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The Digital Diaries
The Digital Diaries
Author: Peter Woods
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Welcome to The Digital Diaries, where SaaS, tech sales, AI, and leadership converge. Hosted by Peter Woods, this podcast brings you insights and stories from industry pioneers shaping the digital world.
Whether you're scaling in sales, leading teams, or exploring the future of tech, each episode delivers actionable advice and thought-provoking conversations. Tune in weekly to navigate the cutting edge of technology and leadership—subscribe today!
New epsidoes every Wednesday.
Whether you're scaling in sales, leading teams, or exploring the future of tech, each episode delivers actionable advice and thought-provoking conversations. Tune in weekly to navigate the cutting edge of technology and leadership—subscribe today!
New epsidoes every Wednesday.
26 Episodes
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OverviewIn a world dominated by AI and free access to information, the only true intellectual property we possess is our authentic personal stories. This conversation explores the significance of authenticity amidst the vast availability of information.InsightsThe only real intellectual property that any of us have anymore is our authentic personal story.In an AI-driven world, information is readily available at our fingertips.Authenticity is becoming increasingly valuable in a world of free information.Personal stories can differentiate us in a crowded marketplace.AI may provide information, but it cannot replicate personal experiences.The uniqueness of individual narratives is a powerful asset.As information becomes ubiquitous, personal authenticity stands out.Our stories are what make us unique in a digital age.Intellectual property is shifting towards personal narratives.Embracing our authentic selves is crucial in today's world.Connect with Natasha Voss on LinkedIn
SummaryIn this episode of Digital Diaries, Peter Woods interviews Derek Murphy, a seasoned sales leader with experience at LinkedIn, Okta, and soon Vanta. They discuss the nuances of building high-performing sales teams, the differences between selling in tech environments, and the importance of understanding customer needs. Derek shares insights on the challenges of selling security solutions, the significance of forecasting in sales, and the value of fostering strong customer relationships. He also reflects on his transition to Vanta and his personal goals, including pursuing a pilot's license.TakeawaysBuilding high-performing teams is about facilitation, not just construction.Salespeople are driven by the desire to succeed and earn more.Understanding the differences in sales environments is crucial for success.Security is often seen as a grudge purchase, making it challenging to sell.Customer relationships are key to successful sales processes.Forecasting accuracy is essential for sales success.Sales is a team sport; collaboration is vital.Understanding customer needs is critical for closing deals.Salespeople must navigate the complexities of customer engagement.Personal growth and continuous learning are important in sales careers.
KeywordsSaaS, sales, humor, active listening, storytelling, empathy, leadership, comedy, personal development, corporate trainingTakeawaysKevin transitioned from SaaS sales to comedy to enhance his professional skills.Improv and stand-up comedy improved Kevin's storytelling and communication abilities.Active listening is crucial for building relationships in sales.Humor can be a powerful tool in sales to connect with clients.Sales and comedy share similarities in understanding and addressing problems.Kevin's company focuses on 'laughing and development' workshops.Creating a supportive environment encourages risk-taking in sales.Empathy is a vital skill for successful salespeople.Timing and context are essential in both sales pitches and comedy.Leadership should foster an environment where taking risks is encouraged.SummaryIn this episode, Kevin Hubschmann shares his unique journey from SaaS sales to the world of comedy, highlighting how humor can enhance communication and connection in professional settings. He discusses the importance of active listening, empathy, and storytelling in sales, and introduces his concept of 'laughing and development' workshops that combine humor with professional growth. Kevin emphasizes the need for a supportive environment that encourages risk-taking and the value of building genuine relationships with clients. The conversation concludes with insights on leadership and the role of humor in fostering a positive workplace culture.TitlesFrom SaaS to Stand-Up: Kevin's JourneyThe Power of Humor in SalesSound bites"Humor can connect you with your clients.""Empathy is a huge comedy skill set.""Timing is everything in sales and comedy."
SummaryIn this episode of Digital Diaries, Peter Woods interviews Paul Terry, an experienced sales leader and investor. They discuss Paul's career journey, the importance of trust in leadership, and the dynamics of building versus inheriting sales teams. Paul shares insights on hiring practices, the role of emotional intelligence in sales, and how AI can be leveraged without losing the human touch. The conversation also touches on the hybrid nature of successful salespeople, combining both relational and analytical skills, and concludes with personal reflections on life outside of work.TakeawaysTrust is foundational in leadership and team dynamics.Building a sales team requires understanding the existing culture.Hiring should focus on vulnerability and self-awareness.AI should enhance human interaction, not replace it.Sales success relies on both emotional intelligence and process orientation.The best salespeople are hybrids of relational and analytical skills.Transparent conversations can help regain lost trust.Personalization in sales outreach is crucial for success.Continuous learning and self-awareness are key in professional growth.Building relationships is essential in complex sales environments.Connect with Paul Terry on LinkedIn
Keywordsjob searching, career coaching, personal branding, interview preparation, salary negotiation, LinkedIn optimization, career clarity, recruitment strategies, job market trends, AI in job searchSummaryIn this episode, Lucy Gilmer shares her insights on navigating the job market, emphasizing the importance of career clarity, personal branding, and effective interview preparation. She discusses her five-pillar approach to job searching, the significance of tailoring resumes to meet company needs, and strategies for salary negotiation. Lucy also highlights the role of LinkedIn and AI tools in enhancing job search efforts, providing practical advice for job seekers in today's competitive landscape.TakeawaysCareer clarity is essential for effective job searching.Your resume should address the hiring manager's needs.Personal branding can significantly impact job opportunities.Preparation for interviews is crucial for success.Metrics in your CV can enhance your appeal to recruiters.Engaging with industry influencers on LinkedIn can open doors.Asking insightful questions during interviews can provide valuable information.Salary negotiation should be based on your value and market research.Using AI tools can aid in interview preparation and job searching.Networking and building relationships are key in the job market.Connect with Lucy on LinkedInCheck out her videos on YouTube
SummaryIn this episode of Digital Diaries, Peter Woods interviews Stephen Puri, CEO and founder of Suka, who shares his unique journey from the film industry to tech entrepreneurship. Stephen discusses his experiences at major film studios, the concept of flow state, and how it relates to creativity and productivity. He emphasizes the importance of intentionality, overcoming distractions, and the role of environment in fostering creativity. The conversation also touches on personal growth, relationships, and the impact of life lessons on success.TakeawaysStephen Puri transitioned from the film industry to tech entrepreneurship.Flow state is crucial for creativity and productivity.Intentionality is key to achieving personal greatness.Overcoming distractions is essential for maintaining focus.The environment plays a significant role in fostering creativity.Suka is designed to help users achieve flow state.Personal growth often comes from painful learnings.Relationships can greatly impact one's success.It's important to reflect on what truly matters in life.Small gestures can have a big impact on others.
SummaryIn this episode of The Digital Diaries, Peter Woods interviews Neda Jawad, CEO and founder of Itramei. They discuss Neda's journey in sales, the importance of effective communication, and how Itramei aims to help individuals practice communication skills in a safe environment. Neda shares insights on feedback loops, the significance of mindset, and the challenges of engaging experienced sales professionals in training. The conversation also touches on Neda's personal experiences, her philosophy on life, and advice for aspiring professionals.TakeawaysEffective communication is a crucial human skill.Practicing in a safe environment helps eliminate fear of failure.Feedback should be immediate to encourage behavior change.Top performers are often the most open to training.Mindset is foundational to personal and professional growth.Sales experiences shape communication skills significantly.Enjoying the journey is as important as the destination.Continuous learning and adaptation are key to success.Building relationships is essential in complex sales.Neda emphasizes the importance of trying new experiences.
SummaryIn this final episode of the Digital Diaries, Peter Woods reflects on his journey of podcasting, sharing insights on relationship management, self-reflection, and the dynamics of gender representation in the podcasting space. He emphasizes the importance of guest engagement and listener feedback while looking forward to the next series. Peter encourages aspiring podcasters to take the leap and start their own journeys.TakeawaysPeter Woods shares his motivation for starting the podcast.The podcasting journey has been both challenging and rewarding.Relationship management is crucial in both sales and podcasting.Self-reflection is key to personal and professional growth.Gender dynamics played a significant role in guest selection.Listening to diverse voices enhances understanding of workplace challenges.The importance of documenting wins and setting clear goals.Guest selection is vital for engaging content.Feedback from listeners is essential for improvement.Encouragement for others to start their own podcasts.
On this week's episode:Eoin Murphy founded the Sales Circle to help people break into tech sales.He successfully transitioned from various roles into tech sales, proving the value of transferable skills.Many people in tech sales stumble into the career without prior knowledge.Sales skills can be developed from various backgrounds, including retail and education.Eoin emphasizes the importance of personal strengths in sales roles.Sales Circle has helped over 115 individuals land tech sales jobs.The model of proving value before hiring is effective in today's job market.Eoin's journey includes a significant pivot from banking to tech sales.Panamo, Eoin's new venture, focuses on outsourced business development for tech companies.Eoin's personal interests include hurling and lifeguarding, showcasing his diverse background.Link to The Sales CircleLink to Panamo
In this episode of Digital Diaries, Peter Woods interviews Ashling O'Connor, founder and CEO of SkillTribe, who shares her journey from tech sales to coaching others in the industry. Aisling discusses the highs and lows of her career, the importance of self-belief, and how to navigate the challenges of the job market. She emphasises the significance of strategy in sales, the value of building confidence, and the need for a supportive environment. Aisling also provides practical advice for those looking to break into tech sales, highlighting the importance of recognising transferable skills and enjoying the journey of personal and professional growth.Key PointsAshling emphasises the importance of going big in life and not playing it safe.She shares that every low in her career was followed by a significant peak.Sales can be exhilarating due to its highs and lows.The perception of highs and lows in sales is often influenced by external factors.Self-belief is crucial for success in sales and career advancement.Ashling helps clients rediscover their strengths and confidence.The journey in one's career is more important than the destination.Daily moments of joy contribute significantly to overall happiness.Building a supportive work environment is essential for success.Recognising transferable skills can help individuals break into tech sales.
SummaryIn this conversation, Ashling and Peter Woods explore the exhilarating world of sales, discussing the emotional highs and lows that come with the territory. They reflect on their personal experiences in sales, emphasizing the importance of embracing challenges and the thrill of achieving success. The discussion also highlights the significance of consistency in performance and the impact of incremental improvements on overall sales outcomes.TakeawaysSales can make you feel alive due to its emotional highs and lows.A stable job may not provide the same thrill as sales.The rush of unknowns in sales tests and develops you as a person.Consistency in effort leads to consistent results in sales.Incremental improvements can lead to significant output gains.Understanding your performance metrics is crucial for success.Sales training resources can enhance your skills and knowledge.The emotional rollercoaster of sales is part of the journey.Personal growth is a key aspect of a sales career.Sales is not just about numbers; it's about personal development.
In this episode of Digital Diaries, Peter Woods interviews Paul Maher, who shares his unique career journey from the automotive industry to tech sales at Intercom. They discuss the evolution of customer experience, the impact of AI on sales, and the importance of personalization in customer interactions. Paul offers valuable insights for aspiring sales professionals and emphasizes the significance of work-life balance. The conversation highlights the changing landscape of sales and the need for adaptability in the face of technological advancements.Paul Maher transitioned from automotive marketing to tech sales.Intercom has evolved significantly, especially with the launch of Fin.AI is reshaping customer support and sales processes.Personalization is key to enhancing customer experiences.Sales professionals must qualify opportunities effectively in the AI era.Attitude and understanding the AE team as customers are crucial for success.Building strong relationships with AEs can accelerate career growth.The importance of balancing work and family life is emphasized.Consultative selling is becoming increasingly important.AI will continue to change the roles of sales professionals for the better.
This week we welcome Oriol Serra, founder of https://www.theconversionarchitects.comhttps://www.theconversionarchitects.com. He talks of his career in sales, entrepreneurship and boxing! Building relationships is crucial in recruitment.Accountability is essential for personal growth.Expanding roles can lead to greater value for clients.High-quality work is a priority in recruitment.Advocating for oneself is a learned skill.Understanding client needs is key to success.Buy-in from the organisation is important.Traditional roles can limit potential contributions.Self-advocacy can enhance career development.Continuous learning is vital in recruitment.
There is a lot of resistance to implementing new tools.Change always comes with resistance.Starting small can help overcome hesitance.Control the controllables in uncertain situations.Don't stress about things outside your control.Seeing results can help alleviate doubts.Respect the concerns of those hesitant to change.Incremental changes can lead to significant improvements.It's critical to focus on what you can influence.A simple idea can have a profound impact.
SummaryThis conversation explores the evolution of advertising and sales careers, emphasising the importance of team motivation, work-life balance, and the role of confidence in professional relationships. The speakers share personal anecdotes and insights on fostering a positive work environment and the significance of human connection in the workplace.The advertising landscape has dramatically changed over the years.Owning a business can be a challenging yet rewarding experience.Work-life balance is crucial for productivity and motivation.Team motivation can be enhanced through human connection and collaboration.It's important to learn from each other's experiences in the workplace.Confidence can be instilled through supportive leadership.Mistakes in sales are part of the learning process.Building relationships in the workplace can lead to better outcomes.Personal growth is linked to professional success.Love and relationships can positively impact one's professional life.
SummaryThe conversation focuses on bridging skills gaps and building confidence during career transitions. Ciara Duffy emphasises the need for individuals to recognise their gaps and actively work to address them, while Laiz F. Hughes shares personal experiences of overcoming challenges in her career journey. The discussion highlights the significance of transferable skills and the necessity of confidence in navigating professional growth.
SummaryThis conversation explores the journey of transitioning into cybersecurity sales, emphasising the importance of transferable skills and personal reinvention. It delves into team dynamics, leadership principles, and the significance of maintaining standards within a team. The discussion also touches on youth sports as a metaphor for life lessons, highlighting the importance of encouragement and sportsmanship. Finally, it reflects on cultural changes and social norms, drawing insights from Malcolm Gladwell's work.Books & BlogsRevenge of The Tipping Point by Malcolm GladwellGreenlights by Matthew McConaugheyGAP Selling by Keenan5 Dysfunctions of a Team by Patrick LencioniIntercom BlogConnect withKarl Connon on LinkedIn
On this special episode, Peter welcomes a panel of three inspiring women to celebrate International Women's Day 2025. The panel is Henriette Vogt, SDR Manager at Remote, Maria Reid, Entrepreneur, Business Coach & Mentor and Chloe Lasserre, Global Director of Sales Development, at Mulesoft in Salesforce. Key Topics Covered:The theme of International Women's Day is to accelerate action for women.Breaking barriers in leadership requires addressing both external and internal challenges.Self-doubt is often the biggest barrier women face in their careers.Work-life balance is a constant struggle for many women, especially mothers.Allyship from men is crucial in supporting women's advancement.Negotiating worth and value is essential for women in the workplace.The motherhood penalty affects women's career progression after childbirth.Redefining success is important for women to align with their values.Mental health and burnout are significant issues for working women.Empowering future generations of women is vital for lasting change.
SummaryIn this conversation, the speakers discuss the critical role of consistency in sales and the importance of practising the right techniques. They emphasize that while practice is essential, it must be directed towards the correct methods to avoid developing bad habits that can hinder performance. The discussion also touches on maintaining focus as they approach the end of Q1.Learnings from Amz Consistency in sales is crucial for success. Practicing the right techniques is essential. Bad habits can form from incorrect practice. Focus on the end of Q1 for performance improvement. Practice makes permanent, so choose wisely. Sales training should emphasize correct methods. Undoing bad habits requires time and effort. Regular reflection on practices can enhance performance. Sales success is built on consistent efforts. Continuous improvement is key in sales.Website: https://www.hunterops.io/Connect with Amz on LinkedIn
SummaryThe conversation explores the importance of networking and career opportunities, emphasising the significance of follow-up and maintaining connections through platforms like LinkedIn. The speakers discuss their personal experiences in navigating career changes and the role of passion in professional growth.Takeaways Networking is crucial for career advancement. Follow-up is key in maintaining professional relationships. LinkedIn can be a powerful tool for job searching. Passion for learning can drive career choices. Effective communication can enhance networking efforts. Personal experiences shape our professional journeys. Being proactive can lead to unexpected opportunities. Drip-feeding communication keeps connections alive. Interest in a role can stem from personal passion. Results come from consistent effort and engagement.Connect with Deirdre on LinkedIn


















