Fractional Head of Sales / SaaS Sales Advisor – Part-Time Contract
We are looking for an experienced B2B SaaS sales leader to help us assess, refine and formalise our sales approach.
The immediate objective is not to recruit and manage a large sales team.
It is to work alongside the founder to identify what is working, resolve gaps in our go-to-market approach and establish the foundations for a repeatable sales process.
We are looking for an experienced B2B SaaS sales leader to help us assess, refine and formalise our sales approach.
The immediate objective is not to recruit and manage a large sales team.
It is to work alongside the founder to identify what is working, resolve gaps in our go-to-market approach and establish the foundations for a repeatable sales process.
Initial OutcomesAssessed our existing customers, pipeline, sales activity and conversion data
Helped sharpen our ideal customer profile and priority market segments
Reviewed our positioning, sales messaging and value proposition
Defined clear pipeline stages, qualification criteria and sales metrics
Reviewed selected sales calls and provided practical coaching
Recommended improvements to our CRM and sales operating rhythm
Created a prioritised 90-day sales action plan
Advised us on when and whom to hire as our next sales resource
If there is a strong mutual fit, the engagement may develop into an ongoing Fractional Head of Sales position.
The Opportunity
Taskr is an early-stage SaaS business helping multi-site operators to close the gap between strategy and execution.
We have achieved modest sales to date in our brief time in operation, and are now ready to make our approach to sales more focused, measurable and repeatable.
Until now, sales have primarily been founder-led.




We are looking for an experienced B2B SaaS sales operator who can work alongside our founder in an advisory and hands-on capacity.
This is an opportunity to influence our commercial direction at an important stage of the business without initially committing to a full-time role.
What you'll help us achieve
During the initial 6–8 week engagement, you will help us:
Review our existing customers, pipeline and sales performance
Clarify our ideal customer profile and priority market segments
Strengthen our sales messaging and value proposition
Review our pricing and packaging from a sales perspective
Develop a practical and repeatable sales process
Define qualification criteria, pipeline stages and core sales metrics
Improve CRM discipline, forecasting and follow-up
Review sales conversations and coach the founder
Identify the most important sales experiments for the next 90 days
Determine the appropriate timing and profile for our next sales hire
You'll provide strategic guidance, but you must also be comfortable working directly with real opportunities, calls, data and sales materials.
About you
You are an experienced SaaS sales leader who has personally helped an early-stage B2B software business progress from founder-led selling to a more predictable sales model.
Ideally, you can demonstrate:
Experience as a Head of Sales, VP Sales, CRO, Fractional Sales Leader or SaaS founder
A track record of building or materially improving an early-stage B2B SaaS sales function




Experience selling to [SMBs / mid-market businesses / enterprise customers]
Experience with contract values and sales cycles similar to ours
Strong capability across ICP definition, qualification, messaging, pipeline management and sales execution
The ability to distinguish between a sales execution problem, a positioning problem and a product-market-fit problem
A practical, evidence-based approach rather than reliance on a generic sales methodology
Robust coaching and communication skills
Comfort working directly with founders in a fast-moving, resource-conscious environment
The ability to provide specific examples and measurable results from comparable businesses
Australian market experience is [essential/preferred], particularly if you also understand how Australian SaaS businesses can sell into [North America/APAC/global markets].
What this role is—and isn't
This is initially a paid advisory engagement with hands-on involvement.
We are not looking for:
A generic business coach
A lead-generation agency
A someone whose primary recommendation will be to immediately hire a large sales team
An executive whose experience has only been within mature, well-resourced organisations
A consultant delivering a strategy document without helping us apply it
We want someone who can diagnose our current position honestly, focus us on the right priorities and help us build the foundations for sustainable growth.
Engagement details
Initial engagement of 6–8 weeks
Approximately 4–8 hours per week
Hybrid working arrangement
Paid on an hourly basis
Potential to continue as an ongoing Fractional Head of Sales
Expected commencement: 15 August, ****
Remuneration: $70-$110/hr commensurate to experience
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📌 Fractional Head Of Sales / Saas Sales Advisor – Part-Time Contract (Melbourne)
🏢 Taskr Group
📍 Melbourne