Phillip Hasha · Senior Operations LeaderSaaS Operations / Revenue Operations / GM-track

I run operations like an owner
— because I've been one.

Operating since 2007, through three kinds of leverage: capital, operations, and software. I've owned a $10M+ P&L, led a 60-person team, and now ship production SaaS hands-on with AI tools. Every claim on this page is dated and tied to a source you can check.

Open to full-time senior operations roles · Huntsville, AL · local or remote · Updated August 2026

Or copy the address: phillip@paperplay.live

$10M+P&L owned · WorkPlay, 2018–2023reference-checkable
60+staff hired and led across FOH, BOH, and eventsreference-checkable
$65M+assets under management built · The Redmont Grouppublic record ↗ (opens source in new tab)
1production SaaS live — bookings, payouts, tax recordslive ↗ (opens source in new tab)

One operating career. Three kinds of leverage.

Capital

2007 – 2012

Valued $500M+ in commercial assets as one of the youngest Certified General Appraisers in Alabama history, then turned a division with three straight years of losses into a 140% net-income gain as a Director of Finance.

Operations

2012 – 2023

Co-founded and ran an integrated real-estate firm — design to construction, in-house — then developed, owned, and operated WorkPlay, an award-winning live-music venue in Honolulu.

Software

2024 – today

Now building the operating software for the same rooms I used to run: PaperPlay, live in production — bookings, split payments, payouts, and tax records for local live music.

Most operations leaders can run the cadence or build the automation underneath it. I do both — and I've done each at real scale.

01Career ledger

The career, dated end to end.

Reverse-chronological, sources attached. The résumé carries the same dates.

2024 → Present

Huntsville, AL · Remote

PaperPlay

Founder & Operator

Live-music SaaS — marketplace, booking, split payments, payouts, and tax records. Designed, built, and operated hands-on; live in production.

  • Stripe-based split payments, payouts, and 1099 tax workflows running in production
  • CI/CD with staging → production separation, automated test gates, and feature-flagged rollouts
  • Built hands-on with AI-assisted development — one operator shipping what used to take a team

First product commit July 2024.

2018 → 2023

Honolulu, HI (Kakaʻako)

WorkPlay

Developer / Owner

Dual-concept venue: craft coffee and quiet work by day, craft cocktails and live music nightly. $10M+ scale, 60+ staff.

  • NAIOP Hawaii Kukulu Hale Award, 2019 — credited Developer/Owner on the award record
  • Converted a failed coworking concept into an award-winning venue — designed and built in-house
  • Nightly live-music programming and full hospitality operations until close, September 2023

LLC registered June 2018; venue closed September 2023.

Oct 2012 → 2023

Honolulu, HI

The Redmont Group

Co-founder, Principal & CEO

Integrated commercial real-estate firm — brokerage, appraisal, design, construction, and property management. 13 direct reports across 7 divisions; $2M+ annual revenues.

  • Built the property and asset-management divisions to ~1M SF and $65M+ in assets under management
  • 27.1% IRR and 1.72× equity multiple on a 38-unit repositioning, inside 30 months
  • $30M+ in acquisition, lease, and redevelopment projects in a single 12-month span
  • Structured and executed the acquisition of a large portion of a long-standing valuation firm

Jan → Oct 2012

Honolulu, HI

Direct Support Resources

Director of Finance

Second in authority to the CEO; led 30+ direct reports in a 100-employee organization.

  • Turned three straight years of divisional losses into a 140% net-income increase — lifting company net income 42%
  • Owned GAAP records, cash flow, forecasting, banking relationships, and capital-structure decisions

Dec 2007 → Dec 2011

Birmingham, AL

Hasha Appraisal & Consulting · ERA King

Certified General Appraiser · Commercial Agent

The analytical foundation: commercial valuation and brokerage, concurrently.

  • Valued $500M+ in commercial assets; among the youngest in Alabama history to earn the Certified General license
  • Concurrently the top-producing commercial agent among 120+ peers at ERA King, with $16M+ listed

Auburn University — B.S. Business Administration, Finance (2007) · Executive Master of Real Estate Development

02Selected proof

Proof you can click.

Not a skills list — three operations, each with dates, sources, and a way to check the claim.

Operating case · 2018–2023

WorkPlay

An award-winning Honolulu venue: craft coffee and quiet work by day, craft cocktails and live music nightly — developed, owned, and operated end to end.

P&L ownershipTeam leadershipHospitality operations

AI system · decision boundaries

Remote Job Co-Pilot

The job search itself, run as an operating system: automate discovery and preparation, keep every decision and submission human.

AI automationProcess designDecision systems

03The obvious question

Why I'm going in-house.

I've had my at-bat as an owner — built the firm, bought the building, made payroll, won the awards, closed the chapter. What I want now is a bigger machine to help run: scale I can't reach solo, a team to build with, and problems where operating discipline is the difference.

Here's the reframe I'd offer any hiring manager wary of founders: founders don't lack bosses — we have the most of them. Lenders, landlords, inspectors, regulators, and sixty people expecting payroll every Friday. I have spent my whole career answering to reality. A reporting line is a simplification.

The obvious follow-up is PaperPlay's future. Fair question — ask it first on the call, and you'll get a specific, honest answer.

Twice nominated by the Governor of Hawai'i to the Hawai'i Community Development Authority — 2017 and 2022. The state checked the record too. public record ↗ (opens source in new tab)

04Operating system

I arrive with an operating system.

Run for years across a 60-person hospitality org and a one-person software company — the cadence is the same; only the scoreboard changes.

Eliminate

Does it need to exist? The fastest improvement is sometimes to stop doing it.

Automate

Can a system do it reliably? Use software and AI to remove repetitive work.

Delegate

Does it need a human — but not me? Put ownership where it's best equipped.

Do

Does it require my judgment? Spend leadership time only where it compounds.

My operating style is shaped by years of practical use of Traction/EOS principles. EOS®, Traction®, and related marks belong to their respective owners; no certification or affiliation is implied.

05External validation

The public record.

Dated, issued by someone else, and linked to the source.

Hiring for senior operations? Let's find out fast.

Open to full-time senior operations roles · Huntsville, AL · local or remote · Updated August 2026