs’ Top 10 Mistakes from Apple’s Former Chief

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Building a business is hard. Don’t make it harder for yourself by making these avoidable mistakes. Take it from Guy Kawasaki, Apple’s first Chief Evangelist, serial entrepreneur, and VC investor. He’s written 13 books on entrepreneurship, startups, and business. Below is an extraction of his...

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Article Summary

Building a business is hard. Don’t make it harder for yourself by making these avoidable mistakes. Take it from Guy Kawasaki, Apple’s first Chief Evangelist, serial entrepreneur, and VC investor. He’s written 13 books on entrepreneurship, startups, and business. Below is an extraction of his 10 tips from a talk at Silicon Valley’s Startup Grind. 1. Projecting based on the 1 percent How hard could...

Key Takeaways

  • This article explains 1. Projecting based on the 1 percent in simple medical language.
  • This article explains 2. Scaling too soon in simple medical language.
  • This article explains 3. Partnerships…why? in simple medical language.
  • This article explains 4. Treating pitches as silver bullets. in simple medical language.
Educational health guideWritten for patient understanding and clinical awareness.
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Emergency safety firstUrgent warning signs are highlighted below.

Seek urgent medical care if you notice

These warning signs are general safety guidance. Local emergency numbers and clinical judgment should always come first.

  • Severe symptoms, breathing difficulty, fainting, confusion, or rapidly worsening illness.
  • New weakness, severe pain, high fever, or symptoms after a serious injury.
  • Any symptom that feels urgent, unusual, or unsafe for the patient.
1

Emergency now

Use emergency care for severe, sudden, rapidly worsening, or life-threatening symptoms.

2

See a doctor

Book a professional medical evaluation if symptoms persist, worsen, recur often, affect daily activities, or occur in a high-risk patient.

3

Learn safely

Use this article to understand possible causes, tests, treatment options, prevention, and questions to ask your clinician.

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Definition

Building a business is hard. Don’t make it harder for yourself by making these avoidable mistakes. Take it from Guy Kawasaki, Apple’s first Chief Evangelist, serial entrepreneur, and VC investor. He’s written 13 books on entrepreneurship, startups, and business. Below is an extraction of his 10 tips from a talk at Silicon Valley’s Startup Grind.

1. Projecting based on the 1 percent

How hard could it be to get a little piece of the pie? Guy opens by talking about the entrepreneurs who project a huge market and figures that the conservative estimate is to capture 1%. Getting that first 1%, say one million, is no small number. Do you even have traction with your product? Also, no investor wants to hear you only have ambitions for 1% of the market. If your product is worth investing in, it should take significant market share.

Use a realistic projection funnel. Based on your traction and sales, do a more realistic prediction. Do a market feasibility test before prototyping. When you prototype, continually get feedback from your target customers and grow your customer base as you are refining your product. By the time you pitch, you will have real numbers to base your calculations on.

2. Scaling too soon

After raising money, entrepreneurs often put their capital into the wrong resources; they get multiple offices and hire in anticipation of sales to come. As Guy puts it, you have people in Bangalore waiting to provide great customer service to non-existent customers. Because re-hiring later when sales catch up seems inefficient, one isn’t willing to let go of that expanded team. However, your product will never ship on time and your sales will likely never meet your projections.

Don’t hire until you’ve shipped the product. Don’t hire in anticipation of growth. Also, the most stable thing to do is to grow a company based on sales revenue and pivot based on market demands. For example, the team of programmers who loved coding began by making Pandaform but then evolved into a web and mobile development agency that builds products in-house and for clients.

3. Partnerships…why?

If you have a strategic partnership that translates to opening your sales spreadsheet every day, keep it. Most partnerships are just a patch for a company’s shortcomings. Partnerships entail e-mails, meetings, plans, and distractions from selling a product and generating real revenue.

Only sales matter. Guy summarises sales as keeping your investors happy. A startup’s ultimate survival test is to make revenue. Make revenue and you have happy investors, employees, and (a bit more) peace of mind.

4. Treating pitches as silver bullets.

A good pitch may help you win a business plan contest and give a good impression. However, a prototype with real traction is the best way to convince an investor. Guy references bootstrapping to get your startup off the ground. He urges founders to use Rackspace and Amazon Web Services for hosting and social media for free marketing.

Prototypes are worth a thousand pitch decks. Build a basic prototype and make sales to demonstrate the product you are pitching has potential.

5. Slide overkill.

Despite all the great examples of pitch decks out there, you’ll always have the entrepreneurs who can’t help thinking they’re the exception. They’ll give you 60 slides with 8 pt font. It never works.

Go with the tried-and-true rule: 10-20-30. 10 slides, 20 minutes, 30-point font

How can your business model be in 10 slides and 20 minutes? Think of the limitation as a challenge to crystallize your idea. If your product is unique enough, it should be easy to convey in one sentence. Also, your slides are not your notes. If the pitch shows enough concrete numbers, an investor will follow up. Check out some of the most successful startup pitch decks online.

6. Making life serial.

Wouldn’t it be nice if life went step by step: prototype, raise money, hire awesome people, get sales, hack hockey stick growth, then have a spectacular exit?

Life doesn’t wait for step one to finish before starting the next. Realistically, an entrepreneur needs to be building that prototype, fundraising, recruiting top talent, making sales, and figuring out business strategy. The chicken and egg feeling will never go away. If you are growing, your next opportunity will always be that uncomfortable stretch.

7. Recognise that 51% is an illusion of control.

The moment you’ve taken outside money, you’ve lost control. Walked out of your last fundraising round with 51% of company ownership? As a founder, you are accountable to all your stakeholders. Your investors may not be that involved in running your business, but they can get 100% involved in voting with their feet. You need your investors behind you, and they get behind you when they think they will get $50 per $1 that they invested in you.

8. Using patents for protection.

Guy puts it succinctly: patents are for your parents. You’ll make them happy, and if you’re lucky, maybe the company acquiring you in the future will like it. That’s a big maybe.

Realistically patents do not bring you sales and if a larger company produces something similar, are you going to sue them? Are you going to spend all your investor money on litigation? Your investors probably wouldn’t want to take on Microsoft or Apple.

Market share is the best self-defense. Get over yourself. For every product that you come up with, someone else in the world has probably developed something similar. One of Oursky’s favorite in-house products is Files, which is similar to many other prototyping and wireframing tools out there. Companies like InVision got a market share. We didn’t. They didn’t steal our idea; most product managers and UX professionals wanted the same thing. Life moves on.

9. Thinking VCs add value (and trying to make friends).

Your investors are busy people. VCs and angels alike are looking at a dozen portfolio companies and maybe even running their own business on the side. Of course, they want you to succeed and will pick up the phone to connect you to the right person, but they won’t do much more.

Earn attention by performing. VCs think you may be a good investment and after closing the round, they’ll hover to see how you do. Your investors are much more likely to engage if they see you’re gaining traction and growing sales. Guy suggests you expect 2-3 hours from your investor. They’re not there as a buffer for your screw-ups. Guy summed it up as a Tindr world.

10. Hiring yourself.

He just gets it. From the moment you sit down for coffee, you two can go on and on for hours. You both have the same vision, concerns, working style, and, of course, a sense of humor. He fits the company culture. He’s hired. By the time you’re on your 10th team member, you’ve got a hundred blind spots and one big HR problem.

Fill the gaps with complementary people. Hire someone who is different from you and brings in a complementary perspective. Bringing in men, women, people of color, people with experience, and people with inexperience depending on where you are. You need a team that can make, sell, and collects your product. A systematic way to do so is to map out all the different hats you (and your early team members) are wearing. Figure out where each of you is weakest and where the company has the greatest need. Start scouting for someone to fill that gap, even before you’re ready to hire.

Doctor visit helper

Prepare before seeing a doctor

A simple rural-patient checklist to help you explain symptoms clearly, ask better questions, and avoid unsafe self-treatment.

Safety note: This is not a prescription or diagnosis. For severe symptoms, pregnancy danger signs, children with serious illness, chest pain, breathing difficulty, stroke-like weakness, or major injury, seek urgent care.

Which doctor may help?

Orthopedic doctor, rheumatologist, or physiotherapist depending on cause.

What to tell the doctor

  • Write which joints hurt, swelling, morning stiffness duration, fever, injury, and walking difficulty.
  • Bring X-ray, uric acid, ESR/CRP, rheumatoid factor, or previous reports if available.

Questions to ask

  • Is this injury, osteoarthritis, rheumatoid arthritis, gout, infection, or another cause?
  • Which exercises, supports, or lifestyle changes are safe?
  • Do I need blood tests or X-ray?

Tests to discuss

  • Joint examination and range of motion
  • X-ray when chronic arthritis or injury is suspected
  • ESR/CRP, uric acid, rheumatoid tests when inflammatory arthritis is suspected

Avoid these mistakes

  • Do not ignore hot swollen joint with fever.
  • Avoid repeated steroid injections/tablets without a clear diagnosis and follow-up.

Medicine safety and first-aid guide

This section is for patient education only. It does not replace a doctor, pharmacist, or emergency care.

Safe first steps

  • Rest, drink safe water, and observe symptoms carefully.
  • Keep a written note of symptoms, duration, temperature, medicines already taken, and allergy history.
  • Seek medical care quickly if symptoms are severe, worsening, or unusual for the patient.

OTC medicine safety

  • For mild pain or fever, ask a registered pharmacist or doctor before using common over-the-counter pain/fever medicines.
  • Do not combine multiple pain medicines without advice, especially if you have kidney disease, liver disease, stomach ulcer, asthma, pregnancy, or take blood thinners.
  • Do not give adult medicines to children unless a qualified clinician advises it.

Avoid these mistakes

  • Do not start antibiotics without a proper medical decision.
  • Do not use steroid tablets or injections casually for quick relief.
  • Do not delay emergency care because of home remedies.

Get urgent help if

  • Severe symptoms, confusion, fainting, breathing difficulty, chest pain, severe dehydration, or sudden weakness need urgent medical care.
Medicine names, dose, and timing must be decided by a qualified clinician or pharmacist after checking age, pregnancy, allergy, other diseases, and current medicines.

For rural patients and family caregivers

Patient health record and symptom diary

Write your symptoms, medicines already taken, test results, and questions before visiting a doctor. This note stays on your device unless you print or copy it.

Doctor to discuss: Doctor / qualified healthcare provider
Tests to discuss with doctor
  • Basic vital signs: temperature, pulse, blood pressure, oxygen level if needed
  • Relevant blood, urine, imaging, or specialist tests only after clinical assessment
Questions to ask
  • What is the most likely cause of my symptoms?
  • Which warning signs mean I should go to emergency care?
  • Which tests are really needed now?
  • Which medicines are safe for my age, pregnancy status, allergy, kidney/liver/stomach condition, and current medicines?

Emergency warning signs such as chest pain, severe breathing difficulty, sudden weakness, confusion, severe dehydration, major injury, or loss of bladder/bowel control need urgent medical care. Do not wait for online information.

Safe pathway to proper treatment

Care roadmap for: Entrepreneurs’ Top 10 Mistakes from Apple’s Former Chief

Use this simple roadmap to understand the next safe steps. It is educational and does not replace examination by a doctor.

Go to emergency care if you notice:
  • Severe or rapidly worsening symptoms
  • Breathing difficulty, chest pain, fainting, confusion, severe weakness, major injury, or severe dehydration
Doctor / service to discuss: Qualified healthcare provider; specialist depends on symptoms and examination.
  1. Step 1

    Check danger signs first

    If danger signs are present, seek emergency care and do not wait for online information.

  2. Step 2

    Record the symptom story

    Write when symptoms started, severity, medicines already taken, allergies, pregnancy status, and test results.

  3. Step 3

    Visit a qualified clinician

    A doctor, nurse, or qualified healthcare provider can examine you and decide which tests or treatment are needed.

  4. Step 4

    Do only useful tests

    Do tests after clinical assessment. Avoid unnecessary tests, random antibiotics, or repeated medicines without diagnosis.

  5. Step 5

    Follow up and return early if worse

    If symptoms worsen, new warning signs appear, or treatment is not helping, return for review quickly.

Rural patient practical tips
  • Take a written symptom diary and all previous prescriptions/test reports.
  • Do not hide medicines already taken, even herbal or over-the-counter medicines.
  • Ask which warning signs mean urgent referral to hospital.

This roadmap is for education. A real diagnosis and treatment plan requires history, examination, and clinical judgment.

RX Patient Help

Ask a health question safely

Write your symptom story. A health professional or site editor can review it before any answer is prepared. This box is not for emergency care.

Emergency first: Severe chest pain, breathing trouble, unconsciousness, stroke signs, severe injury, heavy bleeding, or rapidly worsening symptoms need urgent local medical care now.

Frequently Asked Questions

1. Projecting based on the 1 percent How hard could it be to get a little piece of the pie? Guy opens by talking about the entrepreneurs who project a huge market and figures that the conservative estimate is to capture 1%. Getting that first 1%, say one million, is no small number. Do you even have traction with your product? Also, no investor wants to hear you only have ambitions for 1% of the market. If your product is worth investing in, it should take significant market share. Use a realistic projection funnel. Based on your traction and sales, do a more realistic prediction. Do a market feasibility test before prototyping. When you prototype, continually get feedback from your target customers and grow your customer base as you are refining your product. By the time you pitch, you will have real numbers to base your calculations on. 2. Scaling too soon After raising money, entrepreneurs often put their capital into the wrong resources; they get multiple offices and hire in anticipation of sales to come. As Guy puts it, you have people in Bangalore waiting to provide great customer service to non-existent customers. Because re-hiring later when sales catch up seems inefficient, one isn’t willing to let go of that expanded team. However, your product will never ship on time and your sales will likely never meet your projections. Don’t hire until you’ve shipped the product. Don’t hire in anticipation of growth. Also, the most stable thing to do is to grow a company based on sales revenue and pivot based on market demands. For example, the team of programmers who loved coding began by making Pandaform but then evolved into a web and mobile development agency that builds products in-house and for clients. 3. Partnerships…why?

If you have a strategic partnership that translates to opening your sales spreadsheet every day, keep it. Most partnerships are just a patch for a company’s shortcomings. Partnerships entail e-mails, meetings, plans, and distractions from selling a product and generating real revenue. Only sales matter. Guy summarises sales as keeping your investors happy. A startup’s ultimate survival test is to make revenue. Make revenue and you have happy investors, employees, and (a bit more) peace of mind.

References

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