Smartly Remote

(UPDATED 2020-07-2020)

The following list of notes, links, and resources complement the Hang Out A Shingle – Starting Your Cybersecurity Company webinar featuring Daniel Ayala and Douglas Brush which can be found on the Denver ISSA YouTube channel

https://youtu.be/l7UnEGbHx78

While we titled the talk as a focus on cyber and information security, there are some fundamental resources you should work through when considering a start-up or entrepreneurial endeavor. 

Why am I starting a business?

20 Right and Wrong Reasons to Start Your Own Business

SWOT Analysis: SWOT analysis is a strategic planning technique used to help a person or organization identify strengths, weaknesses, opportunities, and threats related to business competition or project planning.

• 14 Free Templates 

Addressing Business Skills

Leaders vs. mangers: Leaders have people who follow them; managers have people who work for them. Leadership tends to be more strategic (e.g., looking at the horizon), and managers tend to be more tactical (e.g., looking down).

• Management Vs. Leadership: Five Ways They Are Different

The Entrepreneur Myth (“E-Myth” by Michael Gerber)

“If your business depends on you, you don’t own a business—you have a job. And it’s the worst job in the world because you’re working for a lunatic!”

• E-Myth Revisited YouTube summary
• Difference Between Manager and Engineer

Business Plans

Mission Statement

Answer the question: “How will I know when I have succeeded?” 

If I Read One More Platitude-Filled Mission Statement, I’ll Scream

Writing Your Plan

• SBA.gov – Write Your Business Plan (great traditional vs. lean examples)
• Business plan worksheet
• LivePlan/Business Plan Pro

Paying Yourself

• Most Startup Founders Pay Themselves This Totally Reasonable Salary
• Paying Yourself: From Startup and Beyond

Metrics & Finance

• The Seven Startup Metrics You Must Track
• Business Planning Calculators
• What Is EBITDA Margin?
• What Is Gross Margin?
• Profits vs. Earnings: What’s the Difference?
• The Difference Between an Operating Expense vs. a Capital Expense
• What Is the 80-20 Rule?

Corporate Structures

Choosing a Corporate Structure

• Choose a Business Structure
• Which Corporate Structures Do Investors Prefer?

LLC

LLCs have become an easy and efficient way to start many companies. There are pluses and minus to this structure, but it is something that most people can file themselves. For LLC registrations, you perform a name check, submit articles of organization, pay a fee, and you are off to the races. 

• Directory of Secretary of State Offices and Websites

After the LLC is formed, you can and may have to get an Employment Identification Number (“EIN”) from the Federal IRS.

• Do You Need a New EIN?
• Does an LLC Need an EIN?
• About Form SS-4, Application for Employer Identification Number (EIN)

Planning, Strategy & Marketing

Lean Business Planning

• Fundamentals of Lean Business Planning
• Lean Business Planning for Better Management
• Methodology – The Lean Startup (MVP, Build-Measure-Learn)

Enterprise Operating System (EOS) & Traction

• EOS Worldwide

Growth

• Kevin Kelly – 1000 True Fans
• 5 Methods of Identifying Early Adopters
• The Right and Wrong Ways to Identify Early Adopters for Your B2B Startup
• ‘Category of one’ is a choice – Either be the best in a category or define a new category and be the best in that.
• Why It Pays to Be a Category Creator
• The Best Companies Define and Own Their Category–Here’s How You Can Too 
• Marc Andreessen has two words of advice for startups: Raise prices. (Too Hungry to Eat)
• Grow fast or die slow: The role of profitability in sustainable growth
• The Stoic Art of Negative Visualization

Marketing

The best tip we can provide: Give to get. Don’t go for vanity metrics like site visits, likes, impressions. Build evergreen content on blogs, podcasts, YouTube, webcasts, etc., which contribute something meaningful to your die-hard early adopters (see 1000 True Fans).

Solve problems and then socialize them via Facebook, Twitter, LinkedIn, Reddit, or wherever your 1000 die-hards “waterhole.” They will then, in turn, promote you. This gives you the most stickiness to your early customer base. Additionally, this material can be repurposed and referenced over and over again due to its contributing value (hence “evergreen”). 

Focus on evergreen content development first to build your brand. Then focus on other industry contributions such as speaking engagements, free tools/software, etc., keep giving to get.

A start-up marketing strategy should cost time more than dollars. When you are ready, you can then build marketing strategies where you can spend money on ad-words, inbound campaigns, press releases, and conferences. Don’t burn these dollars until you have a brand built on reputation. This is the single biggest pitfall start-ups make.

• The Beginner’s Guide to Evergreen Content
• Social Media Marketing: How to Create Content That Sustains a Career | Tim Ferriss

Financing

• The Basics of Financing a Business
• Bootstrapping
• Angel Investor
• Series A, B, C Funding: How It Works
• Raising Venture Capital – LinkedIn Learning with Bret Feld

Board of Directors

• When to Set Up a Board of Directors for Your Startup (and What It Should Look Like)

Advisors

Advisors are a great way to gain insight and expertise. Generally, these advisors are “paid” in preferred stock or a position in the new company. This is an excellent way to fill gaps in your knowledge or network with relatively low costs. However, it is essential that the advisor relationship is well-vetted (legally and financially), and there are clear expectations and milestones for all parties. If you are name dropping headshots for your website to build our advisor “About Us” page, you are doing it wrong. Make the relationship transparent, accountable, and tied to measurable KPIs.

Additionally, your advisors need to call you out on your BS. You don’t want an echo chamber. For useful insight on how to surround yourself with advisors, Google “how President Lincoln built his cabinet by filling it with his rivals.” Avoid your cognitive biases as much as you possibly can. 

• 7 Tactics to Get the Most Out of Your Startup’s Advisors
• How to Attract the Best Advisors For Building Your Startup

When to Exit (Bye Felicia)

• Business Exit Strategy
• Exit Strategies for Your Business
• 8 Business Exit Strategies for You to Consider

Pitfalls

Imposter Syndrome

• How I Beat Back Imposter Syndrome and Became a Better Entrepreneur
• Learning to Deal With the Impostor Syndrome

Biases – Sunk Cost Fallacy (aka Gambler’s Dilemma)

• What Is the Sunk Cost Dilemma?
• Stop Doubling Down on Your Failing Strategy

Biases – Bike Shedding

• Parkinson’s law of triviality (bike shedding)
• Bike shedding and the Law of Triviality: Why People Focus on Minor Issues

Biases – Confirmation

• What Is Confirmation Bias?
• Confirmation Bias – Harvard Business School Online

The Taxman Cometh

Note/disclaimer: Get competent tax and legal advice early in your start-up process. This is an overall guide, but not in any means meant to be tax or legal advice. Google ‘till your fingers hurt, take notes, then talk to a licensed professional. Missteps on taxes can really cut into your operating costs when you suddenly have to pay taxes + fines + interest because of a misfiled or overlooked form. Calculate professional service fees into your start-up costs as they are far less than the burden of a mistake which can cost far more, hurt your credit, and incur legal fees if you do not do things the right way.

Final note: learn sales tax regulations. This is a messy area, even for the most seasoned business owner and tax preparer. Services and products are taxed differently per state, per county, per city (fun!!!), and a mistake here can result in hefty fines and loss of a sales tax certificate, essentially shutting down your business. 

Also, recognize that bookkeeping and tax preparation (accounting) are two sides of the same coin that do not fully equate to each other. Bookkeeping is there for you to have the tactical insight into your cash flow and does not always relate to a line item on a tax schedule. Additionally, depending on your corporate structure, not every dollar is yours or the company’s depending on how the funds are reinvested, the number of shareholders, and how your specific structure and business needs calculate profits and losses. 

• 24 Pesky Tax Filing Mistakes That Cost Small Business Owners – This is the best aggregate of all the little mistakes you can make. Take each one and pivot to more in-depth research.

Resources

Take all of these with a grain of salt. These are here for reference purposes and do not constitute an endorsement, or legal, tax, or business advice. Your mileage WILL vary. Do your research, ask questions, and compare alternatives.

However, avoid analysis paralysis. Create rubrics that allow you to evaluate selections with weighted ratings to prevent bias.

Legal

• LegalZoom
• Rocket Lawyer
• Law Trades
• Law Depot

Bookkeeping/Accounting

Some will also offer payroll services. You also MUST know the difference between W2 employees and W9 contractors!

• Bench
• QuickBooks Live
• Bookkeeper.com
• Zip Books
• FreshBooks

Insurance

First, understand the various coverages you might need for you and your business from cyber, E&O, general liability, business interruption, disability (short and long term), workers’ compensation, health, etc. Then, work your network to find brokers. Brokers work for you at no charge to you. They are incentivized to place you with the best coverages which will renew year after year, even if you have claims (a.k.a. retention). They often have a lot of material they can send you, which will help you in the underwriting process and can answer a lot of questions about what you need. 

• The 9 Types of Small Business Insurance Coverage You Need

Cloud Tech – Desktop Apps (SaaS)

• Microsoft Office 365 
• Google G Suite 
• G Suite vs. Office 365: What’s the best office suite for business?

Cloud Tech – Infrastructure (IaaS)

• Microsoft Azure
• Amazon AWS
• Google Compute Engine

Co-working Spaces

• A Complete Guide to Coworking Spaces
• The Beginner’s Guide to Coworking
• Coworker
• Breather
• Regus
• WeWork

Business Accelerators

• What is a Business Accelerator — And How Does It Differ from an Incubator?
• How Startup Accelerators Work
• Tech Stars
• Boomtown Accelerators
• Dreamit
• 500 Startups
• Y Combinator

Virtual Assistants

• What Is a Virtual Assistant?
• Here’s Why You Need to Hire a Virtual Assistant
• Do These 3 Things Before Hiring a Virtual Assistant
• How to E-mail Virtual Assistants (or Any Assistants): Proven Templates

Advisors/Mentors

• 4 Key Qualities to Look for in a Small Business Advisor
• A Complete Guide to Startup Advisors and Mentors
• MentorCore
• SCORE
• Founders Network
• Founder2Be
• FounderDating
• Indie Hacker

Start-Up Schools

• Startup Weekend
• Y Combinator

Networking and Speaking

1 Million Cups

1 Million Cups (1MC) is based on the notion that great ideas are discussed over a million cups of coffee. 1MC is not a pitch platform, nor is it a networking event. It’s simply a chance for 1-2 presenting entrepreneurs to tap into the knowledge and experience of the local community in a focused and encouraging environment.

Toastmasters

Toastmasters International is a non-profit educational organization that teaches public speaking and leadership skills through a worldwide network of clubs.

Meet-Up

Meet-up is a bit of a catch-all for various networking and meet-up groups. Spend some time looking for events in your area that match your business need. If you can’t find something, start one! This has been a very effective free growth strategy to promote yourself as an influencer and community leader.

Blogs/Vlogs

• Y Combinator
• Tim Ferriss
• The Best Blogs For Entrepreneurs You Should be Reading Great aggerate of several we recommend!

Start-up Podcasts

• Cyber Security Interviews – There are a ton of founders in cyber featured on this podcast, many who have had epic exists (See: #57 w/ Ron Gula)
• Startup School by Y Combinator – Hands down, one of the best free tools to provide insight to entrepreneurship and start-ups. It is basically a free MBA start-up class from Stanford Business School. We would actually pay for this if it wasn’t already free!
• Seth Godin’s Startup School
• Founders
• Top 20 Podcasts for Startup Founders

Business Books

Reading is fundamental. These are books we found critical in our successes (I recommend reading in the order listed as they build on each other and have a compound effect. – Doug). Some of these are tactical and actionable, and others develop a mindset. This is not an exhaustive list, so find what works for you to build a vision, processes to support that vision, and a way to then step away from the business as fast as possible. You want to build towards simplicity and automation. Process flow your operation. Eliminate yourself from every box in the flow where the “factory” stops because you are personally needed to make a decision. 

Success is a business that can run itself and you are not essential to operations.

“I try to invest in businesses that are so wonderful that an idiot can run them. Because sooner or later, one will.”

Warren Buffett

Tooltip! Check out Readwise –  It’s a bit of a productivity hack as well.

Readwise fixes this using a scientific process called Spaced Repetition. We surface your best highlights back to you at the right times, and let you review them every day with the daily email and app.

This application will send you your highlights in books you read on Kindle (honestly, the best way to read the books recommended so you can highlight and search later). Audiobooks and summary services (see below) won’t work with Readwise, obviously.

• Start with Why: How Great Leaders Inspire Everyone to Take Action
• Essentialism: The Disciplined Pursuit of Less
• The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers
• High Output Management
• The E-Myth Revisited: Why Most Small Businesses Don’t Work and What to Do About It
• The Lean Startup: How Today’s Entrepreneurs Use Continuous Innovation to Create Radically Successful Businesses
• Traction: Get a Grip on Your Business
• The Effective Executive: The Definitive Guide to Getting the Right Things Done
• Getting Things Done: The Art of Stress-Free Productivity
• First, Break All the Rules: What the World’s Greatest Managers Do Differently

Time Management and Efficiency Resources

Time is your most valuable commodity and asset. Don’t you (or let others) waste it. 

You cannot earn or manufacture more time.

“People think focus means saying yes to the thing you’ve got to focus on. But that’s not what it means at all. It means saying no to the hundred other good ideas that there are. You have to pick carefully. I’m actually as proud of the things we haven’t done as the things I have done. Innovation is saying no to 1,000 things.”

Steve Jobs

• Inbox Zero – Inbox Zero is a rigorous approach to email management aimed at keeping the inbox empty — or almost empty — at all times. 
• Asian Efficiency: Time Management and Productivity
• Multitasking: Switching costs
• The True Cost of Multi-Tasking – You could be losing up to 40% of your productivity

Time Management – What gets measured, gets managed. How much of your time is being dedicated to specific tasks? What if you could measure what you do and adjust to get the most out of each hour (time arbitrage: not every hour of the day, has the same value or output, for different tasks). 

• RescueTime

• TimeFlip
• Timeular
• Turn Off Your Push Notifications. All of Them
  

Productivity “Hacks”

The Art and Science of Learning Anything Faster

“If effectiveness is doing the right things, efficiency is doing things right.” 

Tim Ferriss

Content Summary Services – Cliff/Spark notes for business books. We are not going to lie, so many of the books we read and recommend can be trimmed down, but then they probably wouldn’t sell as books. Advantages are you get the essence of most. The disadvantage could be knowledge retention. Some of these also have audio synopses.

• GetAbstract: Compressed Knowledge (this covers more than just books!)
• Instaread
• Blinkist
• Summary

Speed-up play on YouTube videos, audiobooks, and podcasts

• How to Speed Through YouTube Videos, Podcasts, Audiobooks, and Even Netflix

Audiobooks – Audio books are great ways to digest many of the books recommended, particularly if you commute or travel (ditch the news and drive time radio. Feed your brain instead). Additionally, with Amazon and Audible, many audio books come included with the subscription service.

• Audible Membership

Inspirational

“You can fail at what you don’t want, so you might as well take a chance on doing what you love.”

Jim Carrey

A few choice inspirational videos on life and business

• Simon Sinek: How great leaders inspire action
• Steve Jobs’ 2005 Stanford Commencement Address (with intro by President John Hennessy)
• Top 10 Mistakes Made by Entrepreneurs
• Bill Gates and Warren Buffett on Charlie Rose (Note how Warren manages his calendar!)

“I can buy anything I want basically but I can’t buy time.” 

Warren Buffett

• Radical Candor — The Surprising Secret to Being a Good Boss | First Round Review
• Why you will fail to have a great career | Larry Smith
• Neil Gaiman – Inspirational Commencement Speech at the University of the Arts 2012