From Inside Sales Rep to Founder and Enterprise AE with Jesse Woodbury

From Ballet Dancer to Head of Community Management with MC Silfer

From pirouettes to pipelines, this episode of Revenue Career Ladder traces the incredible journey of MC Silfer—from her early career as a professional ballet dancer to becoming Head of Community Management at SaaSiest. Jamie and MC explore how her experience performing on global stages shaped her work ethic, her transition into SaaS sales (without ever having used a CRM!), and her natural progression into community building. Along the way, they touch on social selling, scaling events, and how MC found a career that aligned with both her values and passion. Whether you're pivoting careers, building community from scratch, or just looking for practical inspiration, this conversation has plenty to offer. Expect to learn: * What the world of ballet can teach you about professional resilience * How to reinvent your career post-COVID * The value of full-cycle selling for AEs * Why leveraging internal experts makes you a stronger seller * How community building can be a powerful career path * The role of social selling in pipeline generation * How to approach asking for promotions and new opportunities * The reality of juggling motherhood, career changes, and self-belief * Why there's always someone better—and why that's okay * What makes a career truly fulfilling (hint: it’s not just the salary) Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/ [https://www.dealfront.com/resources/stream/series/revenue-career-ladder/] Follow MC Silfer:  LinkedIn: https://www.linkedin.com/in/mcsilfer/ Follow Jamie Pagan:  LinkedIn: https://www.linkedin.com/in/jamiepagan/ [https://www.linkedin.com/in/jamiepagan/] Connect with us:  LinkedIn: https://www.linkedin.com/company/dealfront/ [https://www.linkedin.com/company/dealfront/] Facebook: https://www.facebook.com/getdealfront/ [https://www.facebook.com/getdealfront/] Instagram: https://www.instagram.com/getdealfront/ [https://www.instagram.com/getdealfront/] TikTok: https://www.tiktok.com/@dealfront [https://www.tiktok.com/@dealfront] X: https://x.com/getdealfront [https://x.com/getdealfront] YouTube: https://www.youtube.com/@dealfront [https://www.youtube.com/@dealfront]

From Retail Assistant to Outbound Leader with Elric Legloire

In this episode of Revenue Career Ladder, Elric Legloire joins Jamie Pagan to walk through a career shaped by curiosity, adaptability, and resilience. From retail jobs and a marketing internship in Mexico to SDR team lead at Chili Piper and now founder of Outbound Kitchen, Elric’s story is filled with practical lessons for anyone growing their career in tech sales. He shares how he broke into SaaS without a traditional background, what he learned managing outbound teams, and the hard moments that helped him reset his priorities—including layoffs, burnout, and tough culture fits. This episode is a candid look at how to build a career in sales that reflects your values, your energy, and your long-term goals. Expect to learn: * How to go from a marketing role to outbound sales * What makes a great SDR manager (and what doesn’t) * Lessons from layoffs and navigating toxic environments * How to assess a company before you join * Building outbound motions from scratch in early-stage startups * The real differences between selling to business vs. technical buyers * Why Elric walked away from management roles to start his own business * What makes Chili Piper’s sales culture stand out * The right (and wrong) reasons to take your next job * Tips for progressing in your career by showing, not telling Ready to take the next step in your career journey? Subscribe to the Revenue Career Ladder today and start making your professional aspirations a reality. Unlock the power of data for both Marketing [https://www.dealfront.com/solutions/marketing/] and Sales [https://www.dealfront.com/solutions/sales/]. With Dealfront, you can not only target the right prospects and run smarter campaigns but also empower your sales team to close deals faster by aligning them with high-intent accounts. Drive sustainable revenue growth and maximize ROI across both sides of the funnel with one seamless solution. Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/ [https://www.dealfront.com/resources/stream/series/revenue-career-ladder/] Follow Elric Legloire:  LinkedIn: https://www.linkedin.com/in/elriclegloire/ Follow Jamie Pagan:  LinkedIn: https://www.linkedin.com/in/jamiepagan/ [https://www.linkedin.com/in/jamiepagan/] Connect with us:  LinkedIn: https://www.linkedin.com/company/dealfront/ [https://www.linkedin.com/company/dealfront/] Facebook: https://www.facebook.com/getdealfront/ [https://www.facebook.com/getdealfront/] Instagram: https://www.instagram.com/getdealfront/ [https://www.instagram.com/getdealfront/] TikTok: https://www.tiktok.com/@dealfront [https://www.tiktok.com/@dealfront] X: https://x.com/getdealfront [https://x.com/getdealfront] YouTube: https://www.youtube.com/@dealfront [https://www.youtube.com/@dealfront]

From Marketing Intern to Agency Co-Founder with Delia Pitu

From translating tractor manuals to launching a B2B marketing agency, Delia Pitu’s career journey has been anything but linear. In this episode, Jamie Pagan sits down with Delia to explore how she went from a multilingual marketing intern with no industry direction to co-founding her own agency — one that now works with long-term clients across Europe. Delia shares how she navigated the corporate structure of Procter & Gamble, made her way into fashion, learned to wear every marketing hat in a boutique travel company, and ultimately made the leap into entrepreneurship during a pandemic. Along the way, she touches on the power of self-awareness, learning through experience, and embracing change as the only constant. If you’re at a career crossroads or thinking of starting your own business, Delia’s story is packed with perspective, honesty, and hard-won lessons. Expect to learn: * Why your first jobs (even unpaid internships) matter more than you think * The realities of building a business with your partner — and making it work * What marketers can learn from both B2C and B2B environments * How agency life compares to corporate structure * The importance of knowing your skills — and when not to settle * How to win early clients and stay resilient during uncertain times * The mindset shifts required to go from employee to founder * Why creative risk-taking pays off (even in B2B) * How to build strong client relationships that last for years * Why not landing a role might be the best thing that ever happens to you Ready to take the next step in your career journey? Subscribe to the Revenue Career Ladder today and start making your professional aspirations a reality. Unlock the power of data for both Marketing [https://www.dealfront.com/solutions/marketing/] and Sales [https://www.dealfront.com/solutions/sales/]. With Dealfront, you can not only target the right prospects and run smarter campaigns but also empower your sales team to close deals faster by aligning them with high-intent accounts. Drive sustainable revenue growth and maximize ROI across both sides of the funnel with one seamless solution. Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/ [https://www.dealfront.com/resources/stream/series/revenue-career-ladder/] Follow Delia Pitu:  LinkedIn: https://www.linkedin.com/in/deliapitu/ Follow Jamie Pagan:  LinkedIn: https://www.linkedin.com/in/jamiepagan/ [https://www.linkedin.com/in/jamiepagan/] Connect with us:  LinkedIn: https://www.linkedin.com/company/dealfront/ [https://www.linkedin.com/company/dealfront/] Facebook: https://www.facebook.com/getdealfront/ [https://www.facebook.com/getdealfront/] Instagram: https://www.instagram.com/getdealfront/ [https://www.instagram.com/getdealfront/] TikTok: https://www.tiktok.com/@dealfront [https://www.tiktok.com/@dealfront] X: https://x.com/getdealfront [https://x.com/getdealfront] YouTube: https://www.youtube.com/@dealfront [https://www.youtube.com/@dealfront]

From Inside Sales Rep to Founder and Enterprise AE with Jesse Woodbury

In this episode of Revenue Career Ladder, Jesse Woodbury joins Jamie Pagan to unpack a career that’s evolved through curiosity, adaptability, and a lot of hands-on learning. Now leading RevOps at Language I/O, Jesse shares how his unconventional path—from recruiting and IT to automation and revenue operations—gave him a unique lens on solving complex problems. He talks openly about navigating ambiguity, the pressure to specialise, and how developing technical range became one of his biggest career advantages. This episode is full of practical takeaways for anyone working in (or with) RevOps, as well as those figuring out how to turn curiosity into a career. Expect to learn: * Why RevOps isn’t just a function—it’s a mindset * How to find clarity in messy, undefined roles * What Jesse learned from working in recruiting, IT, and marketing before landing in ops * The value of technical range in modern RevOps roles * Why identifying and solving invisible problems can make you indispensable * How to assess whether to specialise or stay generalist over time Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/ [https://www.dealfront.com/resources/stream/series/revenue-career-ladder/] Follow Jesse Woodbury:  LinkedIn: https://www.linkedin.com/in/jessewoodbury/ Follow Jamie Pagan:  LinkedIn: https://www.linkedin.com/in/jamiepagan/ [https://www.linkedin.com/in/jamiepagan/] Connect with us:  LinkedIn: https://www.linkedin.com/company/dealfront/ [https://www.linkedin.com/company/dealfront/] Facebook: https://www.facebook.com/getdealfront/ [https://www.facebook.com/getdealfront/] Instagram: https://www.instagram.com/getdealfront/ [https://www.instagram.com/getdealfront/] TikTok: https://www.tiktok.com/@dealfront [https://www.tiktok.com/@dealfront] X: https://x.com/getdealfront [https://x.com/getdealfront] YouTube: https://www.youtube.com/@dealfront [https://www.youtube.com/@dealfront]

From Waitress to VP of Marketing with Sophie Buonassisi

In this episode of Revenue Career Ladder, Sophie Buonassisi shares the story of a career built not by rigid planning, but by following curiosity, leaning into experimentation, and saying yes to what felt right—even when it didn’t make obvious sense on paper. From working in public policy and waitressing in Vancouver to building growth strategies for SaaS companies and eventually landing in venture capital at GTMfund, Sophie’s path is a testament to the power of building skills horizontally and trusting the long game. She unpacks how qualitative feedback, self-led learning, and side projects helped her navigate turning points—and why she now sees her career as a feedback loop, not a ladder. This episode is full of grounded insights for anyone wondering how to stay curious, pivot with purpose, and craft a career that reflects who they are—not just what they do. Expect to learn: * Why your “parallel track” outside of work can be your biggest asset * How to use experimentation and qualitative feedback to shape your next career move * What working in public policy taught Sophie about complex stakeholder alignment * How Sophie built a name in SaaS by operating at the intersection of growth and strategy * What GTMfund is really about—and how they blend community, content, and capital * Why treating your career like a funnel helps you optimise for fit, not just titles Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/ [https://www.dealfront.com/resources/stream/series/revenue-career-ladder/] Follow Sophie Buonassisi:  LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/ Follow Jamie Pagan:  LinkedIn: https://www.linkedin.com/in/jamiepagan/ [https://www.linkedin.com/in/jamiepagan/] Connect with us:  LinkedIn: https://www.linkedin.com/company/dealfront/ [https://www.linkedin.com/company/dealfront/] Facebook: https://www.facebook.com/getdealfront/ [https://www.facebook.com/getdealfront/] Instagram: https://www.instagram.com/getdealfront/ [https://www.instagram.com/getdealfront/] TikTok: https://www.tiktok.com/@dealfront [https://www.tiktok.com/@dealfront] X: https://x.com/getdealfront [https://x.com/getdealfront] YouTube: https://www.youtube.com/@dealfront [https://www.youtube.com/@dealfront]