EOS Pipeline / Sales Development Lead - B2B Coaching, Consulting

• This job is open to candidates working remotely from anywhere

• Schedule: overlap with US business hours

• Compensation: 1500 USD/month base salary + 10% of net sales. Final commission details will be clearly documented. This role is built for someone who wants upside. If you want guaranteed pay with no scoreboard, this is not it. If you want to help build a serious pipeline and get paid when it works, this should be exciting

Do you think you are a fit for this role but decided not to apply? Please tell us why.

About Us

Calvin Smith is an entrepreneur, investor, podcast host, and Professional EOS Implementer..

The mission is to help entrepreneurs access coaching, systems, relationships, and opportunities they otherwise may never receive.

We move fast. We like clear scoreboards. We care about results. We have fun. We try new shit fast. We hold accountability.

This is not a boring corporate sales environment.

Our core values are:

• Have Fun

• Try New Shit Fast

• Best In The World

• Put In The Damn Work

• Hold Accountability

Our mindset is:

FITFO — Figure It the Fuck Out.

That means be resourceful, direct, fast, honest, and accountable.

Job Summary

We are hiring an EOS Pipeline / Sales Development Lead to build, own, and grow the sales pipeline for Calvin Smith’s EOS implementation, coaching, speaking, and business advisory work.

This is not a “send a few emails and hope something happens” role.

This is not a passive inbound sales role.

This is not a role for someone who needs leads handed to them.

This is a hunter role.

We need someone who can find the right prospects, start real conversations, follow up like a professional, build referral channels, manage the pipeline, and help us consistently sell EOS sessions, workshops, cohorts, speaking, and advisory work.

The scoreboard is clear:

• 2 paid EOS sessions booked within your first 90 days

• $20,000/month run-rate in EOS session revenue by month 7

• Approximately 4 paid sessions/month at $5,000/session

• A clean, active, measurable CRM

• A repeatable weekly outbound, referral, and follow-up system

We are not “hoping” to build this pipeline.

This is where we are going.

Your job is to help make the pipeline real, measurable, consistent, and profitable.

Priority Markets

You will help us build sales pipeline across these priority markets.

1. Investment Firms and Portfolio Companies

Private equity firms, venture funds, family offices, search funds, holding companies, independent sponsors, and their portfolio companies.

The goal is to become a trusted EOS / operating system resource for leadership teams inside their portfolio companies.

2. Entrepreneurial Incubators and Accelerators

Startup programs, entrepreneurial support organizations, universities, founder communities, economic development groups, chambers, and accelerator programs.

The goal is to sell sessions, workshops, speaking, founder cohorts, and ongoing EOS-style support.

3. Franchise Brands and Franchise Locations

Franchisors, franchise leadership teams, franchisees, multi-unit operators, and franchise support organizations.

The goal is to help franchise brands and locations use EOS tools to improve leadership, accountability, operations, and growth.

4. International SMBs That Can Afford the Work

Small to medium businesses in international markets that can afford premium coaching, advisory, implementation, or group-based services.

Priority markets may include English-speaking or English-capable founders in places like Canada, UK, Ireland, Spain, Singapore, UAE, South Africa, Philippines, Mexico, and other strong entrepreneurial markets.

Role Scoreboard

This role exists to build a real EOS sales pipeline, not just create activity.

First 90 Days

By the end of your first 90 days, you are expected to have:

• 2 paid EOS sessions booked

• A clean CRM with active prospects in each priority market

• A repeatable weekly outbound and follow-up system running

• A list of referral partners and warm relationship targets

• Weekly reporting on leads added, outreach sent, conversations started, calls booked, proposals sent, follow-ups completed, and sessions booked

The first 90 days are about proving you can hunt, follow up, create movement, and turn conversations into booked sessions.

By Month 7

By the end of month 7, the sales pipeline should be producing a run-rate of:

• $20,000/month in EOS session revenue

• Approximately 4 paid sessions/month at $5,000/session

• A consistent pipeline of future booked sessions

• Predictable weekly sales activity and follow-up

• Clear visibility into where future sessions are coming from

This is the scoreboard.

Not “trying.” Not “working toward.” This is where we are going.

What You Will Own

1. Build and Manage the EOS Sales Pipeline

You will own the pipeline from prospect identification through qualified conversation, follow-up, and booked session.

That includes:

• Building prospect lists

• Managing CRM stages

• Tracking every lead and opportunity

• Following up consistently

• Keeping Calvin and the Integrator clear on pipeline status

• Making sure opportunities do not die from neglect

• Turning content, speaking, podcasts, LinkedIn, relationships, and referrals into actual sales conversations

No messy CRM.

No ghosted leads.

No “I forgot to follow up.”

2. Hunt for the Right Prospects

You will actively pursue prospects in our priority markets.

This includes:

• Investment firms

• Portfolio company CEOs

• Accelerator leaders

• Incubator leaders

• Franchise brand executives

• Franchise operators

• SMB owners

• Founder communities

• Referral partners

• Speaking and workshop buyers

We need someone who can find the right people, understand why they matter, and start useful conversations.

3. Create and Run Outbound Campaigns

You will build and execute outbound campaigns using email, LinkedIn, phone, referrals, and smart follow-up.

This is not spam.

This is thoughtful, direct, relevant outreach to people who should probably know Calvin exists.

You should be able to write short messages that sound human, not like some over-automated sales bot puked on the keyboard.

4. Turn Relationships Into Revenue

A lot of our opportunities will come from relationships, podcasts, events, referrals, content, speaking, and warm introductions.

Your job is to make sure those relationships do not just feel good.

They need to move.

That means:

• Next steps

• Follow-up

• CRM notes

• Referral asks

• Calendar links

• Session proposals

• Workshop opportunities

• Speaking opportunities

• Strategic introductions

5. Help Calvin Stay Focused on Closing and Delivery

Calvin should not be managing every follow-up, CRM update, or prospect list.

Your job is to keep the machine moving so Calvin can focus on the highest-value parts:

• Credibility

• Relationships

• Sales calls

• Speaking

• Podcast appearances

• EOS sessions

• Strategic partnerships

You are the person making sure the pipeline does not depend on Calvin remembering everything.

Who This Is For

Apply if this fires you up:

• You are a hunter, not an order taker.

• You like big goals, clear numbers, and real upside.

• You can build lists, start conversations, follow up, and move deals.

• You understand coaching, consulting, EOS, advisory, or high-trust B2B sales.

• You can talk to founders, CEOs, operators, investors, and franchise leaders without sounding fake.

• You use AI and tools to move faster.

• You can manage a clean pipeline and hate letting good leads die.

• You believe sales should be human, direct, useful, and persistent.

• You want a role that can change your career and life if you crush it.

Who This Is Not For

Do not apply if:

• You are scared of outbound.

• You need leads handed to you.

• You avoid follow-up.

• You dislike CRM discipline.

• You only know transactional sales.

• You send spammy AI garbage and call it prospecting.

• You are uncomfortable talking to business owners or executives.

• You need perfect instructions before taking action.

• You are applying to every remote job you see.

• You are not ready to be measured every week.

• You want a slow, corporate, low-pressure job.

This role should either make you think, “Hell yes, let’s go,” or “Nope, not for me.”

Both are useful.

Requirements

Absolute Requirements

Do not apply unless these are true.

EOS / Coaching / Consulting Sales Experience

You must have at least one of the following:

• 2+ years of direct EOS experience, including selling, supporting, implementing, coordinating, or managing EOS-related services, tools, clients, or sessions

AND/OR

• 5+ years of direct, provable B2B coaching, consulting, professional services, advisory, or practice management sales experience

If your only sales experience is low-ticket products, retail, generic appointment setting, or simple transactional sales, this is probably not the right role.

Sales Performance

You must be able to clearly explain:

• A B2B service you sold

• Who the buyer was

• Average deal size

• Sales cycle

• Your role in the sale

• What quota or target you carried

• What results you produced

• How you followed up

• How you managed your pipeline

No vague “I helped with sales” answers.

We need numbers.

Pipeline Management

You must have personally managed a sales pipeline with at least:

• 50+ active prospects or opportunities at one time

• A CRM, spreadsheet, or pipeline tracker

• Clear stages

• Follow-up dates

• Notes

• Next actions

• Reporting

If your pipeline lives in your head, this role will eat you alive.

Prospecting and Outreach

You must have experience with at least 3 of these 5:

• Cold email

• LinkedIn outreach

• Warm referral asks

• Phone calls

• Partnership/channel outreach

You do not need to love every channel, but you cannot be scared of outreach.

High-Trust Sales

You must have experience selling something where trust, credibility, timing, relationships, and follow-up matter.

This role is not about hard-closing people into crap they do not need.

This is about finding serious business owners and leaders who need better systems, accountability, leadership, and growth support.

Communication

You must:

• Speak and write strong English

• Write short, clear, human outreach

• Be comfortable with Loom/video updates

• Be comfortable talking to business owners and executives

• Be comfortable asking direct questions

• Be comfortable following up without being weird

• Be comfortable being measured weekly.

Tools and AI

You must be strong or quickly becoming strong in:

• CRM tools like Zoho, HubSpot, Pipedrive, Close, or similar

• Google Sheets

• Google Workspace

• LinkedIn

• LinkedIn Sales Navigator or similar prospecting tools

• ChatGPT, Claude, or similar AI tools for research, outreach, list building, follow-up, and sales support

We are not looking for someone who is “open to AI.”

We need someone already using AI to move faster, research better, personalize smarter, and reduce manual bullshit.

Why This Role Is Different

• Real autonomy: We care about outcomes, ownership, and execution — not babysitting your every move.

• Real flexibility: We do not care where you live as long as you communicate well, overlap for key meetings, and get the damn work done.

• No micromanaging: You will have clear goals, clear scoreboards, and room to lead your pipeline.

• Real tools: You will have access to the AI, CRM, outreach, content, and sales tools needed to build this the right way.

• Real opportunity: If you crush this, you become a major part of a growing coaching, content, speaking, and advisory platform.

• Real impact: The work supports entrepreneurs and business owners who need better systems, coaching, resources, and accountability.

• Real trust: Earn trust, keep trust, and your seat gets bigger.

• Real fun: We move fast, try new shit, laugh, fix what breaks, and keep going. No boring corporate nonsense.

How to apply

We know your CV might not be up to date. Send what you have. Applications take a few minutes.

You'll be asked a few questions. Specific, numbers-based answers are expected. This helps us filter the best candidates at early stages of the process. If you have the right experience and you put the effort, it will be noticed. Vague answers won't move forward.

A short video submission might be required at the right stage of the process.

Everyone gets a response within 24 business hours.