In this episode, Chris Carter reflects on a pivotal leadership mistake that deeply impacted his team—making a team member cry during a meeting.

Chris candidly shares the emotional aftermath, the lessons learned from his mentor and spouse, and how this experience reshaped his approach to leadership. The discussion offers valuable insights for SaaS leaders on empathy, accountability, and team management.

[0:00] Chris Carter opens up about a critical leadership error: making a team member cry in a meeting.

[0:11] He discusses the emotional toll and the importance of seeking advice from trusted mentors and loved ones.

[0:20] Chris emphasizes the need to treat every team member equally and avoid leading through fear or threats.

[0:55] He highlights the importance of understanding the root cause of performance issues—whether personal or professional—and considering alternative solutions.

[1:10] Jeff Mains asks how Chris made amends and the broader impact on the team.

"I made the mistake one time of making a team member cry. Literally, I made him cry in one of our meetings and I felt horrible afterwards."

"As a leader, you can't lead by fear. You have to work with your team, not threaten them."

"If someone is struggling, try to help them first. If it doesn't work out, replace them quickly but compassionately."

"You never know what's going on in someone's life outside of work. Empathy matters."

1. Lead with Empathy: Understand that your team members are people first, employees second.
2. Seek Guidance: Don’t hesitate to consult mentors or loved ones when facing tough leadership moments.
3. Avoid Fear-Based Leadership: Inspire and support your team rather than intimidating them.
4. Address Issues Directly: If a team member is underperforming, address it quickly and fairly.
5. Consider the Whole Person: Recognize that personal issues can affect work performance—be flexible and supportive.
6. Learn and Grow: Mistakes are inevitable; what matters is how you respond and grow as a leader.

cc@approyo.com

http://www.Approyo.com

https://www.linkedin.com/in/christopher-carter-885159/

X.com/Approyo

The Captain's Keys

Small Fish, Big Pond – https://smallfishbigpond.com/ Use the promo code ‘SaaSFuel’

Champion Leadership Group – https://championleadership.com/

Website - https://championleadership.com/

Jeff Mains on LinkedIn - https://www.linkedin.com/in/jeffkmains/

Twitter -

Happy New Year and welcome back to the SaaS Fuel Podcast! In this episode, Jeff Mains sits down with Leslie Shreve, workload management and efficiency expert, and founder of Productive Day. Leslie shares her proprietary system, Taskology, and dives deep into the real reasons why busy SaaS leaders and professionals feel overwhelmed, despite using the latest tools and productivity hacks.

Together, they unpack the hidden costs of “gray work,” the myth of the infinite workday, and why most task management apps fall short. Leslie offers a practical, actionable framework for regaining control, reducing stress, and making real progress—one atomic task at a time.

The Hidden Cost of Modern Work Chaos

(00:47) – Being busy doesn’t mean being productive. The proliferation of tools and notifications can drain focus and create “gray work.”

Gray Work and Quiet Cracking

(06:00) – “Gray work” is the time lost managing disconnected tools and notes. “Quiet cracking” is when professionals appear composed but are overwhelmed inside.

The Infinite Workday

(09:00) – Without boundaries, workdays can feel endless, leading to burnout. Protecting personal time is essential for health and productivity.

Why Most Productivity Apps Fail

(15:00) – Apps like Asana, Trello, and Notion offer features, but without a clear method, they can overwhelm rather than help.

The Myth of the To-Do List

(22:00) – A to-do list is only useful if it’s complete, digital, and actionable. Paper lists and scattered notes don’t cut it.

The Fast Action Formula & Atomic Tasks

(28:00) – Break projects into the smallest possible action steps, each with a clear what, how, why, and when. This makes progress achievable and reduces stress.

Time Defense vs. Time Management

(35:00) – Protecting time (a “time shield”) is more effective than trying to manage every minute. Block focused time and let others schedule around it.

“Gray work is what happens when you’re chasing after tasks and notes, but nothing feels like it’s getting done.”

“Technology alone won’t save you. You need a method to cut through the noise.”

“Don’t outsource thinking, decision-making, and execution—those are your superpowers as a leader.”

“Atomic tasks are the smallest, most actionable steps. That’s where real progress happens.”

“Protect your time like it’s your most valuable asset—because it is.”

1. Centralize Your Work – Avoid scattered notes and tools; create a single digital hub for all tasks and information.
2. Break Down Projects – Turn big projects into atomic tasks with clear action steps.
3. Prioritize Ruthlessly – Focus on the few actions that truly move the needle, not just what’s urgent.
4. Protect Your Time – Use a “time shield” to block focused work periods and defend against interruptions.
5. Embrace Flexibility – Plans will change; adapt quickly without losing sight of your priorities.
6. Don’t Rely on Tools Alone – Methods and systems matter more than the latest app or hack.

This episode of SaaS Fuel features Varun Jain, founder of Comply Jet, discussing how security compliance can transform from a sales blocker into a growth accelerator for SaaS startups. Varun shares actionable strategies for building trust, leveraging AI to simplify compliance, and the importance of embedding security early in the product journey. The conversation also covers leadership lessons, hiring discipline, and how founders can make intentional decisions about growth and capital.

00:25 – 02:20 Why trust and compliance matter for SaaS growth.

02:20 – 03:30 Compliance as a sales unlock, not a hurdle.

03:30 – 06:00 Recap of previous episodes and toolkit mention.

07:00 – 11:00 Varun’s background and founding story.

11:00 – 15:00 Why founders must prioritize security early.

15:00 – 20:00 How cloud and AI make compliance easier.

20:00 – 25:00 Comply Jet’s approach: AI, education, and support.

25:00 – 30:00 Continuous monitoring beats “check the box” compliance.

30:00 – 35:00 Managing growth, logins, and cloud costs.

35:00 – 40:00 Why Comply Jet focuses on startups.

40:00 – 45:00 Building trust centers for sales.

45:00 – 50:00 Simplifying frameworks for founders.

50:00 – 55:00 Leadership: hire intentionally, automate where possible.

55:00 – 60:00 When to raise capital and the value of bootstrapping.

60:00 – 65:00 Compounding growth and product focus.

65:00 – End Final advice, resources, and next episode preview.

"Trust, not features, is often the real bottleneck in B2B growth."

"Compliance isn’t just a checkbox; it’s a sales unlock."

"AI can turn compliance from a slow, painful process into a founder-friendly advantage."

"Transparency accelerates deals—make trust your competitive edge."

"Don’t wait for enterprise buyers to ask for compliance—build it in from the start."

"Leadership is about clarity, discipline, and building a business of significance."

1. Embed Trust Early: Make security and compliance a core part of your product from day one.
2. Leverage AI for Scale: Use AI tools to automate compliance tasks and reduce founder workload.
3. Build a Public Trust Center: Proactively share your security posture to accelerate sales.
4. Hire with Intention: Avoid over-hiring; automate and stay lean until roles are clearly defined.
5. Balance Speed and Discipline: Move fast, but don’t cut corners on trust or compliance.
6. Stay Customer-Focused: Listen to customer needs and let them guide your product evolution.

Varun Jain:

varun@complyjet.com

www.complyjet.com

https://www.linkedin.com/in/varun-jain-stanford/

SaaS Fuel Growth Accelerator Toolkit

The...