Ross Richmond Coaching

Coaching founders in the most critical moments.

Supporting you with clear thinking, steady guidance, and practical tools for every stage of building and leading your company.

Schedule a First Conversation

Founder Coaching Founders

Your partner for the founder journey.

Guiding you through every stage of building, leading, and growing your company.

Fundraising

From shaping your story and materials to debriefing every meeting and planning next steps, you get a partner through the full raise, not just the pitch.

Fundraising

From shaping your story and materials to debriefing every meeting and planning next steps, you get a partner through the full raise, not just the pitch.

Fundraising

From shaping your story and materials to debriefing every meeting and planning next steps, you get a partner through the full raise, not just the pitch.

People

Work through real situations - org design, performance issues, co‑founder dynamics, communication - so your team stays aligned, accountable, and motivated.

People

Work through real situations - org design, performance issues, co‑founder dynamics, communication - so your team stays aligned, accountable, and motivated.

People

Work through real situations - org design, performance issues, co‑founder dynamics, communication - so your team stays aligned, accountable, and motivated.

Personal Growth

Focus on clarity, resilience, and sustainable habits so you can lead with confidence, protect your energy, and actually enjoy the journey as a founder.

Personal Growth

Focus on clarity, resilience, and sustainable habits so you can lead with confidence, protect your energy, and actually enjoy the journey as a founder.

Personal Growth

Focus on clarity, resilience, and sustainable habits so you can lead with confidence, protect your energy, and actually enjoy the journey as a founder.

About Ross Richmond

Bringing Clarity to Every Stage of your Journey

I spent eight years as Co‑Founder and Co‑CEO of Arrive Recommerce, raising $25M dollars and leading more than 100 people through growth, hard pivots and real pressure.

I know what it feels like to be the founder in the room with investors, a board and a team all looking to you for clarity on what happens next.

Now I partner directly with founders to turn that experience into an advantage for you, sharpening your story, tightening every investor touchpoint and keeping you steady and confident for the entire journey.

Schedule a First Conversation

Investor Strategy & Fundraising

We'll engage in a hands‑on process that keeps your story sharp and consistent as your company, and your fundraise, evolve.

01.

Strategy

We start by understanding where you are in the journey and what inflection point you are driving toward.

01.

Strategy

We start by understanding where you are in the journey and what inflection point you are driving toward.

01.

Strategy

We start by understanding where you are in the journey and what inflection point you are driving toward.

02.

Storytelling

We help you clearly explain what is happening in the business now, what is about to happen, and why it matters to your team and investors.

02.

Storytelling

We help you clearly explain what is happening in the business now, what is about to happen, and why it matters to your team and investors.

02.

Storytelling

We help you clearly explain what is happening in the business now, what is about to happen, and why it matters to your team and investors.

03.

Objection Handling

Together we map the hard questions, sharpen your answers, and turn investor pushback into proof you are ready for the next stage.

03.

Objection Handling

Together we map the hard questions, sharpen your answers, and turn investor pushback into proof you are ready for the next stage.

03.

Objection Handling

Together we map the hard questions, sharpen your answers, and turn investor pushback into proof you are ready for the next stage.

04.

Negotiation

When momentum builds, we support you through terms, trade‑offs, and communication so you stay confident and in control.

04.

Negotiation

When momentum builds, we support you through terms, trade‑offs, and communication so you stay confident and in control.

04.

Negotiation

When momentum builds, we support you through terms, trade‑offs, and communication so you stay confident and in control.

People

Practical support on hiring, org design, and communication so you can build a team that owns outcomes, not just tasks. Together, you sharpen how you manage, give feedback, and create a culture where high performers want to stay.

Personal Growth

A space to work through the pressure, doubt, and tough calls that come with being a founder. Coaching focuses on clarity, resilience, and sustainable habits so you can lead with confidence without burning out.

Schedule a First Conversation

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