High-Ticket B2B Appointment Setter for C-Suite Outreach

InsideOut; United States; Remote; USD 12,000 - 14,000; Full time

Job summary

InsideOut is seeking a highly articulate B2B sales professional to join as a consultative Appointment Setter, partnering with the President to accelerate outbound outreach and pipeline growth. You will target C-suite executives with a thoughtful, non-scripted approach, focusing on discovery meetings rather than closing deals.

This role requires native English, strong relationship-building, and the ability to work across time zones from LATAM/South Africa.

Qualifications

• 2–5 years of proven outbound B2B sales development or appointment-setting experience.
• Proven success opening doors with C-suite, VP, and Director-level decision-makers.
• Hands-on experience using HubSpot (or similar CRMs like Salesforce) to manage pipelines.
• Flawless, native-level spoken and written English with a polished, professional tone.
• Consultative style: curious, articulate, quick on your feet, problem-solving focused.
• Resilience, self-motivation, and ability to adopt AI tools to enhance prospecting.
• Background selling into consumer products, manufacturing, retail, packaging, POP displays, or brand/trade marketing.

Responsibilities

• Outbound pipeline generation: Prospect, qualify, and engage target accounts and executive decision-makers via cold outreach, phone, personalized email sequences, and LinkedIn.
• Consultative outreach: Conduct unscripted, thoughtful interactions that build rapport, solve business problems, and clearly communicate value propositions.
• Qualified meeting booking: Schedule high-value discovery meetings once account fit is established.
• Strategic follow-up: Execute persistent, professional follow-up campaigns to nurture long‑term leads through the funnel.
• CRM pipeline management: Maintain accurate records in HubSpot CRM, ensuring every opportunity has a clearly documented next step.
• Strategy & feedback: Participate in weekly sales strategy meetings and provide feedback to refine messaging and prospecting strategies.

Skills

Outbound B2B sales

Executive outreach

HubSpot/Salesforce

English communication

Consultative selling

Resilience

AI tools

CPG/retail industry

Growth mindset

Tools

HubSpot CRM

Salesforce CRM

Job description

InsideOut is seeking a highly articulate B2B sales professional to join as a consultative Appointment Setter, partnering with the President to accelerate outbound outreach and pipeline growth. You will target C-suite executives with a thoughtful, non-scripted approach, focusing on discovery meetings rather than closing deals.

This role requires native English, strong relationship-building, and the ability to work across time zones from LATAM/South Africa.