Rise & Shine, Even If… | Roz & Sean Woodland: Speaking and Coaching for ambitious late starters who want progress, not hype.

Rise & Shine, Even If…
your setbacks shook your confidence
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you’re starting late
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you’ve tried before
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your inner critic is deafening
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you feel out of opportunities

Roz & Sean Woodland: coaching for those starting late, starting over, or starting despite it all, who want progress, not hype.

Get On The Waitlist For The Launch!

Move from SURVIVAL MODE to AWAKENED RESILIENCE.
Roz and Sean bring their lived experiences, paired with purpose-driven intentional practices, so progress finally sticks, no matter how many times you have tried, or how late you’re starting.

Designed with

Late Starters in mind

Here’s why “late” is your superpower.

You’re not behind – you’re ready. When life has shown you what doesn’t fit, you can choose what does. We keep it zero-shame and clear: small steps over perfection, tools over theory, support over willpower.

Two voices. One safe room.

Meet Roz & Sean

We’re a coaching duo who’ve lived the hard resets, and built tools that actually help you start again. Our work is zero-shame, plain-spoken, and practical: simple steps, steady momentum, and support you can feel.

Sean Woodland

From a 20-year cocaine addiction to sustained recovery, Sean paired a background in leadership and men’s emotional well-being with real-estate investing, 10xing his net worth in 2 years. He’s an award-winning real-estate investor and certified REI coach who helps you face the hard truth kindly, set doable commitments, and keep them.

Roz Woodland

Coach, facilitator, and professional writer, Roz brings clear insight and deep compassion, plus the hard-won pragmatism of an “initially reluctant” investor who learned that wealth and altruism can work together. After navigating two bankruptcies and two divorces, she retired early from a two-decade research career at Carleton University to invest and coach full-time. She’s skilled at turning reflection into action you can repeat.

Shared Wins

Award-winning real-estate investors and certified coaches

10x net worth in two years

Coaching and Investing full-time

What you can expect with us

Two perspectives, more possibilities: male/female lenses so more people feel seen.

Real talk, real tools: values-based choices, kind boundaries, money-wise habits.

Support that sticks: live guidance, replays, and simple practices you’ll actually use.

A Clear Path, Not Just Good Advice

Our method turns big ideas into small moves you can keep.

Invisible Scorecard

Stop chasing approval; choose by your values.

Prove-Me-Wrong (7 days)

Tiny experiments that beat old beliefs.

Social Gravity

Curate your community; set kind, clean boundaries.

Fail-Forward Review

Turn setbacks into data and momentum.

WORKSHOP LAUNCHING SOON!

The Rescripted Life

The Rescripted Life is a guided, LIVE workshop experience with replays, simple homework, and a community that actually helps you implement.

You’ll learn to:

Rewrite old scripts and quiet the inner critic.

Set loving boundaries you can keep (without guilt).

Make values-aligned choices.

Build steady momentum with small, repeatable actions.

What’s included: Weekly live sessions (+ orientation), replays, templates/worksheets, light community touchpoints, and gentle accountability.