Pet Sitter Confessional

What happens when the excitement of growing your team turns into the disappointment of a bad hire? In this episode, we explore why failed hires sting so deeply, from the personal investment of time and trust to the disruption it causes clients, pets, and team morale. We share how rushing to replace too quickly can compound mistakes, while ignoring red flags or skipping feedback loops leaves you vulnerable to repeat iss...

What does it really mean to grow your business? In this episode, Morgan Weber of Lucky Pup shares why growth isn’t always the answer and how defining success on your own terms is crucial for long-term sustainability. She unpacks the danger of chasing vanity metrics, the importance of budgeting your time like your finances, and why business owners must avoid resentment and burnout. Morgan also expl...

What happens when the joy of pet sitting starts to fade into monotony? In this episode, we explore why the “ho-hum” feeling creeps in, from repetitive routines and emotional fatigue to physical exhaustion, isolation, and the comparison game on social media. We share how staying stuck in this flat season can impact client experience, dull attention to detail, and accelerate burnout. While monotony is a natural byproduct ...

What should you do when a pet emergency happens on your watch? In this episode, Arden Moore returns to share practical, life-saving advice for pet sitters and dog walkers. From subtle signs of stress to new research on treating heatstroke, Arden emphasizes the importance of preparedness, adaptability, and calm communication. She also discusses the mental mindset needed to respond effectively and t...

What happens when your business no longer fits the market—or the law? In this episode, we explore the challenges of pivoting, from labor law changes to zoning regulations to personal burnout. We share stories of sitters who had to shift away from overnights, navigate the shift from independent contractors to W2 employees, or give up in-home boarding due to city requirements. While pivots can feel ...

How can we make sure we’re providing the best care possible for pet birds? Dr. Jennifer Graham, President of the Association of Avian Veterinarians, joins the show to discuss the crucial partnership between avian vets and pet sitters. From common health issues and behavioral cues to transport tips and nutrition red flags, Jennifer shares decades of wisdom to help pet sitters level up their bird care. She emphasizes the importance o...

This episode explores the powerful role identity and labels play in the life of a pet sitter. Too often, we adopt labels given by clients, colleagues, or even ourselves—like “just a dog walker”—without questioning if they reflect our full value. We discuss how external and internal labels shape confidence, pricing, and client relationships, and how narrowing our identity increases the risk of burn...

Kaitlin Wood of Kaitlin’s Pet Sitting in Chattanooga, TN shares her journey from teenage sitter to full-time business owner. She discusses the evolution of her services, including her growing wedding assistance offering, and the importance of clear client communication. Kaitlin opens up about lessons in time management, setting boundaries, and the struggle of finding trustworthy team members. Her ...

Non-negotiables aren’t just nice-to-have—they’re the backbone of running our pet care business. In this episode, we share the 10 essential policies and procedures we believe every sitter and walker should put in place. From cancellation and payment terms to health requirements and emergency plans, we explain why each matters and how we enforce them. We also talk about the dangers of bending rules too often and how exce...

What happens when pet sitters and independent veterinarians start working together more intentionally? Dr. Christie Cornelius, Director of the Independent Veterinary Practitioners Association, joins the show to discuss the unique challenges and strengths of independently owned veterinary practices. She explores how pet sitters can play a pivotal role in improving pet health outcomes through strong communication and observation. The...

In this episode, we explore what makes a pet care business stronger over time. Using the example of Corten steel—designed to strengthen through exposure—we discuss how intentional systems and experiences build long-term resilience. We share six key areas to focus on, including SOPs, hiring, marketing, education, feedback, and boundaries. Each one is like a layer of protection that helps your business weather challenges...

What happens when pet sitters take the leap into retail? Morgan and Austin Weber, owners of Lucky Pup Adventures, share how they purchased and now run Woofs and Waves, a beloved community pet store in Sioux Falls. They dive into the differences between managing a service business and a retail space, including inventory, staff training, and community outreach. They reflect on their complementary st...

Wag!, one of the largest gig economy pet care platforms, has filed for Chapter 11 bankruptcy and is undergoing a rapid restructuring. This episode explores the deeper issues behind Wag’s financial collapse, including its flawed business model, sitter churn, and lack of consistent, relationship-driven care. The discussion highlights how investor interest is shifting away from gig platforms toward h...

Are you treating your pet sitting like a real business? In this episode, Rachelle Steele of Loving Arms Pet Services returns to share how she transitioned from a hobbyist mindset to confidently leading her company. She dives deep into boundaries with clients, why setting an emergency fund is crucial, and how she prices her services based on value—not competition. Rachelle also opens up about prepa...

Business owners often feel compelled to defend every policy and decision. We share a recent incident that brought that into sharp focus. We explore why learning to observe rather than react is a skill worth cultivating. From dealing with difficult client feedback to navigating aggressive Facebook comments, we share some personal stories and hard-earned lessons in restraint. Observation leads to better leadership, stron...

Have you ever wondered if your business could thrive by serving just one type of pet? In this episode, Mandi Fleitz, owner of Durham Cat Company, talks about her bold decision to transition from running a general pet sitting and dog walking company to exclusively serving cats. Mandi shares why she made the switch, how she navigated the emotional process of closing her first business, and the surpr...

Over the past 13 years, we’ve built, paused, and rebuilt our pet sitting business across multiple cities and life stages. In this episode, we share the lessons that have shaped how we operate today—from getting licensed and insured, to listening closely to clients, and setting clear policies. We talk about the hard decisions that came with growth, like raising prices and ending services that no lo...

Are pet sitters and veterinarians really on the same team when it comes to caring for cats? In this episode, Dr. Ashlie Saffire, feline specialist and President of the Feline Veterinary Medical Association, joins the show to explore how deeper collaboration between pet sitters and veterinary professionals can dramatically improve cat care. She dives into common stress-related cat health issues, the importance of maintaining routine...

Have you ever clung to a system simply because you built it? In this episode, we explore the IKEA effect—how emotional investment in our creations can unintentionally sabotage our pet care businesses. We unpack how pride and ownership can be both motivating and limiting, and how to know when it’s time to evolve. With practical examples from scheduling tools to onboarding procedures, we offer tools...