Letter Me Up

By Sidney Webster

Do you stop to reflect on your past? Are you stuck dreaming of what your future holds? Do you crave advice from the wise? If you answered yes to any of these questions, you’re in the right place. Lett... more

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FAQs about Letter Me Up:

How many episodes does Letter Me Up have?

The podcast currently has 16 episodes available.

Letter Me Up episodes:

July 02, 2021 Relationship Advice From Your Non-Therapist (aka me!)
How many friendships can one person realistically balance? What does a healthy romantic relationship with a partner look like? How do you stay connected with those you love when distance separates you? All these questions answered & MORE on today's show. Enjoy!
Much love,
Sidney Webster
The Letter Me Up Podcast

To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
42min
June 11, 2021 Own Your Own Story with Kelli Kirk Pryor
One of my mentors, Kelli Kirk Pryor is on the show today! Kelli is one of the biggest encouragers I know, and I hope this episode does just that- encourages you! We chat about owning your own story, being there for others, following Jesus, and more!!
Kelli is the daughter of Harry & Jan Kirk. She was raised in Hillsboro Illinois and graduated from Hillsboro High School. Shortly afterward, she received a bachelor's degree in Mass Communications from SIUe. Then, Kelli continued her education with a master’s degree in business management from Greenville University. Currently, Kelli serves as Coordinator for Career Services & Calling Development at Greenville University. She is married to Tim Pryor and has 4 children - 2 daughters: Sadie and Gretta, 2 sons -Tyler and TJ (w/ wife Alisha and twins Finn/Scarlett). She loves time spent together chillin with our kids and laughing about funny memories/pictures. Kelli also enjoys being outdoors- boating, hiking, planting flowers and is passionate about scrapbooking and journaling. Enjoy!
Much love,
Sidney Webster
The Letter Me Up Podcast

Find Kelli on Facebook here.
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
52min
June 06, 2021 How to Have Political Conversations and Financial Wellness (especially after you graduate!!!) with Sean Sandifer
If you struggle with financial wellness or having political conversations, this episode is for you!
Sean is a 2015 Graduate of Effingham High School where he was Class President and Co-Valedictorian. He is an active alumnus of the Effingham CEO Program. In 2019, Sean earned a degree in Finance from the University of Illinois at Urbana-Champaign and is currently a second-year law student at Saint Louis University School of Law as an 1843 Scholar, a full-tuition scholarship.
Sean has owned and operated a number of small businesses while in school and is currently a co-owner and "Chief Financial Officer" of The Vagabond Eatery, a local coffee, and food truck operating out of a vintage restored 1963 camper. Sean also hosts his own podcast, The Sean Sandifer Show, where he talks about many topics including financial wellness, entrepreneurship, and politics.
Much love,
Sidney Webster
The Letter Me Up Podcast

Follow Sean and The Vagabond Eatery on Instagram.

To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
52min
May 14, 2021 Is the enneagram really helpful? with certified enneagram coach, Megan Hall and her sidekick, Deedra Mager
Megan and Deedra are a friendship duo that has founded the Dauntless Grace ministry. Megan is also an author and a certified enneagram coach. Together, they host The Dauntless Grace Exchange podcast. As if that is not enough (lol), they are both amazing mothers and work for Greenville University. These two women are so full of faith and knowledge. Enjoy!

You can find enneagram Megan on Instagram by clicking here.
Follow Deedra on Instagram by clicking here.
Check out Dauntless Grace on Instagram and Facebook.
Visit dauntlessgrace.org for more information on their upcoming retreat in Colorado!
If you are interested in the book mentioned in this episode, The Road Back to You by Ian Cron and Suzanne Stabile, click here.

Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
44min
April 30, 2021 Who is the Holy Spirit? with Kenzie Schwab
Today’s conversation is with one of my dear college friends, Kenzie Schwab. If you have questions about the Holy Spirit, she is your gal to start uncovering the answers. Her ability to connect and teach the trinity makes her wise beyond her years. We also discuss how to connect with strangers, receiving advice, and stepping into the person God made you to be.
You can find Kenzie on Instagram by clicking here.

Much love,
Sidney Webster
The Letter Me Up Podcast

To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
41min
April 11, 2021 Your Guide to a Deeper Life with Alexis Teichmiller
LMU fam, I was gifted the game, "We're Not Really Strangers" (WNRS) and I could not be more excited!! This episode starts off with a life update and a WNRS question for the crowd.
The guest on today's episode, Alexis Teichmiller, is an emotional growth coach for millennial women helping guide them through identifying values, setting boundaries, and advocating for their needs in life and business. She also hosts the podcast Deeper Life where she dives into the role vulnerability, mental health, and self-connection play in our daily lives. Alexis and I talk about all things value systems, boundaries, anger, and body neutrality! It gets deep, so buckle in.
Access Alexis’s free journal prompts for a deeper connection and awareness: https://alexis-teichmiller.ck.page/journal
You can find Alexis on Instagram by clicking here.
Recommended books in this episode:
The Road Back to You by Ian Morgan Cron and Suzanne Stabile
Boundaries by Henry Cloud and John Townsend
Radical Candor by Kim Scott
Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
59min
April 02, 2021 Comparison is the Death of Success with Hunter Franklin
Today’s conversation is with photographer and videographer, Hunter Franklin. I hope you are ready to get rocked because Hunter brought the heat to this episode! We go after topics like the stigma of going to college, how grateful we are to have the parents we do, the importance of failure, social media, and so much more! We could have kept talking for hours, but I think you will really enjoy this conversation with my long-time friend and fellow Christ-follower.
You can find Hunter on Instagram by clicking here.
His photography Facebook is linked here.

Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
1h 5min
March 28, 2021 5 Toxic Sport Mentalities and How to Combat Them (Solocast)
This is my first EVER solo cast, and I am feeling every bit excited and nervous. In this episode, I tell my journey with sports, specifically basketball, and the ways in which I’ve seen a toxic sport mentality harm my mental state and prevented me from being my best self and living my best life. Disclaimer: I love sports and think they teach you so much beyond the game. Basketball is a huge passion of mine, and I don’t think that will ever change. However, I’ve had some negative experiences concerning how society tends to think about sports that can be toxic. If you are or were an athlete, especially females, this episode is for you. I’d love to continue this conversation with you, so if this sparks a question or idea, please don’t hesitate to shoot me a DM!
Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
27min
March 13, 2021 Starting Scared, Setting Boundaries, and Self-Love with Astrid Reyes
Do you often find you are being too hard on yourself? Are you currently struggling to see the beauty in your healing journey? Do you suffer from perfectionism? If you answered yes to any of these questions, this episode is meant for you. Astrid is a Venezuelan, Miami-Raised entrepreneur and marketing professional full of tips on how to get started even when you're fearful, setting boundaries, especially with yourself, how to best love yourself and others, and giving yourself grace when you mess up. Enjoy!
You can find Astrid on Instagram by clicking here.
Her photography Facebook is linked here.
Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
1h 2min
March 05, 2021 Answers to Your Deep Theological Questions with Worship Pastor, Ben Allen
Today’s guest is worship pastor at Greenville First Christian Church, Ben Allen! In this episode, Ben and I dive deep into some theological questions about the Christian faith. We discuss scripture in today’s culture, old testament vs. new testament God, extremism in faith, and so much more! It is my hope that you open your mind to learn something new from this conversation. Enjoy!
Greenville First Christian Church services in person on Sundays at 8, 9:30 (Church-wide Sunday school classes at this hour too) and 11 AM and Wednesdays at 6:30 PM. The 9:30 service is live-streamed on Youtube, and the radio plays our previous week’s message on Sunday mornings on WGEL at 11:05 AM and 89.5 at 10 AM.
You can find Ben on Facebook by clicking here and Instagram by clicking here.
Much love,
Sidney Webster
The Letter Me Up Podcast
To connect with Sidney personally, click here.
To visit the Letter Me Up Instagram page, click here.
...more
1h 7min

FAQs about Letter Me Up:

How many episodes does Letter Me Up have?

The podcast currently has 16 episodes available.