Sale Representative - Callie's Sweets

About the Role

At Callie's Sweets, our passion is simple: To bring joy to the lives of others through quality confections that are exceptionally presented. Every batch of our handcrafted fudge is made in our kitchens in Two Harbors, Minnesota, using recipes and processes that have delighted customers for years. Whether someone is celebrating a birthday, thanking a client, supporting a school fundraiser, or simply treating themselves, we believe great chocolate creates lasting memories.

Our values guide everything we do.

Our Core Values
Winning: We pursue excellence, embrace accountability, and celebrate success together.
Sweet: We lead with kindness, humility, and genuine care in every interaction.
Customer First: Every decision begins with delivering an exceptional customer experience.
Loyal: We build lasting relationships through trust, integrity, and commitment.

As we continue growing our fundraising division, we're looking for entrepreneurial sales professionals who share these values and want to help schools, churches, athletic teams, nonprofits, and community organizations raise meaningful funds while offering products people truly love.

Compensation & Benefits

• Monthly Base Stipend: $250 per month
• Commission: 10% of net revenue (after discounts)
• Recurring Revenue Opportunity: Continue earning commissions from repeat fundraising customers as long as annual new-customer goals are achieved
• Flexible schedule
• Work remotely
• Free Callie's Sweets product samples
• Unlimited earning potential
• Build and develop your own sales territory
• Opportunity to create long-term recurring income

Responsibilities

• Develop New Business: Prospect schools, PTO/PTA organizations, booster clubs, athletic programs, churches, nonprofits, youth organizations, and community groups. Schedule meetings with administrators, coaches, teachers, and organizational leaders. Present the Callie's Sweets fundraising opportunity with confidence and enthusiasm.
• Build Lasting Relationships: Become a trusted fundraising resource for organizations in your territory. Maintain regular communication before, during, and after each fundraiser. Generate referrals and repeat fundraising campaigns.
• Guide Successful Fundraisers: Help organizations choose the fundraising approach that best fits their goals. Assist with campaign planning, timelines, and promotional materials. Support organizers from kickoff through final order submission and product delivery.
• Drive Results: Help organizations establish fundraising goals. Track campaign progress and encourage participation. Celebrate successful campaigns while identifying future fundraising opportunities.
• Grow Your Territory: Maintain an organized prospect pipeline. Consistently follow up with prospective organizations. Expand relationships throughout your assigned territory.

Qualifications

The Ideal Candidate You Are Someone Who:

• Loves building authentic relationships
• Is self-motivated and entrepreneurial
• Enjoys helping organizations succeed
• Communicates confidently with administrators, coaches, teachers, and community leaders
• Takes ownership of your results
• Operates with integrity and professionalism
• Values serving customers above making a sale

If you've been successful in outside sales, fundraising, business development, education, or nonprofit work, you'll likely thrive in this role.

Preferred Experience

• Outside sales
• Business development
• Fundraising
• Education
• Community outreach
• Marketing
• Customer relationship management

Skills

• Excellent communication and presentation abilities
• Strong organizational and follow-up skills
• Ability to manage multiple fundraising campaigns simultaneously
• Comfortable using spreadsheets, CRM systems, and digital communication tools

Work Environment

• Independent Contractor (1099)
• Primarily remote
• In-person meetings encouraged but not required
• Flexible work schedule
• Occasional evening or weekend fundraising kickoff events