Note: The job is a remote job and is open to candidates in USA. The Gillespie Group provides actionable decision frameworks, fractional executive leadership, and executive advisory services that help founders build self-sustaining, profitable enterprises. The Business Development Associate will develop relationships with business owners, identify operational and scaling challenges, match prospects with advisory solutions, and guide opportunities from discovery through contract execution.
Responsibilities
- Initiating relationships with founders and CEOs of $1M–$10M companies, uncovering their operational, payroll, and scaling friction points
- Match them with the right Gillespie Group solution—whether that’s our Executive Group Advisory, a 30-Day Diagnostic Deep Dive, a Private Leadership Workshop, or a Fractional COO/CFO Retainer
- Guide prospects from initial discovery to contract execution, coordinating a seamless handoff to Scott and the advisory team
- You consistently build and manage an active pipeline of $1M–$10M business owner relationships
- You conduct high-level discovery calls that pinpoint operational bottlenecks and build trust quickly
- You regularly close diagnostics, workshops, advisory board seats, and recurring fractional retainers
- You scale your 12-month rolling revenue into our top-tier 30%–40% payout brackets
- You represent The Gillespie Group with executive polish, professionalism, and excellence
Skills
- You have a proven track record in consultative B2B sales (professional services, management consulting, financial advisory, or corporate solutions)
- You have strong business acumen and speak comfortably with 7-figure founders about gross margins, labor efficiency, and management dynamics
- You are self-motivated, disciplined, and energized by the upside of an uncapped, top-tier commission model
- You lead with diagnostic curiosity and integrity, acting as a trusted advisor rather than using scripted sales tactics
Benefits
- 20% to 40% progressive commission tiers —substantially higher than industry standard for executive advisory.
- 12-Month Rolling Revenue Model: Your momentum carries forward. Your commission tier builds over time and never resets to zero on the 1st of the month.
- Recurring monthly payouts across active multi-month Fractional COO and CFO retainers.
- Direct founder access: Work directly alongside Scott Gillespie with zero corporate red tape.
- Open market: Full territory freedom across the U.S. in high-demand verticals (trades, professional services, healthcare, and logistics).
- 100% remote autonomy: You control your calendar, your pipeline, and how you run your business.
Company Overview