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Transform Your Leadership, Elevate Your Impact.
Nov 16-20th 2025 Leadership Retreat $6216
This 5 day all-inclusive retreat
is ideal for:
- Business owners seeking growth, profitability, and operational clarity
- Executives developing leadership skills, emotional intelligence, or strategic thinking
- Visionaries ready to lead with greater authenticity and alignment
- Guaranteed small group atmosphere for individual attention.
- Fine dining and accommodations
- Time for pampering, networking, and reflection
- Check in between 3-6pm on the 16th. Checkout at 11am on the 20th
- Call to see if discount may be available (541) 488-5269
Transform Your Leadership, Elevate Your Impact!
5 day Leadership Retreat $6216
Whether you're an entrepreneur ready to scale or a leader seeking clarity and confidence, OWR's Leadership Retreat offers a unique blend of strategic business coaching and soul-aligned leadership development. With 15+ years of coaching experience and a track record of building and selling three successful businesses, Tricia brings both practical acumen and visionary insight to the table.
What’s Included:
Accommodations:
4 nights/5 day accommodations at Award-Winning Inn
· 4 Breakfasts at the Inn
· 24-hour coffee/tea/drinks/snacks
Welcome Reception Dinner
·3 catered Lunches
· Dinner in Plaza #2
Dinner in Plaza #2
· Closing Group Dinner
· 60-minute massage
· “Healing Waters” Soak Evening
Workshops:
- Pre-Retreat Virtual Session — Live Zoom call to set intentions and introduce participants before arrival.
- Senior-Level Facilitation — Three days of programming led by experienced leadership coaches blending evidence-based tools with experiential learning.
- Life Purpose & Core Values Mapping — Identify your drivers and build a leadership foundation.
- Mission, Why & Impact Workshop — Clarify your leadership “why” and link it to organizational or community impact.
- Leadership Strengths Workshop — Discover and leverage your unique strengths for greater influence.
- Creating a Culture of Meaning — Learn to embed purpose and values into team culture and operations.
- Strategic Visioning & Annual Planning — Craft and refine your vision and translate it into actionable goals.
- Innovation Lab — Hands-on, creative problem-solving session to tackle real challenges and prototype new solutions.
- Peer Coaching & Support Structures — Build accountability partnerships and feedback skills.
- Commitments & Accountability Planning — Turn insights into a concrete 90-day action plan.
- Assessments, Workbooks & Materials — Leadership assessments and worksheets provided to support reflection and ongoing application.
- Welcome Reception Dinner on Arrival Evening — Connect with fellow participants.
- Closing Group Dinner on the Final Night — Celebrate progress and relationships before departure.
- Post-retreat resources and peer connections to sustain momentum.
Business & Executive Coaching
Tricia Amara
With over 15 years of coaching experience and three successful businesses built and sold, Tricia Amara brings a powerful blend of strategic expertise and soulful leadership to business and executive coaching. As an EMyth Certified Business Coach, she has supported hundreds of entrepreneurs, leaders, and teams in improving profitability, streamlining operations, and unlocking the full potential of their business and leadership.
Tricia specializes in strategic planning, business development, financial clarity, and team performance. Her executive coaching focuses on emotional intelligence, communication, and personal growth—developing the leader as much as the business. She believes entrepreneurship is a sacred path of service, and works with purpose-driven founders to help them lead with integrity, clarity, and soul. Each session is grounded, results-oriented, and tailored to your unique vision and goals.
Sample Day Itinerary (each days workshops are unique)
Day 1 — Mission & Impact
9:00 am — Group Breakfast at the Inn
10:00–11:30 am — Opening Circle & Intention Setting
Purpose: Establish a safe, inspiring space; clarify individual intentions and group agreements.
11:30–11:45 am — Break
11:45–1:00 pm — Life Purpose & Core Values Mapping
Purpose: Identify personal drivers and non-negotiables; create a foundation for authentic leadership.
1:00–2:00 pm — Catered in Lunch. Enjoy in room, the back garden, and the dining room
2:00–3:30 pm — Mission, Why & Impact
Purpose: Articulate your leadership “why” and explore how it connects to broader organizational or societal impact.
3:30–3:45 pm — Break
3:45–5:00 pm — Strategic Visioning (Part 1)
Purpose: Begin to craft a compelling long-term vision and priority areas for your role or organization.
5:00–5:15 pm — Reflection/Preview of Day 2
Purpose: Anchor insights and prepare for tomorrow.
6:00 pm- Full Hour Swedish Massage
7:30 pm - Dinner at one of the best restaurants in town. Enjoy walking around the adorable town
Accommodations
You will enjoy luxurious lodging and accommodations at the Bayberry Inn, transportation can be arranged to and from the Medford airport (MFR) and to all included experiences. All of your meals will be wonderful, whether they are prepared by Bayberry Inn's private chef on-site, catered by the best local eateries, or enjoyed at some of Ashland's finest restaurants. OWR's accommodations have recently been awarded the title of BEST hotel in Ashland and are among the top 3% worldwide
Pamper Please
We are sneaking in time for pamper and exploration as well. Included in your retreat is a 60-minute Swedish Massage, an evening at a Japanese Garden "Healing Waters", and tons of yummy restaurants. All fees, taxes, and gratuities are part of your package, so just enjoy. You've been working hard, you deserve it!
We are a 5 block walk from the World Famous Ashland Plaza and Lithia Park. So much to see, get out and take a walk :)