9 ventures. 5 industries. Each embodying a distinct pillar
of the Ascend Onward philosophy.
Croft Enterprises, LLC
The Foundation
Founded in 2008 during one of the worst economic crises in U.S. history, Croft Enterprises was built on creating real value — and was thriving in major cities nationwide by 2017. The firm provides essential tax consulting, tax planning, tax resolution, financial consulting, business consulting, and goal setting — helping clients navigate complexity with confidence.
Ascend Onward Ventures, LLC
The Vision Hub
The flagship holding and vision entity behind the entire portfolio — where ambitious ideas are evaluated, funded, and brought to life across every industry Paul operates in. Ascend Onward Ventures is where professional prowess meets personal passion at the highest level, providing strategic clarity and experienced guidance to those ready to reach their next level of success.
Paul Thomas Croft
The Personal Brand
Beyond the ventures, Paul Thomas Croft is a brand in himself — one built over decades on the pillars of resilience, growth, courage, faith, and integrity. His personal brand represents everything the Ascend Onward philosophy stands for: the belief that clarity is earned, that fear is a doorway, and that the most powerful thing a person can do is commit fully to who they are and what they stand for.
As a speaker, Paul draws from lived experience — from building enterprises during economic crises, to performing on stage in front of thousands, to navigating the personal and professional challenges that shape real leadership. His voice carries the weight of someone who has done the work, faced the unknown, and come out with clarity on the other side.
Emerald Life, Inc
The Protection Pillar
A life insurance agency focused on securing the financial futures of families and businesses — the essential foundation every ambitious client needs before ascending. Emerald Life provides term life insurance, executive life insurance, key person insurance, disability insurance, buy-sell agreement funding, and equity index annuities.
Strategic Wealth Innovations
The Advanced Planning Arm
Advanced financial and insurance planning for high-net-worth individuals and businesses — engineered to grow, protect, and transfer wealth with precision and purpose. Strategic Wealth Innovations specialises in advanced financial planning, advanced insurance planning, wealth transfer strategies, estate planning, and retirement solutions.
RARE Enterprises, LLC
The Creative Engine
The marketing and advertising agency that brings Paul's visionary ideas to market — combining strategic thinking with compelling creative execution, including customised AI solutions across all channels. RARE ensures that every brand in the portfolio is seen, heard, and future-ready.
ESCO
The Entertainment Venue
A premier entertainment and hospitality experience that brings people together through atmosphere, culture, and world-class service — a testament to Paul's eye for creating iconic spaces. ESCO is proof that culture and commerce intersect, delivering experiences that resonate far beyond the moment.
Trino (formerly KOMO)
The Hospitality Flagship
A successful foray into modern hospitality in Chicago's West Loop — showcasing Paul's ability to identify and capitalise on cultural trends by creating truly unique, unforgettable dining and nightlife experiences. Trino blends Japanese cuisine with Latin infusion, a 7-course tasting menu, a night-club, and EDM & Latin vibes in the heart of Chicago's most dynamic neighbourhood.
Pub Sumo
The Neighbourhood Destination
A Japanese American pub in the heart of Chicago's River North — where Sumo meets Merica. Pub Sumo blends American diner classics with Japanese pub traditions across an all-day menu featuring brunch, lunch, happy hour, and dinner. Led by Executive Chef and Partner Macku Chan, the kitchen specialises in Japanese-inspired twists on American bar classics, reimagining familiar favourites with a distinct Japanese flair. Located at 601 N Wells, Chicago IL — open daily 11am–9:30pm.