Josh S.

About

Fractional GTM, CMO, and Growth Strategist with a track record of scaling three startups to multimillion dollar exits. I build and execute sales playbooks, launch marketing strategies that cut through the noise, and shape brands that stick. Skilled in MEDDIC, NEPQ, and Challenger, I know how to close deals from six to seven figures while creating systems that scale. Skills: 👷‍♂️ GTM Architect – design and launch strategies that drive revenue and scale fast. 🧱 Sales Playbook Builder – MEDDIC, NEPQ, Challenger… I don’t just know them, I deploy them. 📈 Growth Marketing Hacker – blend data, creativity, and speed to cut CAC and grow MRR. 📣 Brand Storyteller – inspired by Jobs and Ive, I turn products into movements. 💰 Deal Closer – from six-figure to seven-figure enterprise contracts. ⚙️ Operator & Builder – thrive in zero-to-one and scale-up stages. Inspired by Jobs and Ive, I bring creativity and precision to growth and brand. My passion is helping founders move from traction to predictable revenue by installing GTM engines that actually work. If you want someone who can both build and execute, I’m the person who makes growth real.

Experience

• Senior Account Executive, Mid-Market · Duda2024-08-01 –

  Drive strategic partnerships with marketing agencies, SaaS companies, and CRM platforms looking to white-label or embed Duda’s platform. Lead consultative sales cycles focused on long-term adoption, technical integration, and revenue growth. Key Contributions: • Close and expand mid-market accounts across diverse verticals • Educate buyers on Duda’s value across white-label, SEO, and scalability use cases • Lead discovery, demos, and proposals from outbound to close • Collaborate with marketing to improve inbound conversion and qualify demand • Partner with product and engineering to influence roadmap and align integrations

• Founder & Consultant · HelloFlow AI Systems2022-02-01 –

  Consulting practice helping Fractional CROs, RevOps consultants, and High-Ticket Coaches grow faster by automating lead response, booking, and follow-up. • Install “Velocity Engine” systems that cut speed-to-lead from days to minutes. • Reactivate dormant leads into booked calls for $10K+ deals. • Deliver measurable increases in show rates and close rates without additional headcount. Note: This is an advisory/side consulting role performed alongside my SaaS sales career.

• Senior Account Executive · Follow Up Boss2018-04-01 – 2023-08-01

  Joined as one of the earliest GTM hires and played a critical role in scaling the company to 8-figure ARR and acquisition. Helped architect sales and customer success processes from the ground up and drove consistent new revenue through outbound, partner, and inbound motions. Key Contributions: • Closed high-volume SMB and mid-market deals, consistently surpassing quota • Led sales enablement initiatives and helped shape qualification, demos, and CS handoffs • Collaborated with product to relay feature feedback and influence roadmap • Played a foundational role in aligning sales and support for long-term retention • Helped build scalable playbooks and onboarding systems as the company scaled

• Head of Growth & GTM Operations · Scout Monitoring2015-12-01 – 2018-02-01

  Brought in as the first sales hire and GTM lead, owning the full strategy and execution across outbound, sales operations, and early customer success. Played a key role in driving rapid traction that helped scale the company from zero to exit in under 3 years. Key Contributions: • Built and executed the entire outbound and inbound sales motion from scratch • Defined ICP, sales playbooks, and buyer journey in collaboration with founders • Closed high-value deals with early adopters and strategic agency partners • Developed scalable GTM systems and onboarding processes to support growth • Partnered with product and marketing to align messaging, positioning, and roadmap

• Account Executive & Customer Support Expert · WebStarts2010-05-01 – 2015-09-01

  Led sales and marketing initiatives focused on growing paid user adoption. Worked directly with leadership to refine positioning, improve conversion funnels, and support SMB customers in launching and optimizing their websites. Key Contributions: • Developed sales scripts and onboarding flows to drive trial-to-paid conversion • Conducted direct outreach and demos for inbound and outbound prospects • Advised product team on user behavior and friction points in the funnel • Created scalable support resources and improved customer engagement

• Product Expert (Sales Leader) · Apple2008-08-01 – 2010-01-01

  •Led a high performing, goal breaking, sales team •Ensured all employees were following best practices to wow customers •Awarded for excellence in customer happiness in the top 3% of Apple internationally

Education

• University of Technology SydneyBachelor of Fine Arts (BFA), Bachelor Of Business Administration

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