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About Us

At Times 20, we believe small businesses deserve the same growth opportunities and automation tools that big corporations take for granted. That’s why we’ve made it our mission to level the playing field—so that service-based entrepreneurs can capture every lead, build better systems, and expand sustainably. Whether it’s automating missed calls, creating content strategies, or engineering entire funnels, everything we do is geared toward helping you work smarter, not harder.

Wil Kirwan

With over 15 years of experience in tech as a software developer and product manager, Wil transitioned into entrepreneurship to make a more meaningful impact. My agency specializes in leveraging the powerful HighLevel CRM to simplify marketing, streamline operations, and drive measurable results for local businesses.

Wil understands the challenges business owners face, from struggling to generate leads to managing disorganized systems and manual processes. That’s why he made it his mission to be a force multiplier for businesses by creating seamless, efficient, and delightful customer experiences.

Jessica Allen

Jessica Allen isn’t your typical sales and marketing consultant—she’s the anti-cringe crusader businesses didn’t know they needed. With over 20 years of experience breaking rules and rewriting the playbook, Jessica turns chaos into profits by crafting authentic sales strategies that ditch the transactional sleaze and focus on relationships and trust.From closing an $80K MRR deal with T-Mobile in just 90 days to helping clients triple their revenue potential, Jessica is a proven Revenue Growth Guru. Her approach? Build trust, create real connections, and slay deals—without selling out. Whether she’s designing onboarding experiences that drive 90% close rates or launching innovative networking events at the movies, Jessica makes business growth a delightful experience.Jessica’s career began in operations, but her natural knack for solving problems and delivering results turned her into a powerhouse in sales and marketing. From being the youngest district manager at 23, managing $500K in monthly revenue, to co-founding startups and raising $500K in just three months, Jessica thrives on scrappy, strategic success. She’s the co-founder of
Times 20 Consulting, where she helps businesses ditch cookie-cutter advice for bold, data-driven strategies that resonate. Jessica’s not just about sales—she’s about creating experiences that stick, solving problems with heart, and making every client feel seen and valued.
If you’re ready to stop selling unicorns and delivering donkeys, Jessica’s your guide. Just don’t expect anything boring.