On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into the complexities and challenges of the cyber insurance market with Will Brooks (Channel Chief - FifthWall).

They discuss why the current model of cyber insurance is struggling to keep up with the rapid evolution of technology and share personal anecdotes about the behind-the-scenes hurdles.

They also explore potential solutions for refining cyber insurance policies and the role of MSPs in helping businesses remain compliant and secure. 

Takeaways

1. Cyber insurance is continuously evolving to keep up with technological advancements, but it's currently lagging behind due to outdated risk models.

2. The importance of adapting underwriting processes to accommodate more dynamic and real-time risk assessment in cybersecurity.

3. Potential conflicts of interest when cyber insurance carriers also offer cybersecurity services.

4. The opportunity for MSPs to provide continuous security management to help businesses maintain compliance with cyber insurance policies.

Connect with Will on LinkedIn: https://www.linkedin.com/in/wi1bo/

Website: http://fifthwallsolutions.com/msp

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into the world of AI in cybersecurity, featuring Reg Harnish (CEO and Founder of Orbital Fire). 

They explore the complexities and practical implications of incorporating AI into cybersecurity strategies for small businesses. They discuss the potentials, challenges, and current uses of AI, as well as how small businesses can develop AI policies. 

They provide insights into the adversarial and defensive uses of AI, and debate the true value and risks AI brings into the cybersecurity realm.

Takeaways

- The current state of AI adoption in small businesses, and how Orbital Fire approaches AI policies.

- The potential for AI to make phishing attempts cheaper and more frequent, rather than improving their quality.

- The challenges of integrating AI into trust-based security systems, considering public skepticism towards AI.

- The ingenuity behind traditional phishing scams and how they might evolve or remain the same due to AI intervention.

Connect with Reg on LinkedIn: https://www.linkedin.com/in/rharnish/ 

Website: https://orbitalfire.com/

Email: [email protected] or [email protected] 

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) dives into the future of AI in customer interactions and marketing.

Joined by Bobby Jacobs (Head of Growth - Thread), they discuss how AI is transforming the way we connect with customers and how marketers can effectively utilize AI without sacrificing the quality of customer experiences.

Takeaways:

- AI can help meet customers where they are, but businesses must understand their customer's preferred platforms.

- Radical transparency in customer communications is essential for building trust.

- AI should not fully replace human interactions but can assist in generating insights and automating minor tasks.

- Balancing automation and personalized service is crucial for maintaining high-quality customer experiences.

Connect with Bobby on LinkedIn: https://www.linkedin.com/in/bobbyjacobs/ 

Website: getthread.com/

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into the exciting and chaotic world of MSP conferences with special guest Tara Rummer (Director of Community at ImmyBot). 

They share their experiences, insights, and some wild stories from the conference circuit. Whether you're an MSP veteran or a newbie, this episode gives you an insider's look at what really happens after the sessions end.

Takeaways:

• Navigating After-Hours Events: Handling the social and networking aspects of conference life, while maintaining professionalism.
• Maintaining Wellbeing: Balancing work and personal comfort during multi-day events.
• Community Standards: The importance of community guidelines and conduct to ensure a safe and respectful environment for all attendees.

Connect with Tara on LinkedIn: https://www.linkedin.com/in/tara-rummerashley/

Website: https://www.immy.bot/

Email: [email protected]

MSP Geek - https://mspgeek.org/

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

In this episode of Gone Phishing, Connor Swalm (CEO - Phin Security) does a deep dive into the nuances of building a culture of leadership with Ray Orsini (Founder of OIT, VoIp, and MSP Media Network). 

They explore the essential qualities of leadership and how to identify potential leaders within an organization. The discussion showcases the importance of setting clear expectations and the value of honest communication when nurturing leadership talent. 

Ray shares his approach to cultivating a work environment that balances high performance with well-being and personal growth.

Takeaways:

- Leadership is not confined to managerial titles; it’s about being a resource and support for the team.

- Identifying potential leaders involves finding those who naturally exhibit teamwork, resourcefulness, and a broader vision.

- Honest and direct communication is crucial in guiding employees toward leadership roles.

- Balancing productivity with a healthy work-life integration is essential for maintaining high performance and employee satisfaction.

Connect with Ray on LinkedIn: 

Website: https://oit.co/

X: https://x.com/rayorsini

YouTube: https://www.youtube.com/oitvoip

https://www.youtube.com/@MSPMediaNetwork 

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into the topic of pricing transparency with Alex Farling, co-founder of Empath. 

They discuss the importance of clear and upfront pricing in building trust with customers, the intricacies MSPs face when deciding on their pricing strategy, and share solutions to make the process more seamless. 

They highlight how transparency can lead to better business relationships and greater customer satisfaction. This insightful conversation is a must-listen for anyone looking to refine their approach to pricing transparency.

Takeaways

• Being transparent with pricing helps build trust and confidence with potential clients, reducing friction in the sales process.
• Clearly communicating your pricing and the value provided can differentiate you in a crowded market.
• Providing a ballpark estimate can help prospective clients understand if they are a good fit early on.
• Empathizing with customers’ concerns about pricing and offering flexible solutions can enhance customer satisfaction.

Connect with Alex on LinkedIn: https://www.linkedin.com/in/alexjfarling/ 

Website: https://empathmsp.com/ 

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) sits down with Michael Riggs, a seasoned security professional, to discuss the levels of security maturity in the MSP channel. 

With nearly 30 years of technology experience and 15 years in security, Riggs offers a wealth of insights into the ever-evolving landscape of managed services and cybersecurity. 

The conversation delves into the disparities in security maturity, the implications of compliance versus actual security, and actionable advice for MSPs to enhance their security posture.

Takeaways

1. Security maturity in the MSP channel varies greatly, from rudimentary setups to advanced configurations.

2. Simply purchasing security software does not equate to being secure; proper management and understanding of the tools are crucial.

3. Compliance should not be mistaken for security; true security involves effective implementation and enforcement of security measures.

4. Automation and process documentation play vital roles in achieving a consistent and reliable security posture.

Connect with Michael on LinkedIn: https://www.linkedin.com/in/msnriggs/ 

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into the importance of building strong teams and fostering personal growth with guest James Abercrombie from Acronis. 

They explore the dynamics of authentic leadership, the impact of vulnerability in the workplace, and how to cultivate a supportive and effective team environment. 

Join in as they discuss personal anecdotes, the value of transparency, and the principles that help drive a security-focused culture.

Takeaways

1. Authentic leadership is essential for fostering trust and effective teamwork.

2. Being vulnerable and open can significantly enhance workplace relationships and outcomes.

3. Understanding personal and team member fulfillment outside of work is crucial for sustainable success.

4. Addressing self-deception and promoting honest introspection is critical for personal and professional growth.

Connect with James on LinkedIn: https://www.linkedin.com/in/jtaii/ 

Website: https://www.acronis.com/en-us/ 

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

In today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into cybersecurity challenges faced by SMBs with Reg Harnish, founder and CEO of Orbital Fire. 

Reg shares his extensive experience in the cybersecurity realm, having previously co-founded and served as CTO of Autotask. 

They discuss the unique needs of small businesses, the role MSPs play, and how best to approach cybersecurity within resource constraints.**

Takeaways:

1. Challenges for Small MSPs - Reg explains the biggest hurdles small businesses and MSPs encounter when tackling cybersecurity and emphasizes the need for tailored solutions.

2. Defined Roles in Cybersecurity - The discussion highlights the importance of clear jurisdiction between MSP technology roles and cybersecurity specialists like Orbital Fire.

3. Partnering for Success - Why partnering with a dedicated cybersecurity firm might be more beneficial for MSPs rather than trying to handle it in-house.

4. Educating the SMB Market - The necessity for increasing cybersecurity awareness and education among small businesses to improve overall security posture.

Connect with Reg on LinkedIn: https://www.linkedin.com/in/rharnish/ 

Website: https://orbitalfire.com/

Email: [email protected]

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/

On today's episode, Connor Swalm (CEO - Phin Security) does a deep dive into whether businesses should be leveraging AI with guest Bobby Jacobs (Head of Growth - Thread). 

Together, they explore the multifaceted implications of adopting AI in a corporate environment. Bobby and Connor discuss the practical applications, potential risks, and strategic implementation of AI technologies. 

They also touch upon the challenges and opportunities that AI brings, offering valuable insights for companies contemplating its use.

Takeaways:

1. The importance of using AI for specific, clearly defined tasks to ensure high-quality outcomes.

2. Differentiating between personal and business use of AI, and the potential pitfalls of each.

3. Ensuring AI systems do not compromise company data security.

4. Balancing the innovative potential of AI with the need for maintaining human oversight and quality control.

Connect with Bobby on LinkedIn: https://www.linkedin.com/in/bobbyjacobs/ 

Website: getthread.com/

Connect with Connor Swalm on LinkedIn: linkedin.com/in/connor-swalm/

Phin Securities Website: phinsec.io/