How to Use Live Challenges to Grow Your Online Business (Plus, Join My Free Teacher Resource Challenge!)

Are you looking for a powerful way to launch your course, membership, or digital product? Or maybe you're a teacher looking to start selling your own resources on Teachers Pay Teachers? In this episode, I’m diving deep into live challenges—why they work, how to structure them, and how you can use them to grow your business. Plus, I’m sharing all the details about my upcoming FREE 3-Day Teacher Resource Challenge happening this March!

In this episode, we’ll discuss:

 

1. What is a Live Challenge & Why They Work

How hosting a free (or paid) multi-day challenge can help you connect with your audience and sell your offers.

2. How I Run My 3-Day Teacher Resource Challenge

A breakdown of my challenge format, including engagement strategies, action steps, and how I nurture participants.

3. Live vs. Pre-Recorded Challenges

The pros and cons of each format and why I prefer pre-recorded content for my trainings.

4. How to Use Challenges to Sell Your Course or Membership

The strategy behind transitioning from free challenge content to opening doors for your paid program.

5. Exclusive Details on My Upcoming Challenge

What you’ll learn in my FREE 3-Day Teacher Resource Challenge (March 14-16), and how you can sign up!

Resources Mentioned:

• Sign Up for the Free 3-Day Teacher Resource Challenge (Starts March 14!)

Connect with Lindsay:

• Instagram: @lindsaybowden

• YouTube: Lindsay Bowden

If you’ve been thinking about creating and selling teacher resources, this free challenge is the perfect place to start! Join me for 3 days of hands-on training, step-by-step guidance, and an amazing teacher community. Sign up now at lindsaybowden.com/challenge!

Mastering Email Marketing & Live Launching with Liz Wilcox

Want to build a thriving online business without spending hours on social media? In this episode, email marketing expert Liz Wilcox joins us to reveal how live launching and consistent email strategies can skyrocket your sales. Whether you’re new to email marketing or looking to refine your launch strategy, Liz shares practical, no-fluff advice on creating high-energy emails, leveraging GIFs, and turning your audience into paying customers. Get ready to ditch overwhelm and make email your #1 sales tool!

 

In this episode, we’ll discuss:

 

• Boosting Email Engagement – How to write emails that convert and make your audience excited to buy.

• Using Visuals to Sell – How GIFs, images, and video walkthroughs can increase trust and boost conversions.

• The Power of Consistent Emails – Why weekly nurture emails are key to building relationships and long-term sales.

• Live Launching Mindset – Why you shouldn’t fear live launching and how to bring high energy to your emails.

• Tracking Email Success – The #1 metric you should track to measure your email marketing success.

 

Resources Mentioned:

• Giphy.com – Test and optimize your email subject lines.

• ConvertKit (Now Kit) – Liz’s Favorite Email Service Provider

  Connect with Liz:

• Get Email Freebies from Liz

• Liz’s Facebook Group

• Liz's Website

• On Instagram: @thelizwilcox

  Connect with Lindsay:

• On Instagram: @lindsaybowden 

On YouTube: @Lindsay.Bowden

•  

 

Be sure to tune in next week as we talk about the TRA challenge and how to start your teacher side hustle in 2025!

9 Must-Know Tips to Keep Your Emails Out of Spam

Are your emails ending up in spam instead of your subscriber’s inbox? If so, you're not alone! In this episode, Lindsay is breaking down nine essential tips to improve your email deliverability and make sure your emails actually get seen. Whether you're struggling with open rates, tech issues, or engagement, she has got you covered with simple and actionable strategies to keep your emails out of the spam folder and in front of your audience.

 

In this episode, we’ll discuss:

 

1. Why the Promotions Folder Isn’t the Enemy

Understanding how Gmail categorizes emails and why landing in Promotions isn’t always a bad thing.

2. Setting Up SPF, DKIM & DMARC

The techy but necessary email authentication steps to improve your sender reputation.

3. The Importance of Sending from a Domain Email

Why “[email protected]” is hurting your deliverability (and what to do instead).

4. Re-engaging a Cold Email List

The right way to warm up your list after a long break (without getting flagged as spam).

5. Avoiding Spam Triggers

How subject lines, images, and email formatting can make or break your deliverability.

6. The Power of Replies

Why asking your audience to respond to your emails can help you land in the inbox more often.

7. Cleaning Your List Regularly

The importance of removing hard bounces, unsubscribers, and inactive contacts to maintain a healthy list.

8. Segmenting Your Email List for Better Engagement

If you have different types of subscribers (e.g., teachers vs. business owners), sending targeted content instead of blasting your whole list can significantly improve open rates and keep your emails relevant.

9. Watching the Data

How to analyze open rates, click-through rates, and troubleshoot issues before they hurt your business.

 

Resources Mentioned:

• SubjectLine.com – Test and optimize your email subject lines.

• Upwork – Find professionals for email deliverability troubleshooting.

  Connect with Lindsay:

• On Instagram: @lindsaybowden 

• On YouTube: @Lindsay.Bowden 

 

Be sure to tune in next week as we talk with email marketing expert Liz Wilcox and learn all-new tips to bring our email marketing to the next level! 

The Power of Email Marketing: Segmentation, Strategy & AI Tools 

 

Welcome to the first episode in our brand-new email marketing series! In this episode, Lindsay is sharing her new weekly email strategy to increase engagement, boost conversions, and save time using AI tools. She walks through the importance of segmentation, her approach to writing emails efficiently, and why a strong email list is the key to success in digital product sales.  

 

In this episode, we’ll discuss:

 

1. Why You Need an Email List (No Matter What You Sell)

Whether you're a TPT seller, course creator, or digital product entrepreneur, email marketing is the most effective way to connect with and convert your audience.

2. The Power of Segmentation

Stop sending the same emails to everyone! Learn how to group your subscribers based on their interests so they receive content that’s actually relevant to them.  

3. Short & Sweet Emails for Higher Engagement

Lindsay shares why concise, action-driven emails are outperforming long-winded messages—and how you can make the shift.

4. Using ChatGPT to Streamline Email Writing

Discover how AI can help you write in your voice, save time, and maintain consistency in your emails.

5. How to Plan & Batch Your Emails in Just One Day

Lindsay breaks down her monthly batching process so you can set up and schedule emails in advance without stress.  

 

Resources Mentioned:

• Flodesk: A beginner-friendly email marketing platform (https://flodesk.com)  

• Kajabi: The platform Lindsay uses for email marketing and course hosting (https://kajabi.com)  

• ChatGPT: AI tool for writing emails efficiently (https://chatgpt.com) 

• Hey Digital Product Playbook: Learn how to set up your email list and create low-ticket products (https://learn.lindsaybowden.com/playbook)

 

Connect with Lindsay:

• On Instagram: @lindsaybowden (https://www.instagram.com/lindsaybowden)

• On YouTube: @Lindsay.Bowden (https://www.youtube.com/@Lindsay.Bowden)

 

Be sure to tune in next week as we dive into building your sender reputation and making sure your emails land in inboxes (not a spam folder)!

How to Price Your Digital Product with Confidence

 

Pricing a digital product can feel overwhelming. Should you start low and increase later? Charge what your competitors do? In this episode, Lindsay breaks down the psychology behind pricing, how to determine the right price for your product, and practical strategies to confidently set (and raise!) your prices. If you’ve been second-guessing your pricing, this episode is packed with insights to help you move forward with clarity!

 

In this episode, we’ll discuss:

 

1. The Psychology of Pricing

Why so many digital products end in 7 (and whether you should follow the trend).  

2. Low-Ticket Offers & Pricing Strategies

What qualifies as a low-ticket offer and how to determine the right price.  

3. The Power of Your Niche

How pricing varies between ‘need’ niches (business, health, relationships) and ‘want’ niches (hobbies, personal interests).  

4. The Role of Your Audience

Understanding your buyers’ financial situation and how to make your product feel like a no-brainer investment.  

5. Smart Launch Pricing Strategies

Why starting with a lower price (and increasing it) can create urgency and drive more sales.  

 

Connect with Lindsay:

• On Instagram: @lindsaybowden (https://www.instagram.com/lindsaybowden)

• On YouTube: @Lindsay.Bowden (https://www.youtube.com/@Lindsay.Bowden)

 

Ready for all the advice on pricing a digital product with confidence? Hit play and let’s dive in!

Organic Marketing, YouTube Launches, and Simple Tools for Growth

 

Welcome to an exciting episode where we dive into all things organic marketing and YouTube! Lindsay is sharing her theme for 2025 and takes us behind the scenes of how she’s going to use YouTube for business, explaining why she’s shifting her focus to free, value-packed content while still keeping her paid ad strategies in play.

 

In this episode, we’ll discuss:

 

1. The 2025 Theme: Organic Marketing

Lindsay explains her intentional approach to marketing this year, focusing on free methods like her podcast, Pinterest, and the highly anticipated YouTube channel. She emphasizes aligning actions with long-term goals instead of simply checking items off a to-do list.

 

2. Why YouTube?

Discover why Lindsay is adding YouTube to her content strategy. She shares how video will allow her to better demonstrate processes like creating digital products in Canva or PowerPoint, and even her favorite project management tools like Airtable and Asana.

 

3. Tech & Tools for YouTube

Lindsay gives a transparent look at her equipment and tools for podcast production. If you’re considering starting a YouTube channel, this segment is a goldmine of practical advice!  

 

4. When to Start a YouTube Channel

Lindsay breaks down who should (and shouldn’t) jump into YouTube. She’s sharing her best advice to ensure your long-form content aligns with your business goals.  

 

5. Favorite Tools & Tips for Content Creation

Lindsay shares her love for Airtable and Asana, detailing how these tools keep her organized and ensure she’s focusing on intentional, revenue-generating activities. Plus, learn how SEO tools like TubeBuddy are helping optimize her YouTube efforts.

 

Resources Mentioned:

• Hey Digital Product Playbook: Learn about automated funnels to help your products sell on autopilot (https://learn.lindsaybowden.com/playbook)

• 100 Digital Product Ideas [freebie!] (https://lindsaybowden.com/list) 

• 100 Teacher Resource Ideas [freebie!] (https://lindsaybowden.com/tptideas) 

• TubeBuddy: A must-have SEO tool for YouTube creators (https://www.tubebuddy.com/)

• Airtable: A free, customizable way to organize data (https://www.airtable.com)

• Streamlabs OBS: Free software for seamless screen sharing and video recording (https://streamlabs.com/)

• Loom: Affordable and user-friendly for recording and storing videos (https://www.loom.com) 

 

Connect with Lindsay:

• On Instagram: @lindsaybowden (https://www.instagram.com/lindsaybowden)

• On YouTube: @Lindsay.Bowden (https://www.youtube.com/@Lindsay.Bowden)

 

Don’t miss this episode if you’re looking to level up your marketing strategy with organic methods, streamline your content creation process, or get inspired to tackle YouTube this year! These tips and strategies are approachable, actionable, and perfect for anyone ready to grow their business.

 

20 Profitable Online Course Ideas to Transform Your Business

 

In this episode, Lindsay dives into the exciting world of online courses and memberships, sharing 20 profitable course ideas that are unique and hope to inspire your next digital product. Whether you're a teacher, creative, or entrepreneur, Lindsay shares practical advice on choosing your course topic, understanding the difference between courses and memberships, and the power of solving meaningful problems for your audience. If you’ve been dreaming of launching an online course but don’t know where to start, this episode is your roadmap to success!

 

In this episode, we’ll discuss:

 

1. Why Online Courses Work

Online courses and memberships provide solutions to bigger problems, making them a significant source of income and impact. Lindsay explains the difference between self-paced courses and memberships, and how to test what works best for your audience.  

 

2. The Power of Niching Down

Specificity sells! A course tailored for a niche audience, like “social media management for pet groomers,” is more compelling than a general course on social media.

 

3. Practical Tips for Course Creation

Start by identifying your niche and the transformation your audience needs. If you're unsure how to start, consider Lindsay’s free training: 5 Steps to a 5K Launch.

 

Resources Mentioned:

• Lindsay’s free online course training: 5 Steps to a 5K Launch (https://lindsaybowden.com/five)  

 

Connect with Lindsay:

• On Instagram: @lindsaybowden (https://www.instagram.com/lindsaybowden)

• On YouTube: @Lindsay.Bowden (https://www.youtube.com/@Lindsay.Bowden)

 

Ready to create your first online course or membership? Tune in to this episode and take the first step toward turning your knowledge into profit!

 

On-Air Coaching: Refining Your Niche and Boosting Your Course Launch Success with Charlotte

 

In this episode, Lindsay sits down with Charlotte, a member of the Hey Online Course™ community, to dive deep into her recent course launch. Charlotte’s course is packed with potential, and she and Lindsay discuss how to fine-tune her marketing and content strategy for her greatest chance at success.

 

Lindsay offers expert advice during this on-air coaching session, helping Charlotte zero in on her niche and create a stronger connection with her target audience. If you're a course creator looking for tips to level up your next launch, this episode is a must-listen!  

 

In this episode, we’ll discuss:

 

1. Narrowing Your Niche for Greater Impact

Discover why getting specific and focusing on one topic can help you establish yourself as an expert, build trust, and attract your ideal audience.

2. Streamlining Pre-Launch Content

Learn how aligning blog posts, emails, and videos with your course topic can create a cohesive strategy that builds excitement for your launch.

3. Elevating Course Presentation

Get tips on professional branding, including the importance of consistent visuals and polished headshots to boost credibility.

4. Optimizing Pricing and Offers

Understand why pricing your course based on the transformation you provide—and refining your offer—can maximize its perceived value.

5. Email and Social Media Strategies That Work

Find out how to craft engaging, emotion-driven emails and position yourself as an expert on Instagram to grow your audience authentically.

 

Resources Mentioned:

• Hey Online Course™ Program

• SubjectLine.com – Email Subject Line Analyzer 

 

Connect with Charlotte:

• Charlotte’s website

• Get access to Charlotte’s freebie library

• On Instagram: @colourfulteach

 

Connect with Lindsay:

• On Instagram: @lindsaybowden

• On YouTube: @Lindsay.Bowden

 

This episode is your ultimate guide to refining your niche, enhancing your marketing strategy, and creating a launch that truly resonates with your audience. Listen and start building momentum for your next digital product success!

The Importance of Effective Web Design with Stacy Aguilar

 

In this episode, Lindsay sits down with the talented Stacy Aguilar, a web design and branding expert who specializes in helping creative educators, course creators, and impactful brands build their digital presence. Stacy shares her inspiring journey from advertising and teaching to thriving as a freelance web designer. Together, Lindsay and Stacy dive deep into the essentials of web design and branding, offering actionable tips to elevate your online presence.  

 

In this episode, we’ll discuss: 

 

1. The Role of a Website in Your Business Success

Your website is your digital storefront! Stacy explains why visual appeal and user experience (UX) are crucial for making a strong first impression and guiding visitors toward key actions.  

 

2. When to Create a Website

Should you start with a website or wait? Stacy shares her perspective on when entrepreneurs, especially teacher-authors and course creators, should invest in a website—and when a DIY approach might be enough to get started.  

 

3. Optimizing Your Website for Maximum Impact

From the value of a clear “above the fold” message to strategic navigation and thoughtfully placed calls-to-action, Stacy provides a roadmap for creating a seamless user journey.  

 

4. Design Tips for a Professional Look

Learn why white space is your best friend, how modular layouts can enhance balance and structure, and why segmenting pathways by visitor goals (not just demographics) is key for serving a diverse audience.  

 

5. Lindsay’s Personal Branding Journey

Lindsay shares how she unified her two businesses under a cohesive digital brand, offering insights into refining brand strategy, updating visuals, and designing user-friendly experiences.  

 

Connect with Stacy:

• Stacy’s Website 

• On Instagram: @stacyeaguilar 

• Ready to elevate your website? Check out Stacy’s design services! 

 

Connect with Lindsay:

• Check out Lindsay's website that Stacy designed!

• On Instagram: @lindsaybowden 

• On YouTube: @Lindsay.Bowden 

 

Whether you're just starting out or looking to optimize your online presence, this episode is packed with practical advice to help you build a website that wows your audience and grows your business. Tune in, take notes, and start taking action today!

How We Launched the Digital Product Mama Podcast

 

In this episode, Lindsay is joined by her online business manager, Emily, to share the behind-the-scenes journey of how to start a podcast. From the initial spark of inspiration during a coaching weekend in Chicago to the detailed workflows that keep the podcast running smoothly, Lindsay and Emily cover it all. Whether you’re considering starting your own podcast or just curious about the process, this episode is packed with practical tips, relatable challenges, and motivational insights to help you take the next step.

 

In this episode, we’ll discuss:

 

1. The Why Behind the Podcast

Lindsay explains how her business coach encouraged her to start a podcast to grow her email list and focus on organic traffic. Though initially hesitant, she found podcasting to be a great fit for her skills and goals.

 

2. The Setup and Launch

Lindsay and Emily share how they chose the podcast name, created cover art, planned episodes with ChatGPT, tackled hosting platform challenges, and uploaded a trailer to prepare for launch.

 

3. The Equipment and Tools

They discuss which equipment to use, like a microphone and webcam, optimizing sound quality, and creating video content to extend the podcast’s reach.

 

4. Systems and Workflows for Podcast Production

They outline using a project management tool like Asana for task management, detailing steps like outlining, recording, and marketing episodes, plus streamlining interviews with tools like Google Forms and scheduling links.

 

5. Repurposing and Marketing Strategies

They highlight how to repurpose content, promoting through Instagram, email campaigns, and Pinterest, and incorporating lead generation through freebies and offers.

 

Resources Mentioned:

• Libsyn Hosting Platform: https://libsyn.com

• Lindsay’s favorite podcasting equipment: https://www.amazon.com/shop/lindsaybowden/list/GESJKIHNM1KT?ref_=aip_sf_list_spv_ofs_mixed_d

• Asana Project Management Tool: https://asana.com

• Canva: https://www.canva.com

• CapCut: https://www.capcut.com

• ChatGPT: https://openai.com/chatgpt

• Captivate Hosting Platform: https://www.captivate.fm/

 

Connect with Lindsay:

• On Instagram: @lindsaybowden (https://www.instagram.com/lindsaybowden)

• On YouTube: @Lindsay.Bowden (https://www.youtube.com/@Lindsay.Bowden)

 

Ready to start your own podcast?

Tune in for actionable advice, encouragement, and behind-the-scenes insights to help you take the leap. Don’t forget to subscribe and leave a review—we love hearing from you!