You know what you should do. Something keeps stopping you.
Rosa helps you understand what is holding you back, strengthen the way you lead your life, and turn that insight into decisions that actually stick. Private and one on one.
First-time clients: 30 minutes, 57 USD, money-back guarantee.
“At the end of a session, after tears and laughter, I feel like a weight has been lifted off my shoulders and I am ready to take on the world.”
P.M., business leader
For Individuals- 25+ Years
- 7,500+ Coaching hours
- Former Results Coach, Robbins Research International
- ICF Member
- Certified DISC Facilitator
- English & Spanish
Sound familiar?
This is for you if…
You look successful on paper.
But you’re running on default. You say yes when you mean no, and you’re tired of carrying everything.
You know what you should do.
And you keep putting it off. You react in moments you wish you hadn’t, and it costs you.
You want to be taken seriously.
Heard in the room and at home. You want to influence without having to raise your voice.
You’ve read the books.
Taken the courses. The habits don’t stick. You want a coach who calls you out.
Something changed.
A new role, a divorce, an empty house. You want to lead this next chapter, not just react to it.
Your children are grown.
You want to lead your relationship with them, connected, present, without taking over.
If you nodded at even one of these, start with a Kickstart Session.
Book My Kickstart SessionYour Path
Three steps from where you are to where you want to be.
Take the Free Leadership Score
See how you lead, your top 3 life areas to focus on, and your #1 blind spot. Want more? Add your Full Report for 27 USD.
What you get →Start with a Kickstart Session or a DISC Session
Where are you now, and where do you want to be? In love, business, career, money or with yourself. Start with a 30-minute Kickstart Session. Or go deeper with a 45-minute DISC Session.
Compare both →Ongoing Coaching
Regular sessions to work on the skills, habits and decisions that matter. Rosa calls you out. You make the changes. Available in English or Spanish, from anywhere in the world.
Ask a question →Step 1 · The Leadership Score
Are you leading your life, or is it leading you?
Find out how you lead, where your biggest gap is, and the pattern that may be holding you back.
- Your leadership archetype, at your best and under pressure
- Your top 3 life areas to focus on
- Your #1 blind spot, with one tip and one question to work with
- Your Leadership Score out of 100
Free · About 25 minutes · Private. Taken by leaders, teams and families.
Want to go deeper? Your Full Report (27 USD) shows all 8 life areas, where your blind spots may come from, and a 30-day plan for your top focus area.
Example result
Finding Your Footing
Some areas are on track, and some may be running on autopilot.
How you lead
The Builder, with a touch of Guardian. Builders lead with action.
Top 3 focus areas
Your #1 blind spot
What drives you
Two tools. One clear picture.
Everything you need to know yourself well.
Rosa's own coaching tool. New, and free during our pilot.
The Leadership Score
What it shows
Where you're leading your life and where you're not, across 8 areas. Your leadership archetype. Your blind spots. Your Leadership Score out of 100.
Take the Free Leadership Score →A widely used, research-based behavioral assessment.
DISC
What it shows
How you're wired: how you behave, how you communicate with others, and your blind spots.
Book a DISC Session →Neither one is a test. You can't pass or fail, and no one is putting you in a box. They're simply a way to look deeper at yourself.
Step 2 · Work with Rosa
Start with a Kickstart Session, or go deeper with a DISC Session.
First-time clients only. One per person.
Kickstart Session. 57 USD
30 minutes, one on one
Leadership is the way you lead your life: in love, business, career, family, money and with yourself. We look at where you are, where you want to be, and what’s standing in the gap. You leave knowing your next move.
Guarantee: If it isn’t worth it, tell me at the end and you get your money back.
Book My Kickstart SessionCan’t find a time that works? Email rosa@rosaosterling.com with 3 dates that work for you and Rosa will confirm within 48 hours.
“No judgement. Keeps me on track and accountable, and allows me to keep growing.”
M.L., Real Estate Broker and Owner
Go deeper
DISC Session. 297 USD
45 minutes, one on one, plus a 20 to 25 minute DISC assessment before your session
Your DISC assessment, plus clarity on your life, business and career.
Stop guessing why some conversations work and others blow up. DISC shows you exactly how you’re wired: how you make decisions, handle pressure and communicate, and how to read the people around you. You walk away knowing how to get heard, handle conflict without shutting down or pushing too hard, and lead people the way they actually need to be led.
- Your DISC assessment (20 to 25 minutes, online)
- Your personal DISC report, yours to keep
- A 45-minute one-on-one walkthrough with Rosa
Guarantee: If you don’t leave with a clear next move, tell me at the end and you get your money back. You keep your DISC report.
Not a sales call. If you continue with the yearly coaching package, your 297 USD is applied toward it.
Book My DISC SessionCan’t find a time that works? Email rosa@rosaosterling.com with 3 dates that work for you and Rosa will confirm within 48 hours.
Rosa works with a limited number of private clients at a time.
12-session private coaching. Payment options available. Ask for details.
Know someone who needs this? Send them this page.
What is DISC?
A widely used, research-based behavioral assessment.
How you're wired: how you behave, how you communicate with others, and your blind spots. Four styles. Most people are a blend, so you get your own profile, not a label.
Direct, decisive, results-focused.
Outgoing, persuasive, people-energized.
Calm, loyal, patient, a team anchor.
Careful, accurate, high standards.
DISC shows how you’re wired. The Leadership Score shows where you’re leading your life. Together you get the full picture.
Individual Results
What changes when you stop running on default.
P.M., business leader
“Rosa brought out the Coco Chanel in me.”
I moved from KC to PA; started a new job in a totally new industry; integrated myself and my son into the new community, worked on myself physically, emotionally and spiritually. I met the love of my life.
“Rosa helped me to forgive myself, be gentle with myself and continue to stay focused on the progress I am making.”
J.B., Real Estate Broker and Owner
“We are about to double our income or more this year.”
“I just had an incredible feeling of confirmation validating the success I have seen in my personal and professional life recently.”
M.L., Real Estate Broker and Owner
“New brokerage is launching!”
“No judgement. Keeps me on track and accountable, and allows me to keep growing.”
“Rosa is full of love and support and calls me out on my own patterns, and that is exactly what I need. She is amazing and I am so fortunate to have her in my corner.”
M.L. · Real Estate Broker and Owner“At the end of a session, after tears and laughter, I feel like a weight has been lifted off my shoulders and I am ready to take on the world.”
P.M. · Business leader“Since starting our coaching relationship I have achieved 50% of my goals for 2024 within 3 months.”
H.R. · Senior Manager, Deloitte DubaiComing soon
The 90-Day Success Planner.
We all have the same hours in a day. The difference is what we give them to. This is the planner Rosa built for the way she coaches: on paper, where you actually pay attention.
- Plan your week a week ahead
- Know your top 3 priorities for the day and the week
- Give every task its own block of time
- See how far you’ve come in 90 days
Waitlist members get 10% off at launch.
Lead Your Life Circle
You lead everyone. Who's leading you?
You’re the one people come to. At work, at home, for everything.
But when you’re stuck, overwhelmed or second-guessing yourself, there’s no one to ask.
Now there is.
Every week, I send short voice notes on WhatsApp. They help you plan your week, focus on what matters most and lead yourself when life gets full.
You don’t have to post, share or join a call. Just listen.
Got a question? DM me on Instagram @rosaosterling. I answer it in the WhatsApp circle.
Everything is confidential. A judgment-free zone.
No names. No details. What’s shared here stays here.
I’m looking for 50 founding members to join free.
Doors open Monday, December 7. Founding spots close December 6.
Spots left: 50
Leadership is how you lead your life. Let’s lead it together. RO
Questions
What people ask first.
Is the Kickstart Session a sales call?
No. You’ll know other options exist, and I’ll email them afterward, but there is no pitch on the call.
Is this therapy?
No. This is forward movement: where you are, where you want to be, and your next move.
Is it confidential?
Yes. What you share stays between you and Rosa.
I’m not a manager. Is this for me?
Yes. Leadership is how you run your life, with or without a title.
Who is the Leadership Score for?
Anyone 18 or older. Your results are private to you.
How much does it cost?
The Leadership Score is free. First-time clients can book a 30-minute Kickstart Session for 57 USD. The DISC Session is 297 USD and is applied to the yearly coaching package if you continue. Company programs are custom, so let’s talk and I’ll send a proposal.
What happens after I book?
You pick your time right away. You’ll get a confirmation email and a few short questions so we can make the most of our time together.
Get Started
Take the free score. Or just ask a question.
Rosa responds within 24 hours. Private and confidential.