Startups For the Rest of Us

Episode 797 | TinySeed Tales s5e5: Should I Raise More Funding?

22 snips
Sep 18, 2025
Harris Kenny, founder of Outbound Sync and expert in B2B SaaS, shares his journey of growing monthly recurring revenue to $35k. He discusses the pivotal decisions that accelerated this growth, such as strategic integrations and building trust through SOC 2 compliance. The conversation dives into the dilemmas of raising unnecessary funds, decluttering good ideas, and maintaining work-life balance amidst startup stress. Harris also highlights the importance of refining sales strategies and focusing on core business elements in today's AI-driven landscape.
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ANECDOTE

Fast MRR Surge From Integrations

  • Harris grew MRR from $20k to $35k in about three months by shipping integrations and focusing sales efforts.
  • He credits specific features and partner focus for unlocking immediate revenue.
INSIGHT

Integrations Drive Immediate Deals

  • Adding integrations and improving Salesforce support directly unlocked deals the moment features shipped.
  • Focusing on partner channels amplified that product momentum into recurring revenue.
ADVICE

Make SOC 2 A Business Accelerator

  • Do SOC 2 and create a thorough trust center to speed security approvals and close larger customers.
  • Treat audits as product-improvement exercises that fix blind spots and build credibility.
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