
Jonathon Aslay
Mid-life dating and relationship coach for women
| Hourly rate range | $100 to $225 an hour |
|---|---|
| Focus areas | Dating for womenDating over 40Online dating and appsBreakups and heartbreakConfidence and self-esteem |
| Works with | Women and People over 40 |
| Also coaches | Life coach |
| Based in | United States |
| Sessions | Online |
| Practice | Understand Men Now |
Jonathon Aslay is a dating and relationship coach for mid-life women. He runs Understand Men Now, which offers one-on-one coaching, audio programs and workbooks. His topics include spotting commitment-ready men, finding the right men online and why men pull away. He wrote the book What The Heck Is Self-Love Anyway? His work now also covers self-love, since he sees low self-worth as a common issue for singles.
What Jonathon helps with
Jonathon helps mid-life women date with more clarity and build lasting relationships. He also works on self-worth and self-love as part of the dating process.
- Attracting and spotting commitment-ready men
- Avoiding behaviors that push men away
- Finding the right men online
- Communicating needs so men open up
- Getting confident about dating again
- Building self-love and self-worth
- Understanding the difference between chasing and effort
Who Jonathon works with
Jonathon's main clients are women dating in mid-life. His members join a community of women who share the same dating challenges.
How Jonathon works
Jonathon calls his style Heart-Centered Radical Honesty. It is direct, with some tough love and a lot of heart. He sees his work as more educational than transformational. Paid coaching includes weekly assignments that take 2 to 4 hours of homework, plus coaching calls. He starts with a free discovery call of 15 to 25 minutes to check fit.
Background and qualifications
Jonathon Aslay founded Understand Men Now and is a mid-life dating and relationship coach. He hosts a podcast and a YouTube channel and writes a blog on dating, relationships, mindset and online dating. He wrote the book What The Heck Is Self-Love Anyway? After a personal loss in 2018, his focus grew to include self-love. He is not a licensed doctor or therapist. He notes that no state certification exists for dating and relationship coaching.
Jonathon Aslay pricing
Programs and services
- One-on-one coaching
- Mid-Life Love Mastery membership program
- Audio programs and downloadable workbooks
- Free discovery call
- Free video and audio on chasing versus effort
Jonathon Aslay reviews
The CoachVouch take
Combines mid-life dating advice for women with a self-love focus and a Heart-Centered Radical Honesty coaching style.
Best for mid-life women who want direct, honest guidance on dating and on loving themselves.
Common questions
How much does Jonathon Aslay charge?
Coaching with Jonathon runs $100 to $225 an hour. Message Jonathon from this page for an exact quote.
What does Jonathon Aslay help with?
Jonathon Aslay helps with attracting and spotting commitment-ready men, avoiding behaviors that push men away, finding the right men online and communicating needs so men open up.
Does Jonathon Aslay coach online?
Jonathon is based in United States. Sessions are online.
Is Jonathon Aslay a licensed therapist?
No. He is not a licensed doctor or therapist, and his coaching is not meant to replace medical or mental health care.
What is the coaching style of Jonathon Aslay?
He uses a style called Heart-Centered Radical Honesty. It is direct, with some tough love and a lot of heart.
How do I contact Jonathon Aslay?
Send Jonathon a message from this page. It's free and takes a minute.
Similar coaches to compare
Tick "Compare" to message several coaches at once.

Mila Smith
Mila Smith is a UK relationship and dating coach who helps men and women build confidence and make wiser choices in love. She has more than 25 years of experience in relationship management. She is certified through the School of Matchmaking & Relationship Sciences. Her training draws on a 30+ year study from a leading relationship expert. She coaches online and tailors sessions to each client's challenges and goals.

Paige Dempsey
Paige Dempsey is a dating and relationship coach for women 35 and over. She helps clients who feel anxious, stuck or worn out by modern dating. Paige is a former lawyer, small business owner and non-profit professional. She came to coaching as a client after a divorce. She holds three coaching certifications, in feminist, deep dive, and dating and relationship coaching. Her signature method is S.L.O.W. Dating, and she offers an eight-week 1:1 program.
Liza Cooper
Liza Cooper is a love and dating coach who helps women get back into dating, especially women over 50. She founded Love After 50 and is a Licensed Clinical Social Worker. She leads online group workshops and offers private coaching. Her story about dating at 50 after a divorce drew over 1M views on TikTok. The New York Times also featured her mid-life divorce and her friendship with her ex.

Ali Jackson
Ali Jackson is a dating and relationship coach who helps women with their love lives. She runs the Finding Mr. Height brand and hosts a podcast of the same name. Her coaching covers dating app profiles, dating anxiety, and clear communication of needs. She offers one-on-one coaching, monthly programs, and small group programs on topics like dating app revamps and anxious attachment. She builds her advice on her own time spent dating.
Browse related
Last updated September 2026. Request a correction.