How We Help


Sherry and Rob began in the solopreneur (or freelance) community. You are our people. We’ve create special services and pricing for solopreneurs and freelancers.

Individual consulting

You don’t have to hold everything together on your own. Join me for a series of personalized, confidential conversations designed to help you identify potential problems or solve problems that are flaring up. Through the powerful pairing of psychological training and entrepreneurial experience, I can support you in every part of your personal and professional life.

Introductory package of three sessions begins at $749.00

Problem Solving

    • 90-minute deep dive
    • 11 monthly check-ins
  • Do you need an expert sounding board to think through a specific problem?

    Do you need immediate strategies to manage your anxiety? Sleep better? Handle a difficult team member? Make a time-sensitive decision? Better handle challenges at home?

    In three sessions, Sherry will provide strategies that you can implement immediately. She listens with insight, expertise and a friendly presence and works with you to find the best direction.

    Sessions can be scheduled around your needs (all in the same week or spread out over months). Remote or in-person options available.

Direction Seeking

    • 90-minute deep drive
    • Six 60-minute follow-ups
  • Are you in the midst of a big decision? Should you quit your job? Change your role? Sell your company?

    Feeling uncertain of where to go next?

    Are you feeling the fatigue of burnout? Does it feel like things are imploding in your business? At home?

    Do you find yourself repeating the same destructive patterns and less-than ideal decisions?

    In this seven-session engagement, Sherry will help you dig deep and gain insight into the motivations and misperceptions that are keeping you stuck. She’ll use her expertise and experience to help you get back on track or forge a new path.

Mindset Overhaul

    • 90-minute deep drive
    • 11 monthly check-ins
  • You have a dentist, a barber or stylist, a drycleaner and a mechanic. You have ongoing relationships with subject-matter experts who help you to manage specific parts of your life.

    Sherry can be your mental game strategist. She’ll become an expert on you and your business so that she can provide individually-tailored counsel.

    A monthly session with Sherry ensures that you don’t drift too far from your personal and business goals. She becomes part of your team- helping to make your mind, your life and your business run smoothly.

Founder groups

ZenTribes are forming all the time. We create a small group of entrepreneurs and structure a curated group designed to help you maximize your mental health, business productivity, and relationship satisfaction. Learn more about our tribes here

Looking for a specific experience? A women’s group? A group for digital nomads? Design freelancers? A group for folks in the process of a sale or merger? Let us know and we’ll do our best to create the right group for you.

Retreat planning and hosting

At ZenFounder, we believe that taking regularly scheduled retreats is one of the best things you can do for your sanity, your relationships and your business. We want to help.

We’ve written a brief guide to founder retreats to get you started.

But we can do so much more. We offer personalized retreat planning for your individual retreat, or a retreat for you and your spouse.

Before you go, we’ll help you identify the specific questions to reflect on. We’ll provide you with strategies to help you organize your time. We’ll schedule a mid-retreat conversation to help you deepen your reflections or adjust your tactics. We’ll also debrief with you and help you reform epiphanies into actionable strategies.

Want us to organize all the details and make your travel plans? We can do that too.

Mergers and acquisitions

Maybe an exit is your dream come true. Maybe you’re stoked to acquire another team who will make all the difference in your business leveling up. Maybe you’ve found yourself in the position of needing to sell or shut down.

Mergers and acquisitions are among the most stressful events an entrepreneur will experience (even if it’s a transition that you’re happy about). We know. We’ve done it.

We can help. Whether it’s supporting you and your family through the stress of a merger or helping you make two teams into one, our unique combination of advanced psychological training and extensive business expertise can be a game-changer in making M&A transitions much less painful and much more successful.

Marriage and family

The well-being of your business depends on you. Most of us don’t function well at work when there is trouble at home. Most of us don’t function well at home when there’s trouble at work. Healthy relationships are central to our mission.

We host an annual couples retreat to help couples tackle the unique relationship challenges that often accompany the entrepreneurial life.

We also offer individualized consultation to help ease the cycle of stress: business stress becomes family stress which creates more business stress and so on.

Challenges with parenting? Struggling to manage two careers in one house? Having difficulty finding time for romance? Are resentments building up about the amount of time being devoted to business?

Our team of experts will help you and your partner identify existing or potential problems, provide you with a set of actionable recommendations, and stick around to support you while you implement new patterns.

What others are saying about Couples Retreats...


We've been married a long time, but this doesn't mean we can't learn from other couples. We chose to attend because leading two companies has introduced new challenges into our marriage. It was valuable to hear that we aren't alone and we took away some communication and conflict resolution ideas. Above all, it was important that we made the choice to do this together, to focus our attention on our partnership, and to spend quality time with each other and couples like us.

Sheryle Gillihan,


"90% of the time I spend awake I'm thinking about my business in some capacity. This jumps to 99.9% percent of my attention if the site is down, payments aren't being processed, or there is a major problem in production. Attending the ZenFounder retreat, Trisha and I were able to disconnect from our complicated, stressful day-to-day life and focus on each other. We learned tactics that we have immediately applied to our relationship (with a lot of success!) If you're looking to improve your relationship while running a business, give ZenFounder a try. You won't regret it."

Adrian Rosebrock,


"This retreat was enlightening and inspiring. It filled us with new ideas and renewed commitment to healthy communication. We left stronger as a couple than when we arrived. The connections and fast friends that were made will be so valuable in helping us stay accountable and in touch with other like-minded people who share the same types of struggles."

Andrea Harper,
Red Apple Lipstick


"The ZenTribes Couples retreat is an amazing time to explore and strengthen your relationships with your partner and other couples facing the same challenges. Great wisdom from other couples, experiences to share, and time to reflect on what's most important in life.

If you are stuck, struggling, or if you simply want to grow deeper with your partner... this couples retreat is a great place to kickstart that journey."

James Laws,