I will go ahead and proactively attempt to answer my own question by gathering book recommendations from other answers (thanks), my own googling, and what ChatGPT recommended as well. Feel free to edit this answer. I'm happy to turn it into a community wiki too.

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#### Introductory books for the skeptical

* [Mere Christianity](https://www.amazon.com/C-S-Lewis/dp/0060652926) by C. S. Lewis.

* [Making Sense of God: An Invitation to the Skeptical](https://www.amazon.com/Making-Sense-God-Invitation-Skeptical/dp/0525954155) by Timothy Keller.

* [Simply Christian: Why Christianity Makes Sense](https://www.amazon.com/Simply-Christian-Christianity-Makes-Sense/dp/0061920622) by N. T. Wright

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#### More philosophical

* [Perceiving God: The Epistemology of Religious Experience](https://www.amazon.com/Perceiving-God-Epistemology-Religious-Experience/dp/0801481554) by  William P. Alston

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#### "Going deep" books

*Eastern Orthodox*

* [The Mystical Theology of the Eastern Church](https://www.amazon.com/Mystical-Theology-Eastern-Church/dp/0913836311) by Vladimir Lossky
* [The Mountain of Silence: A Search for Orthodox Spirituality](https://www.amazon.com/Mountain-Silence-Search-Orthodox-Spirituality/dp/0385500920) by Kyriacos C. Markides

*Catholic*

* [The Practice of the Presence of God](https://www.amazon.com/Practice-Presence-God-Brother-Lawrence/dp/1614279683) by Brother Lawrence
* [Seeking God: Finding Another Kind of Life with St. Ignatius and Dallas Willard](https://www.amazon.com/Seeking-God-Finding-Another-Ignatius/dp/1641584386/) by Trevor Hudson
* [Fire Within: St. Teresa of Avila, St. John of the Cross and the Gospel-On Prayer](https://www.amazon.com/Fire-Within-Teresa-Gospel-Prayer/dp/0898702631) by Fr. Thomas Dubay S.M.
* [Interior Castle (Dover Thrift Editions: Religion)](https://www.amazon.com/Interior-Castle-Dover-Thrift-Editions-ebook/dp/B008TVLQ50) by Saint Teresa of Avila (Author), E. Allison Peers (Translator)
* [The Way of Perfection (Image Classics)](https://www.amazon.com/Way-Perfection-Image-Classics/dp/0385065396) by Teresa Of Avila 

*Protestant*

* [The Pursuit of God: Updated Edition](https://www.amazon.com/Pursuit-God-Updated-W-Tozer/dp/1622452968) by A. W. Tozer
* [Experiencing God (2021 Edition): Knowing and Doing the Will of God](https://www.amazon.com/Experiencing-God-2021-Knowing-Doing/dp/1087753678) by Claude V. King, Henry T. Blackaby, Richard Blackaby
* [The Spirit of the Disciplines: Understanding How God Changes Lives](https://www.amazon.com/Spirit-Disciplines-Understanding-Changes-Lives/dp/0060694424) by Dallas Willard
* [Celebration of Discipline, Special Anniversary Edition: The Path to Spiritual Growth](https://www.amazon.com/Celebration-Discipline-Special-Anniversary-Richard-ebook/dp/B07CRKXMB7) by Richard J. Foster


*Pentecostal/Charismatic*

* [God's Generals: Why They Succeeded and Why Some Fail (Spiritual Biographies of Smith Wigglesworth, Aimee Semple McPherson, William J. Seymour, and Kathryn Kuhlman)](https://www.amazon.com/Gods-Generals-They-Succeeded-Some-ebook/dp/B00867VL4S) by Roberts Liardon
* [The Holy Spirit, My Senior Partner: Understanding the Holy Spirit and His Gifts](https://www.amazon.com/Holy-Spirit-Senior-Partner-Understanding/dp/0884192261) by David Yonggi Cho
* [The Holy Spirit: Activating God's Power in Your Life](https://www.amazon.com/Holy-Spirit-Activating-Gods-Power/dp/0849942136) by Billy Graham
* [A Simple Guide to Experience Miracles: Instruction and Inspiration for Living Supernaturally in Christ](https://www.amazon.com/Simple-Guide-Experience-Miracles-Supernaturally/dp/0310124190) by J. P. Moreland
* [Why I Am Still Surprised by the Power of the Spirit: Discovering How God Speaks and Heals Today](https://www.amazon.com/Why-Still-Surprised-Power-Spirit/dp/031010811X/) by Jack S. Deere
* [Why I Am Still Surprised by the Voice of God: How God Speaks Today through Prophecies, Dreams, and Visions](https://www.amazon.com/Surprised-Voice-God-Through-Prophecies-dp-0310108152/dp/0310108152/) by Jack S. Deere
* [Understanding Spiritual Gifts: A Comprehensive Guide](https://www.amazon.com/Understanding-Spiritual-Gifts-Comprehensive-Guide-ebook/dp/B081MVV1TB/) by Sam Storms
* [Understanding Spiritual Warfare: A Comprehensive Guide](https://www.amazon.com/Understanding-Spiritual-Warfare-Comprehensive-Guide-ebook/dp/B08NHX2JTK/) by Sam Storms
* [The Gifts and Ministries of the Holy Spirit](https://www.amazon.com/Gifts-Ministries-Holy-Spirit/dp/088368652X/) by Lester Sumrall