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BetterWho

Coaching

Executive Coaching for Property Management Leaders

Work through the decisions that shape your business with a coach who understands property management. In weekly one-to-one sessions, you set priorities, examine your options, and develop a practical 90-day plan, with ongoing support to strengthen how you lead and follow through.

The BetterWho team at a conference

The problem

When Important Decisions Keep Waiting

You may be weighing a hire, deciding how to develop a manager, or wondering which part of the business needs attention first. Those choices compete with daily demands, and there is rarely a clear moment to think them through. Without a plan, the same questions can stay unresolved for months.

  • Too Many Competing Priorities

    Hiring, growth, team performance, and processes all seem to need attention. You keep shifting between them without enough time to examine which change should come first or what it will require.

  • No Place to Test Your Thinking

    Some questions are difficult to discuss with the people affected by the decision. You need room to examine your assumptions, consider alternatives, and talk honestly about what you are unsure of.

  • Good Intentions Lose Momentum

    You leave time for important changes, but urgent work takes over. Without regular attention to the actions you agreed, long-term priorities become something you will return to when the business is quieter.

You Do Not Need to Have It All Figured Out

You can be experienced in property management and still be uncertain about the next step for your own company. Coaching gives you time to consider the choices in front of you with someone who can question your assumptions and help you decide what deserves your attention.

What deservesyour attentionQuestion your assumptionsThe choicesin front of you

The solution

Focused on Your Decisions and Your Leadership

Your coaching plan connects your ambitions for the business with the decisions you need to make now. Together, you and your coach choose a small number of priorities and work through the leadership habits and practical steps needed to make progress.

  • Decisions

    Examine the Decision

    Talk through the options, consequences, and assumptions behind an important choice. Your coach brings an outside perspective and asks the questions that help you reach a decision you understand and can act on.

  • Leadership

    Develop Your Leadership

    Work on how you set expectations, delegate responsibility, give feedback, and hold people accountable. Sessions connect those practices to current situations in your business, so you can apply them between conversations.

  • Roadmap

    Follow Through on Priorities

    Translate your longer-term direction into a 90-day plan with clear actions. Regular reviews keep attention on what you agreed to do and help you adjust when new information or obstacles change the situation.

How it works

How Coaching Begins

The first conversation helps us understand your business and whether private coaching fits your needs. Before sessions begin, we agree on your coach, your schedule and your first priorities.

  1. Discuss Your Priorities

    Tell us about the decisions you are facing and what you want to change in your business or your role. We explore where coaching could help and the experience you need from a coach.

    A shared understanding of what you want to work on.

  2. Agree on the Engagement

    We confirm your coach, the weekly schedule, and your first priorities. Initial work establishes your longer-term direction and the priorities that will shape your first 90-day plan.

    A clear starting point and a regular time to work together.

  3. Apply and Review

    Bring current decisions and progress to each session. Your coach helps you examine what happened, resolve obstacles, and agree on the next actions, keeping the work connected to your priorities.

    Regular attention to decisions, action, and progress.

Engagement options

One-to-One Coaching

Regular sessions give you dedicated time to work on the business with a coach, then apply the decisions between meetings. You can purchase now, or book a strategy call first to confirm fit and your coach.

  • Executive Coaching

    Price
    $2,000 a month
    Frequency and terms
    Weekly sessions. 90-day commitment, in consecutive 90-day terms.
    Scope
    Individual coaching, a personalized 90-day roadmap, leadership development, goal setting, and accountability, with relevant tools and resources.
    Client effort
    Bring the decisions and information needed for productive sessions, complete the actions you agree, and review progress with your coach.
  • Growth Coaching

    Price
    $2,000 a month
    Frequency and terms
    90-day commitment, in consecutive 90-day terms.
    Scope
    Individual coaching focused only on the Growth pillar, with a personalized 90-day roadmap and accountability for the growth priorities you agree.
    Client effort
    Bring your growth goals and the information needed for productive sessions, complete the actions you agree, and review progress with your coach.

Team

Meet the Coaching Team

Our coaches bring experience in property management, team development, and business growth. The right match depends on the decisions you are facing and the support you need; we discuss that fit before the engagement begins.

  • Matthew Tringali

    Matthew Tringali

    BetterWho coaching team

    Matthew is BetterWho’s CEO and co-founder and the creator of the Build SMART System. His background includes EOS implementation and developing direct-hire remote staffing for property management companies.

  • Jay Berube

    Jay Berube

    BetterWho coaching team

    Jay is BetterWho’s co-founder and CMO, with more than 20 years of experience in real estate and property management. His work includes coaching, business development, and the sales processes that help companies grow.

  • Jessica Foster

    Jessica Foster

    BetterWho coaching team

    Jessica has managed investment portfolios across the United States for more than 20 years. She works with business owners and management companies on growth and supports business development professionals through her #200livingrooms brand.

Client results

Client Experiences

Courtney Parks — Allegiance Property Management

Client story
“… by tracking the KPIs … seeing our profitability double in 2 years it made it all worth it …”
Source
Client video on BetterWho’s YouTube channel

Donna Littleton — PMI Georgia

Client story
“… we worked together for about a year … we have our L10 meetings and it just grew from there and really just straightened out the chaos.”
Source
Client video on BetterWho’s YouTube channel

Heidi and Nicole — Principle Property Management

Client story
“Our business has changed since working with BetterWho. Basically, it’s efficiency, productivity. We’ve got people in roles that they’re strongest at and that they enjoy the most.”
Source
Client video on BetterWho’s YouTube channel

Testimonials

A Client’s Perspective

I have been working with Jay for 3 years now and he has helped me to increase my revenue over 3x: the first year was by 67%, the second year an additional 72%, this past year an additional 59%. Jay has helped me get focused on what is important for Property Management and our specific concerns. …

Chilon AndersonAbove All Property Management

  • Revenue over 3x
  • Focused on what is important
  • 3 years now
All testimonials 

FAQ

Questions About Executive Coaching

A few practical details to help you decide whether individual coaching fits your needs.

Don’t Think One-to-One Coaching Is for You Yet?

Explore The WhoCrew, our mastermind for property management company owners. Once a month, you work through real decisions with a small, consistent group of owners and a facilitator.

  1. What is BetterWho Executive Coaching?

    BetterWho Executive Coaching is personalized 1:1 coaching for property management owners and leaders who are tired of firefighting and being the bottleneck. Executive Coaching diagnoses the real obstacle, builds a 12-month direction with 90-day priorities, and provides weekly accountability so decisions turn into execution. Executive Coaching works across the Team, Systems, and Profit pillars.

  2. Who is BetterWho Executive Coaching for?

    BetterWho Executive Coaching is for property management owners with under approximately 150 properties, senior leaders, and business development managers (BDMs). Executive Coaching fits owner-operators wearing many hats, scaling owners still stuck in execution, and leaders who want to shift from reactive operator to proactive leader.

  3. How much does BetterWho Executive Coaching cost?

    BetterWho Executive Coaching costs $2,000 per month and includes weekly 1:1 sessions and 90-day roadmaps. Executive Coaching requires a 90-day commitment and continues in consecutive 90-day terms.

  4. How often are BetterWho Executive Coaching sessions?

    BetterWho Executive Coaching sessions are held weekly, one-on-one. Between sessions, BetterWho provides accountability check-ins, templates, and playbooks, with quarterly checkpoints to measure progress and adjust the 90-day roadmap.

  5. What is BetterWho Growth Coaching?

    BetterWho Growth Coaching is 1:1 coaching focused only on the Growth pillar of the BetterWho 4 Pillar Business Framework, such as lead generation, client acquisition, and building a predictable pipeline. Growth Coaching costs $2,000 per month, includes 90-day roadmaps, and requires a 90-day commitment with consecutive 90-day terms.

  6. What is the difference between Executive Coaching and Growth Coaching?

    Both are BetterWho 1:1 coaching programs priced at $2,000 per month on consecutive 90-day terms. Executive Coaching works across multiple business pillars (Team, Systems, and Profit) and leadership. Growth Coaching focuses only on the Growth pillar, including client acquisition and pipeline.

  7. I don't have time for coaching. Is Executive Coaching still a fit?

    Often, yes. BetterWho Executive Coaching starts with a short, focused plan of one to three priority moves designed to reduce firefighting and create capacity first. Because BetterWho fixes the bottleneck before chasing growth, most Executive Coaching clients feel relief early instead of adding more to their plate.

  8. What if I don't know my business goals yet?

    That is a common starting point. BetterWho Executive Coaching helps property management owners define what "better" means in 12 months, whether that is time, profit, properties, leadership, or lifestyle, and then turns it into practical 90-day priorities.

  9. What results have BetterWho Executive Coaching clients seen?

    BetterWho Executive Coaching clients report regaining time and clarity and being able to take real time off without the business falling apart. In one example, a property management owner with 65 properties added 8 properties in 6 months without a new hire and reclaimed 6 hours per week.

What Decision Have You Been Putting Off?

You may need to make a hire, change how you lead your team, or decide where the business goes next. Bring that question to a strategy call. We will discuss what you are facing and whether working with a coach would help.