Original job description
Head of Sales & Commercial Operations - COMMISSION ONLY
Compensation Disclaimer - Please Read Before Applying
This is a 100% commission-only independent contractor role.
There is:
No base salary
No hourly pay
No guaranteed income
No retainer
No draw against commission
No employee benefits
No equity currently included
Compensation is earned only from successfully closed business after the client has paid Miles Ahead Hosting.
Commission terms, deal ownership, team splits, payment timing, and responsibilities will be agreed upon before work begins.
The advertised earnings range is an estimate based on potential deal volume, commission structure, and higher-value opportunities. It is not guaranteed compensation.
Recent opportunities have exceeded $40,000, creating meaningful commission potential for the right sales and commercial leader. Actual earnings will depend on closed revenue, collected payments, deal values, execution, follow-up, team performance, and individual contribution.
Please apply only if you fully understand and are comfortable with a performance-based, commission-only leadership role.
About Miles Ahead Hosting
Miles Ahead Hosting is a growing digital infrastructure and technology company providing:
Website design and development
Web hosting and domain services
Search engine optimization
App development
Automation systems
CRM solutions
Digital strategy
Sales and marketing infrastructure
We help entrepreneurs, service businesses, agencies, and growing companies build stronger digital systems, improve their online presence, generate opportunities, and scale more effectively.
We already have a sales team, active outreach, CRM activity, existing prospects, and lead generators who have produced thousands of leads.
The opportunity is already there.
What we now need is a commercially sharp leader who can create structure, improve follow-up, train the team, manage deal economics, protect margins, and convert sales activity into collected revenue.
The Role
We are hiring a Head of Sales & Commercial Operations to lead the sales function and manage the commercial side of active opportunities.
This is not a passive management role.
You will be expected to lead from the front, work directly with salespeople and prospects, review deals, improve proposals, support major negotiations, manage CRM discipline, and help move opportunities from first contact through payment.
You will also help ensure that deals are commercially sound.
This includes reviewing pricing, protecting margins, recommending commission splits, tracking projected revenue, coordinating invoicing, and making sure opportunities have a clear path toward payment.
This role does not replace an accountant, bookkeeper, or CFO.
You will not be responsible for company tax filings, bookkeeping, payroll accounting, bank reconciliation, or formal financial reporting.
Your financial responsibility will focus on the commercial side of sales and revenue.
What You Will Own
Sales Leadership
Lead, train, coach, and manage the sales team
Support SDRs, appointment setters, account executives, and closers
Improve discovery calls, follow-up, qualification, objection handling, negotiation, and closing
Conduct regular sales meetings and individual coaching sessions
Review salesperson performance and recommend changes where necessary
Help recruit, assess, onboard, and develop future sales team members
Build a culture of ownership, accountability, urgency, and consistent follow-through
Pipeline and CRM Management
Ensure every lead has a clear owner
Ensure every opportunity has an accurate status
Set clear next actions and follow-up dates
Keep CRM records, notes, deal values, and contact history updated
Review active opportunities and stalled conversations
Make sure qualified leads do not sit untouched
Improve speed-to-lead and follow-up consistency
Build clear movement from outreach to call, proposal, invoice, payment, and account handoff
Closing and Deal Management
Personally support or lead important sales conversations
Help close higher-value website, SEO, hosting, app, automation, and digital infrastructure opportunities
Review discovery notes before proposals are created
Improve proposal structure and commercial positioning
Support negotiations and objection handling
Help determine when an opportunity is qualified, unqualified, active, stalled, or closed
Ensure commitments made during the sales process are realistic and documented
Commercial Operations
Review deal pricing and proposed discounts
Protect minimum pricing and healthy project margins
Recommend commission splits between lead generators, setters, closers, and sales leadership
Review whether proposed deals are commercially worthwhile
Track pipeline value and weighted revenue forecasts
Help prepare project budgets and commercial summaries
Coordinate with leadership and delivery teams before major commitments are made
Confirm that invoices are prepared and issued at the correct stage
Follow up internally and commercially until client payment is received
Identify upsell, renewal, hosting, maintenance, and recurring-revenue opportunities
Improve visibility into projected revenue, collected revenue, commissions, and outstanding opportunities
Sales Systems and Process
Create and improve sales scripts
Develop discovery-call structures
Build qualification standards
Improve follow-up sequences
Create proposal and approval workflows
Develop objection-handling guidance
Establish weekly sales reporting
Build practical sales forecasts
Create repeatable processes that can scale as the company grows
What Success Looks Like
Success means the sales team becomes organized, trained, commercially responsible, and focused on collected revenue.
Every opportunity should have:
A clear owner
An accurate CRM status
A documented deal value
Clear notes
A next action
A next follow-up date
A defined decision-maker
A clear path toward a call, proposal, invoice, payment, or closed-lost outcome
A verbal commitment is not a closed deal.
A signed proposal alone is not collected revenue.
For internal reporting purposes, a successful close means the required agreement has been completed, the invoice has been issued, and the agreed client payment has been received.
The overall objective is simple:
Turn leads, conversations, meetings, proposals, and follow-up activity into profitable, collected revenue.
Who We Are Looking For
We are looking for someone proactive, experienced, commercially intelligent, and comfortable operating inside a growing company.
You may be a strong fit if you have experience with:
B2B sales leadership
High-ticket service sales
Website, SEO, hosting, SaaS, app, automation, or digital marketing sales
Managing SDRs, appointment setters, account executives, or closers
CRM and pipeline management
Sales coaching and accountability
Proposal development and negotiation
Revenue forecasting
Deal pricing and margin protection
Commission-based sales environments
Startup or growth-stage commercial operations
Personally closing deals while also managing a team
You should be comfortable making decisions, identifying problems, taking ownership, and communicating clearly with the founder, sales team, delivery team, and prospects.
This Role Is Not Suitable for Someone Who
Requires a guaranteed salary
Is uncomfortable with commission-only compensation
Needs constant direction
Only wants a leadership title
Avoids direct sales conversations
Does not follow up consistently
Refuses to update CRM records
Cannot coach or hold salespeople accountable
Discounts services without understanding margins
Makes promises without confirming delivery requirements
Focuses only on activity instead of collected revenue
Expects to inherit a finished sales system
Is unwilling to work hands-on during the company’s growth stage
Compensation
This is a 100% commission-only independent contractor opportunity.
There is no base salary, hourly wage, guaranteed minimum income, draw, stipend, retainer, or employee benefits.
Commission is paid only from successfully closed and collected client revenue, based on the agreed commission terms for each deal or sales arrangement.
Commission may depend on:
Who generated the opportunity
Who qualified the prospect
Who booked the meeting
Who managed follow-up
Who prepared or supported the proposal
Who closed the deal
The level of sales leadership involvement
The final project value
The project margin
Whether the client payment has been received
The Head of Sales & Commercial Operations may recommend commission splits for the sales team, subject to final company approval where required.
Larger or more complex opportunities may use deal-specific commission terms.
No commission is considered payable until the related client payment has been successfully received and cleared, unless a different written agreement has been approved.
Why Join Miles Ahead Hosting
Thousands of leads and prospects have already been generated
Active opportunities and client relationships already exist
A sales team is already in place
The company offers higher-value digital and technology services
You will have direct access to the founder
You will have authority to improve sales structure and accountability
You can help shape pricing, proposals, forecasting, CRM standards, and sales systems
You will have the opportunity to train and develop the team
The position is remote
There is significant room to influence how the commercial function grows
Strong performance can create meaningful commission upside
Growth Potential
This role can grow into a more senior commercial leadership position as revenue, recurring income, team structure, and internal systems develop.
Potential future progression may include:
Sales Director
Commercial Director
Vice President of Sales
Vice President of Sales and Commercial Operations
Chief Revenue Officer
Progression will depend on actual performance, collected revenue, leadership ability, system development, team results, and company growth.
There is no guarantee of a future salary, equity, executive title, or employment arrangement.
Any future compensation or title changes would require a separate written agreement.
Working Arrangement
Applicants must be able to overlap consistently with the stated Pacific Time collaboration window.
Preferred Skills
Sales leadership
B2B sales
Sales strategy
Commercial operations
Revenue operations
CRM management
Pipeline management
Sales training
High-ticket closing
Negotiation
Proposal strategy
Forecasting
Margin protection
Commission planning
Account growth
Client retention
Website and digital-service sales
SaaS or technology sales
Startup sales operations
Application Questions
Please answer all of the following questions when applying:
Do you fully understand that this is a 100% commission-only contractor role with no base salary, hourly pay, retainer, benefits, or guaranteed income?
What experience do you have leading, training, and holding a sales team accountable?
What size deals have you personally closed or helped a team close?
What experience do you have reviewing pricing, discounts, project margins, and commercial terms?
How would you decide whether a proposed deal is commercially worthwhile for the company?
How would you manage commission splits between a lead generator, appointment setter, closer, and sales leader?
How would you improve a sales team that already has thousands of leads but needs stronger CRM discipline, follow-up, forecasting, and closing performance?
What CRM systems have you used, and are you available to start immediately or within the next one to two weeks?
Applications that do not clearly confirm acceptance of the commission-only structure may not be considered.
