Revenue Career Ladder

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/

Follow MC Silfer: 

LinkedIn: https://www.linkedin.com/in/mcsilfer/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

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 and 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/

Follow Elric Legloire: 

LinkedIn: https://www.linkedin.com/in/elriclegloire/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

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 and 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/

Follow Delia Pitu: 

LinkedIn: https://www.linkedin.com/in/deliapitu/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

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/

Follow Jesse Woodbury: 

LinkedIn: https://www.linkedin.com/in/jessewoodbury/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

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/

Follow Sophie Buonassisi: 

LinkedIn: https://www.linkedin.com/in/sophiebuonassisi/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

In this episode of Revenue Career Ladder, we sit down with Andy Gillies, Director of Business Development at 8x8, whose path into sales was anything but conventional. From small-scale theatre productions and EastEnders appearances to running BDR teams and coaching future revenue leaders, Andy’s journey is a masterclass in resilience, reinvention, and leading with emotional intelligence.

What sets Andy apart is how deeply personal and professional development intertwine in his story. From battling serious health challenges to discovering how transferable acting skills are to sales leadership, Andy shares candid reflections on failure, finding your voice, and helping others climb the ladder with you.

Whether you're starting out, switching paths, or leading a team of your own, this is a conversation packed with wisdom and grounded advice from someone who’s walked—and stumbled—the long road to leadership.

Expect to learn:

• Why acting and sales have more in common than you think
• How to turn life’s toughest resets into career-defining moments
• What emotional intelligence really looks like in sales
• The career progression contract every manager should commit to
• Why helping others progress is key to your own success

Watch on Stream by Dealfront: https://www.dealfront.com/resources/stream/series/revenue-career-ladder/

Follow Andy Gillies: 

LinkedIn: https://www.linkedin.com/in/andy-gillies-665ba66a/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

Nazma Qurban’s career isn’t one of shortcuts—it’s one of showing up, doing the work, and making bold moves when others might play it safe. In this episode, she joins Jamie Pagan to share the story behind her rise from being rejected over 70 times in job interviews to becoming the founding CRO at Cognism and now a co-founder at Flooencer.

Nazma opens up about what it was like to enter tech sales at 27, why she built her sales confidence from scratch, and how she created six-figure earners within her teams by focusing on coaching, belief, and consistency. She also talks about the pressure of PE-backed roles, the moment she chose to walk away from a high-powered title, and what building something on her own terms now looks like.

This episode is packed with raw, honest reflections on ambition, identity, burnout, and the power of trusting yourself—even when the path forward isn’t clear.

Expect to learn:

• Why rejection (70+ times!) taught Nazma how to master interviews
• The mindset shift that helped her accelerate from SDR to CRO in under four years
• How manifesting and self-projection shaped her daily habits and long-term outcomes
• The difference between success in startups vs. corporate environments
• Her approach to coaching and building sales teams that make six figures in year one
• Why quitting can sometimes be the best move for your growth
• What she’s building now at Flooencer and how she’s approaching it differently

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 and 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/

Follow Nazma Qurban: 

LinkedIn: https://www.linkedin.com/in/nazmaqurban/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

In this episode of Revenue Career Ladder, we sit down with Adam Holmgren to chart his unconventional journey from a lumberyard in rural Sweden to leading demand generation at high-growth SaaS companies like Lime Technologies, GetAccept, and now Rillion.

Adam opens up about stepping into marketing leadership roles at a young age, building a personal brand on LinkedIn, launching a successful side hustle, and navigating the challenges of aligning marketing with sales. He also shares what he learned by marketing to personas completely different from himself—and why not every marketer should aspire to be a CMO.

Whether you're at the start of your career or considering your next step, Adam’s reflections offer practical insight into what growth really looks like—and how to take control of your trajectory.

Expect to learn:

• Why being "thrown in at the deep end" can be the best thing for your growth
• How to go from analyst to marketing leader without formal marketing education
• The pros and cons of growing your team vs. staying lean
• How side hustles like podcasts and SaaS tools can supercharge your development
• The surprising ways T-shaped skills and cross-functional curiosity pay off
• What to do (and avoid) when chasing titles and salary
• How to build freedom into your career—and your life

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 and 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/

Follow Adam Holmgren: 

LinkedIn: https://www.linkedin.com/in/adam-holmgren/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

In this episode of Revenue Career Ladder, Jamie Pagan is joined by Alina Vandenberghe to explore a journey of resilience, conviction, and rapid progression—from calculating utility bills at age eight to leading one of the most innovative SaaS platforms in the revenue space.

Alina shares powerful stories of her early entrepreneurial drive, her rise through the ranks in corporate America, and the lessons she’s learned as a founder navigating bootstrapping, hypergrowth, and team culture at scale. A raw and thoughtful discussion for anyone looking to fast-track their career or lead with purpose.

Expect to learn:

• Why resilience and discomfort early in life can fuel future leadership
• How listening—rather than arguing—is key to influencing senior stakeholders
• The real story behind the Reuters app launch on stage with Steve Jobs
• Why Alina walked away from a high-paid healthtech role to build from scratch
• Key hiring insights from scaling Chili Piper globally
• How to build and maintain company culture in a high-performance environment
• Why numbers, ownership, and empathy are foundational to career growth

Timestamps

00:00 - Introduction and guest welcome

01:14 - Alina’s first job at age 8 and early entrepreneurial mindset

10:42 - First major role at Reuters and the Steve Jobs keynote story

17:00 - Transition to director and lessons in influence and collaboration

23:12 - VP at Pearson and navigating corporate politics

32:36 - Misalignment in healthtech and decision to start Chili Piper

38:48 - Founding Chili Piper and discovering the first product

45:08 - Bootstrapping, VC funding, and evolving founder insights

53:04 - Hiring philosophies and adapting in the age of AI

58:04 - Decision-making culture and onboarding at Chili Piper

01:02:10 - Top 3 career tips and closing reflections

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 and 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/

Follow Alina Vandenberghe: 

LinkedIn: https://www.linkedin.com/in/alinav/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront

In the opening episode of Season 2 of Revenue Career Ladder, host Jamie Pagan is joined by Tom Boston for a candid and often hilarious deep dive into the unorthodox career path that took him from a DIY store cashier to a standout brand voice in B2B SaaS.

Tom shares how moments of feeling lost, accidental detours, and pivotal support from others shaped his eventual discovery of a unique professional lane—one that blends creativity, comedy, coaching, and content. This episode is a heartfelt conversation about figuring it out late, staying true to your voice, and building a career by embracing what makes you different.

Expect to learn:

• How retail and acting prepared Tom for a career in B2B sales
• Why “being yourself” is a strategic advantage in sales and branding
• The unlikely moment that kickstarted Tom’s content career
• What it’s really like building a personal brand from scratch on LinkedIn
• How content, coaching, and career alignment came together at MySalesCoach
• The importance of mentorship, honesty, and figuring out your strengths
• Why it's okay—and even helpful—to feel lost early in your career

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 and 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/

Follow Tom Boston: 

LinkedIn: https://www.linkedin.com/in/tom-boston/

Follow Jamie Pagan: 

LinkedIn: https://www.linkedin.com/in/jamiepagan/

Connect with us: 

LinkedIn: https://www.linkedin.com/company/dealfront/

Facebook: https://www.facebook.com/getdealfront/

Instagram: https://www.instagram.com/getdealfront/

TikTok: https://www.tiktok.com/@dealfront

X: https://x.com/getdealfront

YouTube: https://www.youtube.com/@dealfront