Presales Podcast by Presales Collective

In this episode, Jack Cochran and Matthew James are joined by Hannah Bloking, and Allison Macalik, co-founders of 4Under3. They discuss the universal challenge of imposter syndrome in the pre-sales profession, exploring how it manifests, why it affects nearly everyone, and practical strategies to address it. Hannah and Allison share insights from their workshops, including powerful techniques like the "lighthouse speaker" mindset and the importance of naming your imposter to take control of those negative thoughts. Thank you to Storylane for sponsoring this episode. Follow the Hosts and Guests Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/ Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/ Connect with Hannah Bloking: https://www.linkedin.com/in/hannahcfrisch/ Connect with Allison Macalik: https://www.linkedin.com/in/allisonmacalik/ Links and Resources Mentioned Storylane: https://storylane.io Join Presales Collective: https://www.presalescollective.com/community-overview 4Under3: https://4under3.io/ Email: info@4under3.io Follow 4Under3 on LinkedIn: https://www.linkedin.com/company/4under3/ Timestamps 00:00 Opening 03:36 Why Focus on Impostor Syndrome 11:57 The Definition of Impostor Syndrome 14:45 Redefinining as a Phenomenon 20:15 Soft Skills is Important 24:50 The Lighthouse Speaker Mindset 27:15 Zip it, Todd! Key Topics Covered Understanding Imposter Syndrome The textbook definition: "The persistent inability to believe that one's success is deserved or has been legitimately achieved as a result of one's own efforts or skills" Why it's being reframed as "imposter phenomenon" rather than syndrome How it manifests differently for everyone The discovery that it affects people of all genders, levels, and backgrounds The Presales Connection Why imposter syndrome is particularly prevalent in pre-sales roles The challenge of being asked to be an expert when you're still learning Why internal demos to your own team are the hardest presentations to give The adrenaline rush of presenting and how it relates to imposter feelings Breaking the Silence Why people suffer in silence with imposter syndrome The power of creating space for vulnerability before major initiatives How company culture needs to embrace these conversations The importance of repeat workshops and ongoing dialogue Practical Techniques The Lighthouse Speaker vs. Spotlight Speaker: Thinking of yourself as lighting the way for others rather than being under scrutiny Naming Your Imposter: Giving your negative self-talk a name (like "Todd") to externalize and control it Reframing: Documenting what happens to realize most failures aren't actually about you Finding Your Person: Identifying someone who can hold you accountable when your imposter is talking The Workshop Impact Why companies become repeat customers How addressing imposter syndrome improves productivity and retention The connection between soft skills training and embracing new frameworks Creating internal communities (like AWS's "The Nest") for ongoing support Looking Forward The personal nature of addressing imposter syndrome The importance of daily practice and repetition How workshops facilitate conversations but individuals must do the work The evolving nature of imposter syndrome as AI and change management accelerate

Miriam Graf, a presales veteran with over 30 years of experience, offers wisdom on navigating the presales career landscape. She emphasizes the importance of communicating your career ambitions and shares insights on transitioning from individual contributor to leader. Miriam also highlights alternative career paths beyond management and underscores the significance of continuous learning and industry knowledge. Her advice on becoming visible by taking initiative is both inspiring and practical for anyone looking to advance their career.

In this episode, Jack Cochran and Matthew James are joined by Rob Bruce, a presales leader at Syndigo with 20 years of experience, to discuss an innovative approach to presales operations: the Pursuit Desk. Rob shares how Syndigo has built a dedicated "concierge team" that handles RFPs, security questionnaires, reference coordination, and other time-consuming tasks, freeing solutions engineers to focus on discovery, solutioning, and building customer relationships. The conversation explores how to operate at the "top of your license," the role of AI in scaling pursuit operations, and practical advice for championing similar initiatives at your organization. Thank you to Elvance for sponsoring this episode: https://elvance.io Follow Us Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/ Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/ Connect with Rob Bruce: https://www.linkedin.com/in/robbruce/ Links and Resources Mentioned Join Presales Collective Slack: https://www.presalescollective.com/slack Book: "Selling is Hard, Buying is Harder" by Garen Hess Timestamps 00:00 Welcome 04:29 What is a Presales Concierge 11:18 Presales culture 14:00 Working at the top of your diploma 17:10 How do you justify this 21:38 As focused as an F1 team 23:32 AI and the Pursuit Desk Key Topics Covered The Pursuit Desk Concept Functions as a presales concierge handling non-customer-facing tasks Manages RFPs, InfoSec documents, NDAs, reference coordination Creates centralized control over messaging and responses Operates on a global scale with cultural sensitivity Operating at the Top of Your License Focus on discovery, creative thinking, empathetic listening, and presenting solutions Eliminate time spent on administrative tasks that don't require SE expertise Reduce context switching and multitasking to maintain flow Maximize value delivery to customers and the organization Building the Business Case Find an executive sponsor to champion the initiative Measure impact through deal win rates and velocity Consider creative budget reallocation (travel budgets, etc.) Calculate ROI based on SE productivity and reduced burnout The Role of AI in Pursuit Operations AI handles first-pass RFP responses (80% completion) Pursuit desk personalizes and adds empathy (final 20%) Machine learning analyzes past deals for pattern recognition Go/no-go scorecards based on historical data Enables scaling without proportional headcount increases Presales Culture and Values Building trust through technical expertise and genuine personality Being a "chameleon" who adapts to different buyer needs Creating an environment where people feel welcomed and valued Mentorship and knowledge sharing across teams Preventing Burnout Eliminating nights and weekends spent on RFPs Reducing stress through better task distribution Enabling SEs to focus on work they're passionate about Creating sustainable workloads that retain top talent Measuring Success Tracking time spent on each RFP or pursuit activity Correlating effort to win-loss rates Building audit trails for continuous improvement Creating dashboards for data-driven decision making

In this discussion, Art Fromm, a sales enablement expert with over 25 years of experience, shares key insights on bridging the gap between presales and sales teams. He highlights the significant 37% performance gap when these teams are misaligned and emphasizes the importance of discovery over rushing into demos. Art advocates for a shift towards creating value perceptions rather than merely showcasing features. He also stresses empathy and understanding each role's drivers to foster stronger partnerships that enhance client success.

In this episode, Jack Cochran and Matthew James are joined by Wendy McHenry, Chair of WISE (Women in Solutions Excellence) at Presales Collective and Former Head of Global Solutions Engineering at CDATA, to discuss the critical need for supporting women in presales careers. They explore the challenges women face in a field where only 18% of solutions professionals are women, discuss unconscious bias in hiring and workplace environments, and highlight how WISE is creating support networks and career development opportunities to advance equity in the solutions field. To join the show live, follow the Presales Collective's LinkedIn page or join the PSC Slack community for updates. This episode is sponsored by Elvance. More information at https://elvance.io/ On the Show Today Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/ Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/ Connect with Wendy McHenry: https://www.linkedin.com/in/wendymac98/ Links and Resources Mentioned Join Presales Collective Slack: https://www.presalescollective.com/slack WISE Chapter Information: https://www.presalescollective.com/wise Presales Collective LinkedIn: https://www.linkedin.com/company/presalescollective Timestamps 00:00 Welcome 04:51 Why WISE? 09:12 Being a woman in sales today 12:57 You're not technical enough 16:16 Women leaving the profession 20:33 How is WISE helping? 27:55 What's happening next? Key Topics Covered The Current State of Women in Presales Only 18% of solutions professionals globally are women Many women are the only woman on their SE team Higher attrition rates during layoffs disproportionately impact women Unconscious Bias and Workplace Challenges "Not technical enough" bias applied differently to women Interview panels dominated by men Social environments that may exclude women The importance of calling out bias when witnessed WISE Mission and Structure Started as an ERG at Salesforce, now part of Presales Collective Open to anyone who cares about supporting women in solutions careers Regional chapters like Women in Solutions Consulting Australia/New Zealand Company-specific chapters at organizations like Salesforce and Pegasystems Creating Change and Allyship How to be an effective ally in supporting women's careers Starting WISE chapters at your company (or expanding to broader sales/tech groups) The importance of diverse account teams and client representation Free career coaching and mentorship available through WISE council

Akash Ganapathy, CEO of Opine and a two-time AI startup founder, joins the conversation to explore the nuanced differences in AI strategies for startups versus enterprises. He debunks the myth that AI will replace sales engineers, highlighting the irreplaceable role of human relationships in selling. The discussion also emphasizes the importance of tailored AI deployment, with startups benefiting from generalist approaches while enterprises need specialized strategies. Insights on leveraging existing knowledge bases and future predictions for AI in the presales landscape are also shared.

Ben Hills, Founder and CEO of Iris, shares insights on effectively scaling presales teams while prioritizing employee well-being. He discusses the fine line between sustainable high performance and burnout, emphasizing the need for clear leadership and alignment with larger goals. Hills highlights the transformative role of AI in automating tasks like RFPs, allowing teams to enhance productivity without sacrificing quality. He also explores common scaling mistakes and emphasizes creating a motivated, purpose-driven work environment.

Ben Pearce, founder of Elevated You, specializes in helping tech professionals communicate effectively with non-technical audiences. He discusses the vital differences in speaking to C-suite leaders compared to technical stakeholders. Ben emphasizes the need to focus on the 'what' and 'why' instead of just technical jargon. He shares strategies for impactful presentations, highlighting preparation, relevance, and the importance of human skills in fostering trust with senior leaders. Mastering delivery under pressure also takes center stage in this engaging discussion.

Nalin Senthamil, Founder and CEO of Storylane, discusses how demo automation is reshaping the pre-sales landscape. He shares insights on the rise of self-service buyer experiences and how AI is set to revolutionize roles for solutions engineers. Nalin highlights the potential for AI to create a tenfold impact on pre-sales workflows and the importance of quality data. He also addresses the changing dynamics of discovery calls and the transformative potential of tailored customer engagement through automated demos.

Raphael Joseph, a former SE turned recruiter and founder of Brando Tech, shares insights on the evolving job market. He discusses why traditional job hunting methods are obsolete and advocates treating oneself as a product. Raphael emphasizes the importance of personal branding and a strong LinkedIn presence to attract recruiters. He also highlights strategic approaches to job searching in the age of AI, urging candidates to effectively communicate their unique value to navigate the competitive landscape.