Director, Franchise Development

PEAK6; Town of Florida (NY); Hybrid; USD 150,000 - 210,000; Full time

Job summary

We Insure Group is seeking a Director of Franchise Development to expand our nationwide franchise network. You will lead recruitment, manage the complete sales process from inquiry to signed agreement, and build a strong pipeline of candidates across solo agents and book-of-business owners.

The role requires 10+ years in insurance, franchise sales experience, and a proven ability to drive growth through a consultative approach at scale.

Qualifications

• 10+ years of experience in the insurance industry, ideally as an agency owner or top producer
• Direct experience in franchise sales or franchise development
• Demonstrated ability to independently run a full, consultative sales cycle from first conversation through signed agreement

Responsibilities

• Lead franchise recruitment for We Insure, driving brand and enterprise growth
• Manage the full franchise sales process from inquiry through signed franchise agreement
• Build and convert a strong pipeline of qualified franchise candidates
• Communicate investment, fees, and return potential to prospective franchisees
• Represent We Insure at industry conferences, trade shows, and expos
• Partner with cross-functional teams to optimize lead generation and pipeline conversion
• Track pipeline health, conversion rates, and development velocity to senior leadership

Skills

Franchise sales

Franchise development

Full sales cycle

Job description

Who We Are. At We Insure Group, we are passionate, driven, and purposeful in our mission to personalize protection at the right value. We believe in delivering tailored insurance solutions that meet each client’s unique needs, ensuring they feel confident and supported in every decision. As both a franchise platform and direct insurance provider, We Insure empowers like-minded entrepreneurs with the opportunity to own and operate successful agencies. With over 200 locations across 35 states, we support our agency owners, customers, and carrier partners by enabling faster service, greater efficiency, better choices, and improved results. What sets us apart? We’re data-driven for better value and people led for better service. Our purpose is rooted in clarity, guidance, and long-term trust helping individuals and business owners make informed choices about their insurance coverage. We're building something meaningful and looking for purpose-driven individuals to help lead the way.

Your Impact.

We Insure is seeking the Director, Franchise Development role to expand our franchise agency network and grow our national presence. This person will lead franchise recruitment for We Insure, driving brand and enterprise growth by identifying, recruiting, and onboarding new franchisees across the country. Day to day, the Director, Franchise Development manages the full franchise sales process from initial inquiry through discovery, program walkthrough, Franchise Disclosure Document (FDD) review, and signed franchise agreement. This includes building and converting a strong pipeline of qualified franchise candidate's solo agents, book of business owners, career changers, and other franchise groups exploring diversification representing We Insure at industry conferences and franchise expos, and partnering with the Discovery and Deal Operations teams to keep the sales process moving efficiently. This is a high visibility role for an experienced insurance and franchise sales leader who wants to play a lead part in scaling We Insure's franchise footprint nationally.

Key Responsibilities.

• Franchise Sales & Deal Execution Manage the full franchise sales process from initial inquiry and discovery through program walkthrough, Franchise Disclosure Document (FDD) review, and signed franchise agreement
• Build and convert a strong pipeline of qualified franchise candidates, meeting or exceeding quarterly and annual development goals
• Maintain deep knowledge of franchise program economics and clearly communicate investment, fees, and return potential to prospective franchisees
• Guide prospective franchisees through a transparent, consultative sales process to help them evaluate whether We Insure is the right fit for their goals
• Lead Discovery Day meetings and franchise presentations for prospective candidates
• Relationship & Pipeline Development Identify, recruit, and build relationships with prospective franchisees, including solo agents, book-of-business owners, career changers, and other franchise organizations exploring diversification
• Represent We Insure at industry conferences, trade shows, and franchise expos to build brand awareness and generate qualified leads
• Partner with the Discovery and Deal Operations teams, and with marketing resources, to optimize lead generation and pipeline conversion
• Track and report pipeline health, conversion rates, and development velocity to senior leadership on an ongoing basis
• Strategic Growth & Market Development Develop and execute strategies for franchise market planning, territory development, and growth initiatives that support national expansion
• Provide field-informed input on franchise sales strategy, positioning, and process improvements
• Monitor industry trends and the competitive landscape to inform We Insure's franchise growth strategy
• Partner with cross-functional teams to support a smooth transition from signed agreement into onboarding
• Brand Representation Act as a credible, experienced ambassador for the We Insure franchise opportunity, grounded in real industry background
• Model We Insure's core values in every prospect interaction and public appearance
• Nurture relationships with existing franchisees to support their continued growth and success within the network
• Contribute to a transparent, respectful candidate experience that reflects We Insure's people-first culture

Qualifications.

• 10+ years of experience in the insurance industry, ideally as an agency owner or top producer rather than solely in a corporate or carrier-side role
• Direct experience in franchise sales or franchise development
• Demonstrated ability to independently run a full, consultative sales cycle from first conversation through signed agreement

Preferred Qualifications.

• Experience spanning both the insurance and franchising industries
• Experience representing an organization at industry conferences, trade shows, or expos
• A firsthand, credible track record building or owning an insurance business, rather than solely a hired-sales background

Our Values.

The We Way. At We Insure, Group our values shape how we work, how we lead, and how we grow together. They’re more than just words, they guide every interaction, every decision, and every customer experience.

We Way Reflects Our Commitment to. We personalize protection at a price you can trust We hustle to find opportunity We care authentically We thrive in ambiguity We own our results We have fun along the way And - we’re just getting started

We’re a leader in the space. We foster ongoing innovation. You get all the benefits of a growing and fast-paced company, while enjoying a very entrepreneurial culture. The team is really motivating. You’ll work with people who are as energetic, smart, and determined as you are. You’ll be managed by the best, too. Your work will be immediately impactful. You’ll be able to see your direct impact on our growth. You won’t be just another cog in the wheel. We embrace change. This is not where you'll find ‘predictable’. Our team wears many hats and has to go with the flow to deliver on our goals and get the job done. We are a team of collaborators. We work together to ensure the best possible solutions for our internal teams. It is common for us to get outside our swim lanes. Our environment provides continuous learning. Team members often have to branch out of their comfort zone. Taking ownership is an opportunity and we believe failures might lead to a better solution.

We Insure, LLC. is an independent insurance franchise that takes immense pride in providing like-minded entrepreneurs with successful agency ownership. With more than 200 agency locations in 35 states, We Insure continues to grow rapidly and supports our agency owners, customers, and carriers by facilitating faster service, greater efficiencies, better choices, and improved bottom lines. What makes We Insure stand out: we are data-driven for better value and people-led for better service. And our leadership is seeking more highly motivated, career-driven people to help lead our efforts! We Insure has received countless awards including Jacksonville Business Journal’s Best Places to Work and Fastest-Growing Private Companies, and Inc.’s 5000 Fastest Growing Companies.