đź’° Refer us a customer, Earn $2,000 đź’°
January
New York,, United States
People-first leader with experience building high performing hiring functions and people strategy from scratch in fast growth and global environments. “The best perk you can give employees is hiring amazing people for them to work with.” -Patty McCord
People-first leader with experience building high...
At January, we’re transforming the lives of borrowers by bringing humanity to consumer finance. Our data-driven products empower financial institutions to streamline their collections, providing borrowers with straightforward and compassionate solutions to regain financial stability and control over their lives. We’re not just expanding access to credit. We’re restoring dignity and paving the way for millions to achieve financial freedom.
At January, we’re transforming the lives...
Rather than trying to change or fix company culture, Taylor emphasizes selecting founders whose core values align with your people philosophy. He recommends conducting root cause analysis on previous workplace tensions to identify whether conflicts stemmed from value misalignment or strategic disagreements. Ask founders directly about their expectations for the people function and how they want to partner with you. This approach prevents the notorious tension between HR leaders and CEOs by ensuring alignment before joining.
At companies with established cultures like January's nine-year foundation, the people function's role shifts from building culture to understanding what works and amplifying key elements. Taylor identifies the most important cultural differentiators that contributed to success, then helps leadership become "maniacal, repetitive, and unwavering" about reinforcing these elements. This requires studying the founder's natural leadership style and extending their best qualities throughout the organization while softening sharp edges.
Taylor reframes the common question of "how to preserve culture during scaling" by acknowledging that doubling headcount inevitably changes culture through new personalities and perspectives. Instead of fighting this natural evolution, he focuses on identifying the simplest list of unique elements that drove success and remaining open to how culture evolves at scale. Leadership must consistently reinforce core differentiators while allowing organic cultural development.
January transformed from relying on inbound applications to building an intensive outbound search function, giving them control over talent bar and pipeline diversity. Without marketing team or brand awareness, they created custom sourcing strategies using AI tools like Juicebox and custom GPTs to optimize messaging based on response rates. This approach enables selective hiring for companies that can't rely on employer brand to attract top talent.
Taylor positions AI adoption as career-critical, stating that companies banning AI tools provide "the best reason to quit your job." His team implements AI across all recruiting functions: Granola for automated interview transcription and scorecard creation, custom GPTs for hiring strategy development, and AI-powered sourcing tools. Team members report working 50-200% faster in specific areas, making AI proficiency essential for resume competitiveness in the next two years.
January's founder explicitly aims to plateau headcount at 250-300 employees while continuing business growth, enabled by AI and efficiency tools. This model challenges the traditional startup mentality of hiring for every problem and instead focuses on finding the most exceptional people who align with rigorous, truth-seeking culture. Taylor manages this by treating each hire as precious, investing extraordinary effort in outbound search to ensure every addition maintains cultural and performance standards.
For new people leaders, Taylor prioritizes trust-building with stakeholders over immediate system implementation. He acknowledges that people operations involves working with leaders who each have different expectations, making relationship building crucial for success. New people leaders should align upfront on priorities and focus areas, as most initiatives require more work than stakeholders realize and explaining this complexity requires established trust.
Taylor Roa, Head of People & Talent at January, shares how a nine-year-old Series B company achieved something virtually unheard of in startup culture: zero layoffs through every market cycle while maintaining sustainable growth. As January approaches their hockey stick growth moment after years of disciplined scaling, Taylor reveals how they’re reinventing their hiring approach to double their team size while preserving the cultural elements that drove their success. His framework for building lean, efficient teams through AI-powered recruiting and intentional culture evolution offers a blueprint for sustainable scaling without the typical startup growing pains.