Sydney Montgomery

Meet Sydney Montgomery

Contributor to OnlineBusinessOwner.com since 2022

Featured

Sydney received her B.A. in English and Certificate in French Language and Culture from Princeton University and her J.D. from Harvard Law School. As the first lawyer in her family, She has used her platform since 2012 to help 100+ students break down generational barriers and step confidently into their future. She holds a graduate certificate in Independent Educational Consulting through UC Irvine and is in the process of obtaining her Graduate Certificate in Anti-Racism in Urban Education online from the University of North Carolina at Charlotte. She is a member of the Ethics Committee, the current Graduate School Committee Chair of the Independent Educational Consultants Association, and a member of the National Association for College Admission Counseling, among others.

Recent Articles

Articles (Blog)

Online Business Digest

💻 Obligatory Elon & Twitter Story [Online Biz Digest #25]

Online Business Digest

The latest news and updates for online business and digital entrepreneurs…

Online Business Digest

💻 Coaching Business 101 [Online Biz Digest Special Edition]

Online Business Digest

The ultimate guide to starting and growing a coaching business…

Online Business Digest

💻 Meet the Experts [Online Biz Digest #23]

Online Business Digest

Introducing our new blog, what to do about Reels, updates from Circle, Gen Z’s fave social platform, and this week’s news and updates…

Online Business Digest

Behind The Scenes

How Developing Mastery in Your Business is as Simple as Riding a Bike

Behind The Scenes

I’ve been thinking a lot about mastery in my work recently and about what it takes to build depth in what we create. I’ve thought about how the early days as an entrepreneur and creator are filled with plenty of mistakes and learning just enough to get going. And how, as time goes on, you can become better at what you’re doing.

Behind The Scenes

Online Business Digest

💻 Facebook v. TikTok [Online Biz Digest #22]

Online Business Digest

How Facebook tried to take down TikTok, appointment scheduling is coming to Google Calendar, Instagram DMs got an upgrade, and more…

Online Business Digest

News

Things You Can Do This Week to Practice Gratitude in Your Online Business

News

It’s something that’s been ingrained in me from a young age. So, for better or worse, I’ve spent more time in my life than I care to admit worrying about things that may never happen. That was until several years ago when I first heard Brené Brown talk about joy and vulnerability. Since then, I’ve worked to change the worry in my life into gratitude.

News

Contributor Introduction

Get to Know Megan Baker

Contributor Introduction

Megan Baker is the founder and CEO of Meg K and Co, which is a hiring agency for socially conscious businesses. Before her life running her agency and advising entrepreneurs on their hiring strategy, Meg was a high school French teacher and a 3rd grade teacher. Meg is based in Chicago and a proud mom to Eleanor and her dog Lucy.

Contributor Introduction

Online Business Digest

💻 The Death of Facebook Ads? [Online Biz Digest #21]

Online Business Digest

The impact of rising Facebook Ad costs, Instagram’s new feeds, social media updates, and industry news…

Online Business Digest

Behind The Scenes, Marketing

Marketing Your Online Business in 2022

Behind The Scenes, Marketing

On this week’s episode of my podcast — The Online Business Show — I’m sharing my marketing forecast for online business owners in 2022. BUT, in case you’re not the podcast listening type (or you’re planning on listening later this week), I want to give you a rundown of the 6 trends I’m tracking for online businesses in the new year.

Behind The Scenes, Marketing

Contributor Introduction

Get to Know Jereshia Hawk

Contributor Introduction

We aim to narrow the racial wealth gap by helping industry experts become profitable online coaches. We help clients design, deliver and launch $3k - $10k curriculum based group coaching programs online. We believe in racial equity. We lead with radical faith. We market and sell with ethical practices.

Contributor Introduction

Podcast Episodes

OBS

Episode 94: Behind the Business with Tyler J McCall and Erin Lindstrom

Today my friend Erin Lindstrom joins me for the final episode of The Online Business Show (yep, you read that right) as we go behind the business with ME! I'm sharing more about my decision to close my online business, how I got here, what's next, and the lessons I've learned from 7 years of working online.

Episode 93: Purity Culture, Respectability Politics, and Online Business with Sydney Montgomery

Sydney Montgomery is many things: a Princeton grad, a Harvard Law-educated lawyer, and founder of her own booming admission consulting firm. She's also deeply passionate about helping people understand how purity culture and respectability politics impact their life and their work. On today's episode she's sharing how our work is impacted by these cultural forces and what to do about it.

Episode 92: How to Use Private Podcasting in Your Online Business with Lindsay Padilla

There's an exciting new way to create content, deliver programs, and market your products online -- private podcasting! Whether you're looking for a way to increase your course completion rates, want to find a creative way to generate more leads, or you're trying to figure out how to get more life out of the content you're creating, a private podcast can fit into your online business. On today's episode I'm joined by Dr. Lindsay Padilla, founder of Hello Audio as we discuss how you can use private podcasting in your online business.

Episode 91: How to Create, Market, and Sell VIP Days with Jordan Gill

What if there was a way to hit your monthly income goals with only a few days of work? Or a way for you to prequalify your retainer clients? Or what if you could help your course or program clients get their results even faster? Jordan Gill has cracked the code on VIP Days that work for her clients and for theirs. Today on the podcast she's sharing all of the details for offering VIP Days in your online business.

We're getting into the nitty gritty about all things branding and graphic design on this week's episode of The Online Business Show! I'm joined by branding and design experts Tiffany Tolliver, Olivia Lopez, and Alex Cottles as we talk about graphic, brand, and web design for online business owners. What you need to worry about, when to invest, and how to understand what type of design you need in your business.

Episode 89: Top 12 Tips for Online Business Owners from Online Business Owners [2022 Edition]

Today's episode comes with a special announcement - the blog launches this week at OnlineBusinessOwner.com! On the blog, you’ll find industry news, social media updates, and insights about what it takes to build a thriving online business that you love. And on this episode, we're kicking off the launch with 12 golden tips from our expert contributors.

Episode 88: The Power of Resonance in Online Business with Jay Acunzo

Jay Acunzo lives by a simple motto in his online business: "Don't be the best. Be their favorite." He's committed to building something that resonates with his community, not just something that has reach. On today's episode he's sharing how you can create content and offers that resonate deeply with your audience and what it means to be your followers' favorite.

Episode 87: The 5 Biggest Mistakes I Made When Starting My Online Business

I love sharing my mistakes. Because mistakes create a blueprint others can follow to avoid unnecessary frustration on their own journey. On today's episode of the podcast I'm sharing the 5 biggest mistakes I made when starting my online business and walking you through what I would do instead if starting over.

Episode 86: How I Took 6 Months Off of My Business [From The Cubicle to CEO Podcast]

Have you ever wanted to take time away from your business? And not just a weekend or weeklong vacation. Maybe it's a month or a quarter or even a full year? Let me tell you how I did it. This week we're airing an interview I did with Ellen Yin for the Cubicle to CEO podcast earlier this year where I discussed how I took 6 months away from work in 2021. I'm sharing the lessons learned, why I took time off, and what I did to set myself and my business finances up for the time off.

Episode 85: How to Use Twitter in Your Online Business with Jay Clouse

Twitter is one of the most untapped platforms for online business. But, how do you get started on Twitter and what can it do for your brand? I'm joined by #Tweet100 creator Jay Clouse as he discusses how you can use Twitter and how to create content consistently in your business.

Podcast ContributorGuest UserMarch 24, 2022Sydney Montgomery