Welcome To Life With Dear

Helping Couples Over 50 Enjoy Life More, Together

Escapes • Date Ideas • Coaching

Curated escapes, practical date ideas, and simple tools that help couples over 50 reconnect, explore, and enjoy this next chapter together.

About Life With Dear

Helping Couples Over 50 Enjoy Life More —Together.

Life With Dear started as a nickname Cornell used for Lisa…
but over time it became something bigger. Reminders to:
● Stop drifting.
● Enjoy each other.
● Live this chapter with more fun, intention, and connection.
After years of careers, kids, responsibilities, routines, and stress, we realized something:
● We didn’t want to live that way.
● We can love each other deeply… and still feel disconnected if we stop doing the small things that
keep you close.
So we made simple shifts — more date nights, more travel, more intentional fun — and it changed
everything for us.
Now we help other couples do the same.

What We Believe

Connection shouldn’t get harder with age — most couples just need a little fun, more intention, and fewer small arguments.

Who We Are

We’re Cornell and Lisa — married, imperfect, and committed to enjoying this chapter of life together through simple travel.

What You’ll Find

Curated escapes, real-life date ideas, a relationship quiz, and single-session coaching — all designed to make connection.

Escapes

Curated Escapes for Couples Over 50

Cruises • All-Inclusive Resorts • Signature Experiences

We help couples over 50 choose escapes that feel effortless, connection-focused, and designed for this season of life — without spending hours researching or second-guessing. Whether you want calm, adventure, romance, or simplicity… we’ll guide you to the options that fit you.

How It Works

01

Book One Call

A simple 20–30 minute conversation where we get to know your preferences, pace, comfort level, and goals.

02

We Ask a Few Easy Questions

Nothing heavy — just enough to understand what kind of escape actually feels good for you at this stage.

03

Get 2–3 Personalized Recommendations

Your short list comes from real experience, not algorithms.
We focus on escapes that are comfortable, connection-friendly, and simple to enjoy.

Cruise Escapes

Connection-centered Caribbean sailings chosen for comfort, ease, and predictability.

All-Inclusive Resort Escapes

Relaxing, warm-weather getaways designed for connection and simplicity.

Signature Hosted Escapes

Small-group, relationship-focused experiences hosted by LWD.

Date Ideas

Simple, real-life ideas you can actually do — built for comfort, fun, and connection.

Most couples over 50 don’t need big plans — they just need simple moments that feel good again.

Our date ideas match real schedules and real energy, so connection becomes easy again.

What counts as a date?

Anything planned on purpose that helps you two spend time together — at home or out.

What if one of us doesn’t love the idea?

That’s normal. Part of being a couple is sometimes choosing things for the other person.
If it’s “their” idea this week, your job is just to find a way to enjoy the moment anyway.

What if we feel rusty or awkward?

Most couples do. That’s why these ideas are simple and low-pressure.

Choose Your Style of Connection

At-Home Dates

Cozy, simple moments that help you slow down and enjoy each other again — think good food, warm lighting, shared laughs, and zero rushing.
Perfect for nights when you want connection without going anywhere.

Night-Out Dates

Easy, enjoyable evenings that get you out of the house and into each other’s company — dinner, music, laughter, or something a little playful.
A way to break routine without needing a big plan.

Local Adventure Dates

Light, low-pressure outings that add novelty and fun — short drives, small adventures, or something new that reminds you you’re still a team.
Just enough “different” to make the day feel special.

Relationship Quiz

Discover Your Relationship Score

A quick, private quiz for couples over 50 to see where you’re strong, where things feel a little off, and where small shifts could make everyday life feel easier, calmer, and more connected.

A Clear Snapshot of Your Relationship

  • A clear snapshot of your communication
  • How connected you feel day-to-day
  • Where things feel a little off
  • Small places where ease and closeness can grow

Quick, Simple & Private

  • Just 12 quick questions
  • Takes less than 2 minutes
  • Completely private — no data stored
  • Instantly reveals your Relationship Score (0–100) and your “relationship season”

Personalized Insight You Can Use Today

  • Your personalized Relationship Score
  • One small suggestion you can try this week
  • A simple, judgment-free idea for moving forward
  • Optional: share results with your partner or keep them private

Coaching

A Calm, Forward- Focused Conversation

Most couples over 50 don’t want months and months of thearapy and after-session homework..
They want a lighter, easier way to talk — one that reduces the edge, brings down defensiveness, and reminds them of what they still like about each other.

01

WHAT THIS SESSION IS

A single, 50-minute online session where the three of us talk together in real time.
It’s light, hopeful, and focused on helping you:
● talk easier
● feel heard
● lower the edge
● break the “same argument, same cycle” feeling
● feel a little closer again

02

WHAT YOU CAN EXPECT

● a relaxed pace
● a respectful tone
● space for both of you to talk
● no taking sides
● no digging through the past
● no judgment, no pressure
● no homework, worksheets, or long commitments

Testimonials

Real Stories From
Couples

We never realized how much small habits were affecting our relationship. These sessions gave us clarity, tools, and confidence to reconnect. Our trips now feel even more special because we truly enjoy each other’s company again.

5
Jane & Robert, 56 & 58

Couples Coaching

Reconnect, Grow, And Thrive Together

A calm, future-focused 50-minute online session designed to help conversations feel easier, lighter, and more respectful — without months of therapy, worksheets, or long programs.
Just show up. The conversation is guided gently, and most couples finish saying things feel a little easier between them than before.

A single 50-minute online session to help you talk easier and feel more connected.

A calm, respectful conversation with no pressure, no judgment, and no digging into the past.

Simple pricing — $100 per couple with no packages, no upsells, ever.

FAQ’s

Answers to Every Question Couples Ask

It’s friendly, clear, and speaks directly to your audience.

What This Is

A single, solution-focused conversation designed to help you:
● feel heard without interruptions
● talk easier and with less edge
● remember what you still like about each other
● get out of the “same argument, same cycle” feeling
● walk away with a sense of relief and possibility
This approach is future-looking.
It’s about what life can feel like going forward — not replaying every fight.
It’s simple, calm, and designed to help you feel more connected by the end.

What This Isn’t

Just so it’s clear:
● no digging through childhood
● no diagnosing or labels
● no taking sides
● no long treatment plans
● no homework or worksheets
● no reliving every painful argument
● no “fixing your problems”
This is not therapy.
It’s a light, hopeful conversation that helps things feel easier between you again.

Is This Right for Us?

This is a good fit if you:
● care about each other, but something feels “off”
● want conversations to feel easier and less sharp
● miss the simple, everyday moments together
● want to feel more like a team again
● want a future-looking, hopeful approach
This is not the right fit if:
● you’re in active crisis
● one or both of you are considering separation
● there is addiction, abuse, or untreated mental-health concerns
● you’re looking for therapy or trauma work
In those cases, a licensed therapist is the safer next step.

What You Can Expect

In your session, you can expect:
● a calm, respectful tone
● questions that help you think about the future you want together
● space for both of you to talk without blame
● no pressure to confess, perform, or “get it right”
● a conversation that feels different — lighter, easier, safer
You won’t walk out with a checklist.
You’ll walk out with a feeling:
“Things feel a little easier between us than they did before.”

Coaching vs. Therapy

Coaching (what this is):
● future-looking
● light, hopeful, and conversational
● focused on next steps that feel doable
● no labels, no diagnoses
● no treatment plans
Therapy:
● deeper emotional work
● helpful for trauma, crisis, or mental-health needs
● structured treatment
If you’re unsure which you need, coaching is a gentle first step — and if therapy would be better,
I’ll say so.

Are You a Therapist?

No — I’m not a therapist.
I’m a Certified Solution Focused Practitioner trained in:
● Solution Focused Brief Therapy (SFBT)
● Solution Building Couples Therapy (SBCT)
Both approaches are evidence-based, future-looking, and designed to help people talk easier
and feel more hopeful quickly.
The session itself is the intervention — there are no assignments, no plans, and no pressure.

Do You Take Sides?

No.
I don’t take sides, keep score, or try to determine who’s “right.”
My role is to create a space where:
● both of you feel heard
● neither partner feels ganged up on
● the conversation stays balanced
● everyone feels respected
Men and women consistently tell me the space feels safe, calm, and fair.

What the First Session Price?

$100 per couple

●One 50-minute live, online session.
●No packages.
●No upsells.
●Book when you need it — one session at a time.

SESSION DETAILS

● Format: Live online session
● Length: 50 minutes
● Who attends: Both partners + Cornell
● Preparation: None needed
● Availability: First-come scheduling

What if we want additional sessions?

$75 per couple

● No packages.
● No upsells.
● Book when you need it — one session at a time.

SESSION DETAILS

● Format: Live online session
● Length: 30 minutes
● Who attends: Both partners + Cornell
● Preparation: None needed
● Availability: First-come scheduling

Ready To Try It?

A few quick questions can reveal patterns you’re feeling — and where small shifts can help.