Founder's Assistant and Sales Operations Specialist

The Role Part-time hybrid across three braids: personal assistant, virtual assistant for business operations, and sales outreach. The split is roughly a third each, flexing week to week. This is not rote work. It rewards initiative, discretion and good judgement, with one client and a long horizon.

Key responsibilities

Personal assistant

• Inbox triage and management. Draft and respond on Stuart's behalf where briefed.
  
• Calendar and scheduling.
  
• Travel research and booking.
  
• Supplier and subscription management (utilities, software, services).
  
• Light expense tracking and invoicing support.
  
• Ad-hoc personal tasks: research, ordering, logistics.
  

Virtual assistant

• Document preparation, formatting and light editing in Google Workspace.
  
• Research and briefings on request.
  
• Drive and file organisation.
  
• Meeting prep, notes and follow-ups.
  
• Light project tracking across the brands.
  

Sales and outreach

• Own the HubSpot CRM: contacts, deals, sequences, workflows, reporting.
  
• Design and run outbound sequences (email and LinkedIn) for Intelliskill and across the group.
  
• Build and refine sales funnels and process workflows.
  
• Lead qualification, follow-up and pipeline reporting.
  
• Identify and pursue freelance and consulting opportunities on Stuart's behalf: scan job boards, LinkedIn and networks, draft proposals and outreach in his voice, manage the application flow.
  

Required skills

• HubSpot fluency (CRM, sequences, workflows). Non-negotiable.
  
• Demonstrable experience designing and running sales funnels and outbound sequences.
  
• Excellent written English: professional, adaptable to Stuart's voice for outreach and inbox work.
  
• Strong discretion and confidentiality: this role handles personal information.
  
• Proactive. You spot opportunities and act, not wait to be told.
  
• Cold outreach experience (email and LinkedIn).
  
• Comfortable in Google Workspace, WhatsApp and modern collaboration tools.
  
• Reliable across UK and Philippines hours: overlap during UK morning, roughly 1pm to 5pm PH time, Mon to Fri.
  

Nice to have

• Experience with ChatGPT, Claude or other AI tools for productivity and drafting.
  
• Prior work with UK or other Western clients.
  
• LinkedIn Sales Navigator.
  
• Lead-gen tools: Apollo, Lemlist, Instantly, Clay.
  
• Experience applying for and winning freelance or consulting contracts (Upwork, LinkedIn ProFinder).
  
• Background in sports media, consulting or professional services. A plus, not required.
  

The trust position

You will see inbox, calendar, supplier accounts and light expense data. You will not handle banking, personal identity documents or sensitive family financials. A signed NDA and reference checks are required before starting. We work openly, with clear lines on where personal data starts and stops.

Hours and engagement

• 20 to 25 hours per week, part-time, remote.
  
• Contractor basis to start, with a view to a long-term engagement (12 months plus).
  
• Some overlap with UK morning required, typically PH afternoon (1pm to 5pm PH time, Mon to Fri).
  
• Remaining hours flexible.
  

What we offer

• A long-term, trust-based role with one client. Not an agency churn.
  
• Direct exposure to a founder running a multi-brand UK business.
  
• Genuine scope to grow as the businesses grow.
  
• Competitive part-time rate, benchmarked to the Philippines market for this role mix. Discussed at screening based on experience.
  

How to apply

Send a short note (no more than 200 words) covering:

• Your HubSpot and sales-outreach experience, with a specific result.
  
• A time you took initiative to spot and pursue an opportunity for a client or for yourself, and what happened.
  
• Your availability and preferred working hours.
  

Include a CV or LinkedIn profile