Founding Chief Sales Officer (CSO)
Compensation: $40k – $80k CAD • 5.0% – 20.0%
Founding Executive | Commission + Salary After 90 Days | Equity Opportunity
Company: Geniusware Initial Engagement: Independent Contractor First 90 Days: Commission-Based After Successful Evaluation: Salary starting at $40,000 CAD/year + continued commission Equity Opportunity: Potential equity participation of up to 20% for the right long-term candidate Openings: 1
About Geniusware
Geniusware is a Canadian business technology company helping small and growing businesses connect their websites, AI automation, CRM/HubSpot, lead capture, booking, payments, SEO/GEO, phone systems, hardware, software, and business operations.
We are an early-stage startup entering an important growth phase and are now building our sales organization.
We are looking for one exceptional sales leader to help build it with us.
The Opportunity
This is not a traditional Sales Manager role.
We are looking for someone capable of operating at a founding executive level who can help build and eventually lead Geniusware's sales function.
You will work directly with the founders to:
Build and improve sales processes Recruit sales contractors Train and onboard representatives Establish KPIs and accountability Improve conversion and follow-up Manage CRM and pipeline standards Coach the sales team Personally generate revenue Help develop a scalable sales organization
You will not inherit a finished department.
You will help build it.
For the right candidate, this can develop into a long-term Chief Sales Officer and co-founder-level relationship with meaningful equity participation.
Key Responsibilities Build & Improve Sales Operations
Help develop and continuously improve:
Prospecting and outbound sales strategies Cold calling and B2B outreach Door-to-door sales where appropriate Lead qualification Discovery and consultation calls Follow-up processes Objection handling and closing HubSpot CRM usage Pipeline management Sales KPIs and reporting Performance and accountability systems Sales scripts and playbooks Conversion rates and sales efficiency
We want someone who identifies weaknesses quickly and takes initiative to improve them.
Recruit, Train & Lead the Sales Team
You will help build our commission-based sales force by:
Recruiting and screening sales contractors Interviewing candidates Evaluating sales ability Recommending hires Building onboarding processes Training new representatives Establishing performance expectations Coaching and reviewing performance Developing team culture Identifying future sales leaders
Geniusware is already developing sales training, scripts, objection handling guides, CRM processes, discovery frameworks, proposals, and onboarding documentation. You will help turn these resources into a repeatable sales training system.
Personally Generate Revenue
This is a hands-on leadership role.
Especially during the early stage, you will also be expected to personally:
Prospect businesses Cold call Conduct B2B outreach Book and run consultations Follow up with prospects Present Geniusware solutions Handle objections Support proposals Close deals Build referral and larger business opportunities
The person building our sales organization should be able to demonstrate the process themselves.
Lead from the front.
Compensation First 90 Days
The initial 90-day evaluation period is commission-based with no guaranteed base salary.
Commission varies depending on the Geniusware product or service sold.
Our current website-package sales compensation structure includes listed commission rates of approximately 50%-60%, depending on the offer.
Estimated commission examples:
Launch: approximately $300 per closed sale Grow: approximately $556.59 Scale: approximately $942.49 Automate: approximately $1,493.49 Dominate: approximately $2,219.99
Across these examples, listed commission averages approximately 56%, with estimated commissions ranging from approximately $300-$2,220 per closed package.
Geniusware also sells AI automation, CRM, SEO/GEO, phone systems, consulting, hardware/software, business systems, and custom technology solutions.
After Successful 90-Day Evaluation
Following successful completion of the initial evaluation period, the position is intended to transition into a salaried leadership role with:
Base salary starting at $40,000 CAD annually Continued commission eligibility on personal sales Potential additional leadership-based compensation as the sales team grows Potential salary growth based on performance and company growth Potential equity participation for an exceptional long-term candidate
We want the CSO to continue having the opportunity to earn meaningful commission while leading the broader sales organization.
First 90 Days Days 1-30 — Learn, Sell & Diagnose Learn Geniusware's services and positioning Review our sales processes and training Learn HubSpot and existing sales materials Begin prospecting immediately Generate opportunities Participate in sales conversations Identify weaknesses Implement quick improvements Days 31-60 — Build & Implement Improve sales processes Help recruit sales contractors Interview candidates Begin training and onboarding Establish performance expectations Improve scripts, objection handling and follow-up Improve CRM discipline Continue personally generating revenue Days 61-90 — Lead & Scale Take greater ownership of sales operations Coach and monitor representatives Review sales activity and conversion data Establish clearer KPIs Identify strong acquisition channels Improve underperforming processes Build scalable sales management procedures Present recommendations for the next stage of growth
At the end of 90 days, the founders and candidate will review sales performance, revenue contribution, leadership, recruiting ability, process improvements, strategic contribution, and long-term fit.
Equity & Co-Founder Opportunity
For an exceptional candidate who proves themselves and becomes instrumental in building Geniusware's sales organization, there is potential to earn equity in Geniusware, up to 20% for the right individual.
Equity is not automatically granted, and the maximum amount is not guaranteed.
Equity consideration may be based on:
Revenue contribution Sales organization growth Recruiting and training ability Leadership Sales process development Strategic contribution Company growth Long-term commitment Overall value created for Geniusware
We are willing to share meaningful ownership with someone who demonstrates the talent, commitment, and results required to become a genuine long-term executive partner.
Any equity arrangement, vesting, milestones, shareholder rights, or other ownership terms would be negotiated and formally documented separately.
Who We're Looking For
Relevant experience may include:
B2B sales Sales leadership or management Business development Cold calling Door-to-door sales High-ticket sales Technology / SaaS sales Agency or consulting sales Recruiting and sales training CRM and pipeline management Process improvement Startup environments
Previous C-suite experience is not required.
We care more about demonstrated ability than previous titles.
We want someone who can:
Sell. Recruit. Train. Lead. Build. Improve. Execute.
The ideal candidate:
Has an entrepreneurial mindset Wants to build something from the ground up Takes initiative Can operate independently Is comfortable proving themselves through performance Is confident speaking with business owners Can recruit and motivate salespeople Thinks strategically and executes practically Is willing to personally sell Wants significant responsibility and long-term upside Is interested in potentially becoming an owner, not simply an employee
We are not looking for someone who only wants a C-suite title.
We are looking for someone prepared to earn the responsibility that comes with it.
Why This Opportunity Is Different
Most sales leadership roles ask you to manage an existing department.
At Geniusware, you have the opportunity to help create the department you may eventually lead.
You will work directly with the founders, influence sales strategy, help select the people you manage, build the processes your team follows, generate revenue, and potentially participate in the ownership of the company.
The progression is simple:
Prove yourself → Build the sales organization → Move into salary + commission → Potentially earn meaningful equity and become a long-term executive partner.
How to Apply
Apply with your résumé and a short introduction covering:
Your sales and B2B background Teams you have recruited, trained, or managed Your experience personally generating sales Experience in commission-based environments Any technology, SaaS, agency, or consulting sales experience Why an early-stage startup interests you What you would focus on during your first 90 days Why you believe you could build and lead Geniusware's sales organization
Shortlisted candidates will speak directly with the founders.
Only one Founding Chief Sales Officer position is available.
This is an opportunity to help build Geniusware's sales organization — and potentially become an owner in the company you help grow.