Private coaching is designed to take your experience with my Seven Steps to Love Program to the next level. You’ll get the one-on-one support, strategies and feedback you need to succeed. My coaching style is direct, yet supportive. I know firsthand what it feels like to be in your shoes — that’s what makes my coaching unique.

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Coaching provides you:

  • Assistance staying on track with the program and getting the most out of the self-exploration exercises.
  • Guidance with tackling obstacles in your path to love.
  • Help with writing an authentic online dating profile, screening matches and handling specific dating situations.
  • Help with finding the right words and practicing the hard conversations.
  • Support on testing the relationship.


Private coaching is an investment in yourself that has great payoffs. It will transform how you date and support you on your journey to love. If you’re ready to work with someone who personally knows how it feels to have completed the work and come out the other end in love, then complete this private coaching application to see if it’s the right investment for you.

There are multiple levels of coaching packages to choose from. Each package includes one-on-one coaching sessions plus check-in calls and emails between sessions.

If you’re interested, please complete this application.

Private Coaching Application
“Having Jen as a dating coach throughout the program was instrumental to my growth and development. Jen’s supportive, honest, and open-minded nature, provided a safe space to articulate my needs and desires. I felt extremely comfortable opening up and being vulnerable in her presence. I found Jen’s input to be extremely insightful and helpful in not only giving me dating advice, but also in helping me to identify how my previous experiences and upbringing have impacted the type of men I was attracting and dating.”
“Knowing that I had a coaching session with Jen spurred me to finish writing my online profile and actually sign up for dating sites. I knew that talking to Jen would be engaging and help me overcome my hurdles — it was more than just a monitoring device. Jen’s coaching style is directive, yet responsive to me and my situation. At the same time, she is not judgmental.”
“Jen held me accountable for what I was looking for, while allowing me to work at my own pace and comfort level. In addition, to the one-on-one coaching sessions, Jen always made herself accessible if I needed a quick check in over email or phone about an upcoming date or dating question I was having. These coaching sessions were extremely valuable throughout the entire process.”
more success stories

Not ready for coaching? Try the program first.

Get the Seven Steps to Love $59


I want my clients to be 100% satisfied. If, for whatever reason, you are not satisfied after one coaching session, you will receive a refund on all unused sessions based on the pro-rata value of each session. The coaching sessions will expire as follows from the date of purchasing the package: 6 months for the “Starter,” 12 months for the “Essential,” and 18 months for the “Deluxe.” However your online access to the program will continue indefinitely after the expiration date.

Your access to the Seven Steps to Love Program will continue as long as Orion Resources LLC (dba DateWise) is an active business. All prices are subject to change. The program and coaching are subject to the DateWise terms and conditions which you are urged to review. If there is any conflict between this general program and coaching description and the terms and conditions, the terms and conditions are controlling.