S4E2 - How Cybersmart grew to $5M ARR with $20M in funding With Jamie Akhtar


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May 07 2024 42 mins   2

Jamie, CEO of Cybersmart, shares invaluable insights and strategies for B2B SaaS founders navigating the journey from startup to scale-up. From effective time management to fostering a supportive company culture, Jamie offers practical advice gleaned from his own experiences. Whether you're striving to reach $10k in monthly recurring revenue or aiming for $10 million in ARR, this episode provides actionable tips to help you succeed in the competitive world of B2B SaaS.


Transitioning from a hands-on founder to a visionary leader requires a shift in focus towards strategic initiatives and personal growth. By stepping back from day-to-day operations and honing in on high-level goals and vision-setting, founders can steer their companies towards sustainable success. Embracing change, fostering a robust company culture, and focusing on personal development are essential components for navigating the complexities of scaling a SaaS business. The evolution from being deeply involved in every aspect of the business to empowering the team and driving organizational success is a crucial phase in the founder's journey.

Key Timecodes

  • Jamie's Background and Entrepreneurial Journey (00:37)
  • Goals and Motivation (01:46)
  • Company Overview and Metrics (02:28)
  • Funding and Investor Relationships (03:18)
  • Product Market Fit and Customer Feedback (05:11)
  • Go-to-Market Strategy and Channel Partnerships (12:27)
  • Company Challenges and People Management (16:37)
  • Personal Development and Time Management (30:26)
  • Advice for SaaS Founders at Different Stages (35:41)
  • Jamie's Advice on Leadership and Planning (39:38)
  • Encouragement for SaaS Founders (40:06)
  • Stay Quivered - Perseverance and Adaptability (40:57)