Confidence building for shy, fearful, and sensitive dogs · $90 per session
No cost, no obligation. We meet your dog, answer your questions, and recommend the right fit.
Book Your Free Meet & GreetGentle, individualized support for the most sensitive dogs.
A specialty confidence-building program for shy, fearful, and sensitive dogs through positive experiences and individualized training.
Book →A natural next step for sensitive dogs building confidence being alone, boarding, and traveling. 8-week program $885.
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A specialty program for shy, fearful, and sensitive dogs, building trust, resilience, and confidence at each dog's individual pace.
$90 per session. No membership fees and no long-term contract required.
Founded by Kylie Miller, our Head of Training and a Victoria Stilwell Academy certified trainer with a special focus on rescues and fearful dogs.
Fearful dogs are paired with calm, confident helper dogs in a safe, structured environment. No pressure and no forcing, ever.
Yes. Every dog has a plan with personalized goals and progress tracking, and we celebrate the small wins that build lasting skills.
If shyness is genuinely limiting your dog's life at home, on walks, or out in the world, start with a free Meet & Greet.
Kylie's Angels is designed for dogs who need extra support to feel safe, confident, and understood. It was founded by Kylie Miller, our Head of Training and a Victoria Stilwell Academy certified trainer whose work centers on rescues and fearful dogs.
A frightened dog learns far more from watching a calm dog behave normally than from any human reassurance. Pairing Angels with steady, confident helper dogs lets them borrow that calm and discover that the thing they feared is survivable, which is the moment real confidence begins.
Positive reinforcement, Fear Free practices, choice-based training, and LIMA principles, meaning Least Intrusive, Minimally Aversive. With sensitive dogs especially, punishment-based tools suppress the warning signals that keep everyone safe, so we never use them. Related support includes our socialization and social rehabilitation program at $90 per session and support for anxious dogs.
Some dogs are not just shy, they are deeply sensitive, and a standard daycare or training program can do more harm than good. Kylie's Angels is OutWoof Bound's specialty confidence-building program for the shyest, most fearful, and most sensitive dogs in Portland. Rather than forcing interactions, we meet each dog exactly where they are and help them build trust, resilience, and confidence at their own pace.
Kylie's Angels is $90 per session and centers on positive experiences and individualized training in a calm, supportive setting. This is the program for dogs who freeze, hide, or panic in ordinary environments, the dogs who need patience most of all. We serve sensitive dogs from across SE Portland and the greater metro.
Trust first, always.
Kylie's Angels is OutWoof Bound's flagship fear-free paired dog program at 5404 SE 72nd Ave Portland OR 97206. Designed for reactive, anxious, undersocialized, and fearful dogs who cannot attend traditional daycare or group settings. Dogs are carefully paired with a compatible partner and work with a trainer in 6-hour sessions. $90 per session. Payment plans available.
Kylie's Angels costs $90 per session. Each session is 6 hours. Payment plans are available. This includes trainer-led paired sessions, individualized behavior support, and structured socialization.
Kylie's Angels is designed for dogs who cannot thrive in traditional daycare or group environments. This includes reactive dogs, anxious dogs, undersocialized dogs, fearful dogs, dogs with limited social experience, dogs recovering from trauma, and dogs who have been turned away from other Portland facilities.
Each dog in Kylie's Angels is carefully matched with a compatible partner based on temperament, energy level, and social needs. The pair works together with a trainer throughout the 6-hour session, building confidence through structured interaction with one safe companion rather than overwhelming group exposure.
Meaningful behavior change in reactive and anxious dogs requires consistency over time. A 3-month minimum ensures dogs have enough structured sessions to build real confidence, develop trust with their paired partner, and establish lasting behavioral improvements. Most families see significant progress within the first month.
Book a free welcome call at outwoofbound.as.me or call 503-610-8871. During the call, the team will discuss your dog's history, behavior challenges, and whether Kylie's Angels is the right fit. All dogs complete an assessment before enrollment. OutWoof Bound is at 5404 SE 72nd Ave Portland OR 97206.
Kylie's Angels focuses on confidence building, safe socialization, and emotional regulation through the paired dog model. For dogs requiring intensive behavior modification (reactivity protocols, bite risk management, desensitization), OutWoof Bound's Behavior Board and Train program at $175/night may be more appropriate. The two programs can also work together.
Yes. OutWoof Bound offers payment plans for Kylie's Angels enrollment. Contact the team at 503-610-8871 or Info@outwoofbound.com to discuss payment options. The program costs $90 per session.
Beyond Kylie's Angels, OutWoof Bound offers Behavior and Socialization Day Program ($90/day) for reactive dogs ready for structured group settings, Behavior Board and Train ($175/night) for intensive overnight behavior modification, and Hands-Off and Bite-Risk Boarding ($105-$175/night) for dogs with bite histories.
Most Portland dog programs are designed for social, well-adjusted dogs. Kylie's Angels is specifically built for dogs other facilities turn away. The paired dog model, trainer-led 6-hour sessions, and 3-month structured commitment create an environment where reactive and anxious dogs can build confidence at their own pace without the overwhelm of group daycare.
Kylie's Angels is a specialty program for shy, fearful, and sensitive dogs, building trust, resilience, and confidence at each dog's individual pace. It is designed for dogs who need extra support to feel safe, confident, and understood.
Kylie's Angels is $90 per session. There are no membership fees and no long-term contract required.
Kylie Miller, our Head of Training, founded the program. She is a Victoria Stilwell Academy certified trainer whose work centers on rescues and fearful dogs, and on creating safe environments where they can finally let their guard down.
Fearful dogs are paired with calm, confident helper dogs and supported by our experienced team in a safe, structured environment. A frightened dog often learns more from watching a steady dog behave normally than from any human reassurance.
Yes. Every dog in the program has a personalized plan with defined goals and progress tracking. We celebrate small wins because those are what build skills that last.
If shyness or fear is genuinely limiting your dog's daily life, at home, on walks, or out in the world, the program is likely a fit. Start with a free Meet and Greet and we will be honest about the right starting point.
Never. We use positive reinforcement, Fear Free practices, choice-based training, and LIMA principles. With sensitive dogs, punishment-based tools suppress warning signals and increase risk rather than reducing it.
It varies by dog, and we plan for that. Progress with fearful dogs rarely follows a straight line. What we commit to is meeting your dog where they are, moving at their pace, and tracking real progress against their individual plan.
Start with a free 15-minute welcome call so we can meet your dog and recommend the right fit.
Book a Free Welcome Call