Property Management Business

62. Managing 4500 Doors with Kyle Stephenson of KRS Holdings

Nov 11, 2025
Kyle Stephenson, the founder of KRS Holdings, manages a whopping 4,500 rental units across Virginia and North Carolina. He shares insights on building a strong company culture, emphasizing loyalty through unique team events, including an unforgettable trip to the Dominican Republic. Kyle reveals the meticulous daily routines that keep operations running smoothly and shares his advice for struggling property management owners, encouraging them to set clear goals and maintain a positive mindset. His passion for property management shines in stories about tenant impact and community involvement.
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ANECDOTE

All-Hands Trip To The Dominican Republic

  • Kyle paid for roughly 45 employees and their families to attend an all-inclusive company appreciation trip to the Hard Rock in the Dominican Republic.
  • The trip reinforced loyalty and reflected a culture that values staff as family, not just perks.
INSIGHT

Culture As Repeated Behavior

  • Kyle ties culture to core values like integrity and teamwork and invests in recurring events to reinforce them.
  • He treats culture as ongoing behavior, not a one-off perk, and measures engagement through frequent interdepartmental activities.
ANECDOTE

Walking Units Reveals Hidden Wins

  • Kyle joined a lender inspection and discovered a tenant's heat was off because the son hadn't called the gas company.
  • That on-site interaction turned a routine issue into a positive experience and a potential immediate Google review.
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