Coaching Investment & FAQ

How I Think About Money & This Work

Money is rarely just money.

Back in early 2023, I knew I needed a coach — even though I didn’t fully understand what having a coach actually meant.

My concert business had grown quickly, and I had hit a point of transition both personally and professionally where I kept saying to myself, “I better not mess this up.” The stakes felt real. The business was generating millions of dollars a year. People depended on me. I felt the pressure of leadership in a new way.

After listening to Tim Ferriss interview Matt Mochary about CEO coaching, I reached out. I was connected with Alexis d’Amecourt, Matt’s right-hand man at The Mochary Method.

Alexis and I had a strong first conversation. There was alignment. Shared connections. Momentum. Then it came time for him to share his pricing.

“Daniel, I’d love to work with you. My rate is $10,000 per month. We do one 50-minute session per week.”

My heart sank. I was genuinely in shock. I remember thinking, Are you kidding me?

Then Alexis continued, calmly and confidently: “I’m here to deliver 100X value to your business and your life. That’s the standard. And if at any point you don’t feel you’re getting that kind of value, I’ll give you your money back.”

He wasn’t defensive. He wasn’t apologetic. He was clear about the value he believed he could create.

After our conversation ended, I had a few days to sit with it. I was running a business that generated millions in revenue each year. If I worked with him for a few months and he helped me grow even incrementally — what was $20,000 or $30,000 in the bigger picture? More importantly, what was the cost of continuing to white-knuckle my way through growth?

I began to see coaching differently. Not as an expense, but as a serious investment in myself, my leadership, my company, and frankly, in the future of all the employees and customers connected to our work. I also noticed something else: nearly every high-level leader I admired had coaches. All my favorite athletes had coaches. All the bands I worked with had managers (which is a kind of coaching). The people operating at the highest levels rarely do it alone.

Alexis and I had a second conversation and ultimately agreed to $5,000 per month. We worked together for a little over three months. Since then, we’ve opened and acquired two additional music venues and grown revenue by millions. Alexis became not just a coach, but a mentor and a friend.

That experience permanently shifted how I think about investment.

Money has a way of revealing what’s really at stake — our ambition, our fear, our willingness to grow. When someone chooses to invest in this work, it’s rarely just about the fee. It’s about making a decision to step forward instead of staying where they are.

I don’t see coaching as a transaction. I see it as a mutual commitment — your willingness to engage fully, and my responsibility to bring experience, rigor, and real value to the table.

When that alignment is there, the work moves.

The Investment

Standard Rate: $1,500 per month

This allows me to do deep, attentive work with a small number of clients.

What’s Included:

  • One 50-minute private session per week

  • Between-session support via text and voice notes

  • Ongoing thought partnership and accountability

  • Minimum commitment: 3 months

    (Most clients continue for six months or longer.)

This work compounds. Three months allows us to build momentum, trust, and real movement — not chase quick fixes.

Sliding Scale & Shared Stewardship

I use a sliding scale because people come to this work with different levels of financial capacity.The work does not change based on what you pay. There are no tiers of attention. Only differences in capacity.

Investment Options:

Supported — $750–$1,000

For early-stage founders, creatives, people in transition, or anyone for whom $1,500 would create real strain.

Standard — $1,500

The anchor rate for most clients.

Sustainer — $1,750–$3,000

For established leaders, successful founders, or company-sponsored coaching.

Those who choose the Sustainer level help create access for Supported clients. This is shared stewardship — not charity.

How to Choose Your Number

Don’t approach this like a negotiation. Instead, sit with a few numbers and notice what happens in your body.

Ask yourself:

  • What feels too tight and would create stress or resentment?

  • What feels too easy and doesn’t ask anything of me?

  • What feels like a meaningful stretch — supportive, but real?

The right number often brings both excitement and nervousness. That’s usually where growth lives.

If you’re unsure, we can talk it through.

What You’re Actually Investing In

You’re not paying for minutes on a calendar. You’re investing in momentum.

Most people who come to me are standing at a threshold. They’ve been successful, but they know something bigger is calling them forward. There’s a business they want to start, a new chapter they’re circling, or a leadership level they haven’t fully stepped into.

This work is about turning that tension into action.

You’re investing in clarity about what to build next and the courage to actually build it. You’re investing in experienced guidance from someone who has started and scaled real businesses, taken real risks, and navigated growth firsthand. And you’re investing in accountability that keeps you from drifting or playing small.

The result isn’t just insight. It’s movement. You don’t just feel clearer. You make decisions. You launch. You grow.

You build the life you’ve been thinking about.

Optional Deep-Dive Sessions

If we decide to go deeper in a specific area, we can add focused intensives.

Examples include:

  • Zone of Genius mapping

  • Values clarification & decision frameworks

  • Transition or sabbatical design

  • Personal visioning / future-self work

  • Half-day or full-day intensives (virtual or in person)

These are optional and scoped intentionally.

Renewal & Check-Ins

Every few months, we pause and assess:

  • What’s shifted?

  • What’s emerging?

  • What kind of support is needed next?

Sometimes we continue. Sometimes we deepen. Sometimes we complete. The structure stays flexible and responsive.

A Final Note

At its core, this work is about stepping into the next version of your life and leadership with intention.

Money tends to surface the real conversation. It brings up our beliefs about worth, risk, ambition, and what we’re willing to commit to. If thinking about the investment brings up hesitation, tension, or strong emotion, that’s not a red flag — it’s often a sign that something meaningful is at stake.

I’m always open to a direct, honest conversation about what feels right.

If we choose to work together, we’ll land on an investment that honors your capacity and the seriousness of the work. One that reflects mutual commitment and the kind of growth you’re ready to pursue.