13 Strategies for Becoming a Successful Freelancer: Strategies Seven and Eight

by Tim WhiteBusiness & FinanceFeb 24, 2022

This blog post is the fifth in a series of eight adapted from a talk given at TOS-Con 2021. Learn more about TOS-Con here.

Craft Your Elevator Pitch

Many career coaches and professionals have a lot of different things to say about how you should build and deliver your elevator pitch, which is basically a brief sales pitch that you can deliver during an elevator ride with a potential client.

Of all the thoughts and suggestions I’ve heard on this topic, I’ve found Michael Zipursky’s the most helpful. Zipursky is a well-known consulting coach who offers a lot of valuable advice. He suggests formatting your elevator pitch this way:

“I help [a specific kind of client] to [do a specific thing] so that [they can achieve a specific goal]. Over the past [period of time], I’ve used [a specific process or strategy] to [achieve a specific result] in [a specific period of time].”

To make this format clearer, here’s the elevator pitch I use for the writing coaching side of my business:

I find aspiring writers who are serious and disciplined, and I help them practice the fundamental tenets of clear, persuasive writing so that they can stand out in a marketplace saturated with mediocre writers. Over the past eight years, I’ve used a proven six-week system to help more than 150 writers triple their income within six months.

This format works because it gives your prospective client a crystal-clear image of exactly what you can do for them—and they can receive that information in thirty seconds or less.

The pitching process varies widely by industry. Crash.co has some great general advice about how to pitch yourself to clients.

Get It in Writing

Every time! Draft a work agreement and customize it as needed for each client. Once you’ve got a client on board, do no work without a written agreement that clearly outlines the scope of work, due dates, pay, and other important policies. There are many pre-written work agreements for freelancers available online; these make good starting points. If your work is especially complicated or prone to litigation, pay a contract lawyer a few hundred bucks to write one for you.

In the next installment of this series, I’ll cover the 70/30 principle and the value of underpromising and over-delivering.

On Solid Ground

On Solid Ground is the hub for content from OSI fellows and affiliates, along with announcements about OSI’s programs and events. Here, you’ll find links to our team’s articles, videos, and other materials published across various platforms. And you’ll discover opportunities to support and engage with our global community.

Latest Blog Posts

Christian Theist vs Objectivist Atheist

by Maddox LocherPhilosophy

Nov 21, 2025

Maddox (Objectivist, ex-baptist) and Jake (a Baptist pastor) confront their deepest disagreements about God, morality, and the foundations of truth. They explore whether faith or reason is the more reliable path to knowledge—and how each shapes our understanding of good and evil.

Moral Realism vs. Anti-Realism Is a False Alternative

by Craig BiddlePhilosophy

Nov 21, 2025

Most philosophers claim you must choose between moral realism and moral anti-realism—but that dichotomy is a trap. In his video, Craig breaks down both categories, shows why they fail, and explains the overlooked third option: moral objectivism. You’ll see how values arise from the factual requirements of human life—and why that changes the entire debate.

Northanger Abbey: A Mystery of Motive, Not Murder

by Angelica WerthArt & Culture

Nov 21, 2025

In her new Substack post, Angel discusses Northanger Abbey—a light, fun story about an innocent girl, captivated by Gothic tales, who begins to learn how the “real world” works and how to recognize people’s less-than-innocent motives.

Objective Standard Institute’s 2024 in Review

by Craig BiddleAnnouncements

Nov 17, 2025

OSI advanced its mission—and your values—beautifully in 2024. Here are some highlights of our projects and programs throughout the year.