
Cold Caller – SMB Consultations
3 weeks ago
We are seeking a confident and articulate Cold Caller to initiate strategic conversations with small and medium-sized business (SMB) owners around exit planning, funding, and succession strategies. This role is not about selling — it's about engaging decision-makers in meaningful dialogue to uncover needs and set the stage for further consultation.
As the first point of contact, you'll play a crucial role in introducing our services and helping SMB owners begin thinking about their long-term goals. Your objective is to build rapport, spark interest, and qualify potential clients for follow-up by our advisory team.
Key Responsibilities
- Proactively reach out to SMB owners via outbound cold calls
- Engage prospects in thoughtful conversations around succession planning, funding options, and strategic exits
- Qualify leads and schedule appointments for senior advisors
- Use CRM and call tracking tools to log activity and maintain accurate records
- Continuously refine messaging and approach based on feedback and performance
Experience / Skillset
- Experience: Proven success in cold calling, appointment-setting, or outreach — ideally in a B2B or financial services environment
- Communication: Excellent conversational and interpersonal skills with the ability to quickly build trust and convey professionalism
- Industry Familiarity: Comfortable discussing business transitions, funding, and growth strategies with SMB stakeholders
- Tech-Savvy: Familiar with CRM platforms and basic call tracking software
What We Offer
- Competitive base salary + performance-based commission
- Opportunity to work with a growing and dynamic team
- Food on the house
- Medical Insurance (Self + Spouse & Kids)
Prestige OSS is an equal opportunity employer. We do not discriminate based on race, color, religion, gender, gender identity, sexual orientation, age, national origin, disability, veteran status, or any other protected status. All employment decisions are made based on qualifications and business needs, promoting a diverse and inclusive workplace.
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