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Ryan and Neal sit down with Andrew Stephens, co-owner of Exit Realty Metro and one of the most consistent top producers in the Halifax real estate scene. Andrew brings a unique perspective to the show as a second generation realtor who grew up riding shotgun with his dad Sterling Stephens, now runs the family brokerage alongside him, and still competes for top sales honours every single year while juggling the demands of being a managing associate broker.
The conversation covers everything from Andrew’s early life as a kid with a briefcase sitting at kitchen tables while his dad showed houses, to playing Team Canada volleyball in Gatineau, to building a 90 agent brokerage in Burnside. The guys get into what actually works for growing a real estate business today, why social media and sphere of influence beat cold calling and door knocking, and the hard truth about what it really takes to break into real estate investing in 2026.
Andrew also gives a refreshingly grounded take on the current Halifax market, pushing back on the doom and gloom narrative and arguing that what everyone is calling a soft market is actually just a normal one. The three of them dig into neighbourhood opportunities, the untapped potential of North Dartmouth, the up zoning play on peninsula properties, and why Halifax traffic is both a legitimate problem and a problem people love to over complain about. If you want a boots on the ground view of the Halifax market from someone who lives it every day, this one is a must listen.
Show Notes:
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Ryan flies solo for Episode 156 and sits down with Jordan Ellis of TMG, The Mortgage Group out of Summerside, PEI, marking the first time the podcast has welcomed a broker from the Island. Jordan brings an unconventional background to the mortgage world, going from calling junior hockey play by play for the Summerside Western Capitals and working in radio sales to becoming one of CIBC’s top ranked mortgage advisors in the country before taking the leap into the independent broker side.
Jordan walks Ryan through his wild early run at CIBC, where he closed 125 mortgages in his first eight months with zero banking background, then explains the thinking behind leaving a top ten national ranking to build his own business at TMG. He gets candid about the real differences between the bank and the broker world, why having access to alt and private lending has transformed his business, and the referral network and local relationships that fueled his rise.
The two also dig into the PEI market and its massive post Covid price surge, how remote work changed the Island forever, and what Jordan is building next, including his plans to grow a team and expand into other Atlantic markets. If you are a bank mortgage advisor considering the broker side, or just curious how a small market broker becomes a national Rising Star, this one is loaded with real tactical insight.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Ryan and Neal take listeners deep into one of the least glamorous but most important parts of running a private lending business: what happens when a borrower stops paying. This episode is a tactical breakdown of how to handle missed payments, when to escalate, and how to actually recover capital without blowing up the deal or the relationship.
The guys walk through the three phases of enforcement, from proactive communication and payment plans, to underwriting for downside protection, to the moment it is time to hand the file to an enforcement lawyer. Ryan shares a detailed real world story about a long time borrower who went through four renewals, multiple NSF fees, and a listing in a softening market, and how a judgment call on waiving some renewal fees turned a stressful file into a clean exit. Along the way, the two cover provincial differences in foreclosure and power of sale, why your commitment letter is your most important asset, the levers lenders have that banks simply do not, and the real reason renewal fees are a bigger piece of lender revenue than most people expect.
Show Notes:
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
For Episode 154, Ryan and Neal skip the deal talk and pull back the curtain on the personal journeys that led both of them into private lending. Neither one of them came from a banking background. Both are engineers by training. And both took very unconventional paths through corporate life, entrepreneurship, and real estate before eventually crossing paths on a private lending deal that would change everything.
Ryan walks through his journey from mining engineer in Sudbury during the 2008 financial crisis, to grinding on the Costco desk at PepsiCo and Reckitt, to eventually joining his family's private lending business and helping build it before co-founding Keystone. Neal shares his hustle heavy path from flipping cars and importing products in university, to buying his first rental with a fake income sheet, to a legendary refinance that put a $150,000 check in his hands during his final year of engineering school. He walks through the burnt out 11 unit building that introduced him to private lending, the moment he realized how scalable the lender side of the business really was, and the exact meeting with Ryan that planted the seed for what would become Keystone.
Along the way the guys get into a wide ranging debate on whether Costco is actually the best shopping experience in Canada, why engineering as a profession can feel like a trap, and the one regret they both wish they could go back and change.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Ryan and Neal sit down with Jason Alexander, CEO of Mortgage Automator and now also CEO of Lendr, for a candid conversation about the software powering a huge chunk of Canada's private lending industry. Jason unpacks his 30 year career in tech, from his very first job working for Mark Cuban in 1996, to leading multiple software companies through major growth and eventually landing in the CEO seat at Mortgage Automator just over a year ago.
The guys dig into the recent Lendr acquisition and why it fundamentally changes how Automator will operate going forward, with Automator becoming Canada exclusive and Lendr taking over as the platform for all US customers. Jason gets refreshingly transparent about what was working, what needed to change, and where the product is headed next. Expect deep dives on the upcoming loan servicing overhaul, why big lenders are asking Automator to help them get rid of their in house IT teams, how AI and MCP integrations will change day to day lending workflows, and Jason's take on the differences between the Canadian and American lending markets. If you use Automator, are considering it, or just want to understand where lending tech is heading, this one is essential listening.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Ryan flies solo for Episode 152 and sits down with James Goode, a realtor with The Agency in Halifax and one of the most recognizable faces in Atlantic Canadian real estate content. If you have ever scrolled through TikTok or Instagram and watched a guy sprint through a stunning listing set to music, chances are you were watching James. In this conversation, he pulls back the curtain on how a random idea from a friend turned into a 200,000 view content formula, and how his social presence has actually closed deals for his clients.
James walks Ryan through his unlikely path into real estate, from a theology degree to becoming a CPA at Ernst and Young, before Covid pushed him toward a career reset. They dig into what makes content actually work in a saturated realtor market, why negativity in the comments is sometimes the best thing that can happen to a video, and the strategic differences between TikTok, Instagram, and YouTube. The two also cover the current state of the Halifax and rural Nova Scotia market, the price points that are moving versus sitting, and a preview of James's upcoming HGTV style TV appearance on Oceanfront Property. If you are a realtor, mortgage professional, or anyone building a personal brand, this one is loaded with tactical takeaways.
Show Notes:
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Neal and Ryan are back for a fun one, this time cracking open the strange, sometimes sketchy world of unique lending. Most people think lending means mortgages, car loans, and business lines of credit, but the reality is that almost any asset with real ownership, verifiable value, and a viable exit can be borrowed against. In this episode, the guys walk through the assets that actually get pledged as collateral every day, including stocks, cryptocurrency, fine art, watches, jewelry, wine, classic cars, receivables, inventory, patents, and even goodwill.
Along the way, Neal shares his skepticism on some of the market's more inflated corners, Ryan tells the wild true story of a $2 billion art thief who never sold a single piece, and the two get into the mechanics of how ultra wealthy collectors use their assets to unlock liquidity without triggering a tax bill. They wrap with a rapid fire round on what they would personally lend against, and the one form of collateral that keeps them both up at night.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Neal and Ryan hit a big milestone with Episode 150, and they're marking it with one of their most globally minded conversations yet. They kick things off with two massive Canadian deals that just crossed the wire: RBC and BMO offloading Moneris, one of the country's most important payment processors, to US private equity for $2 billion, and Air Canada selling a 25% stake in Aeroplan to Blackstone at a $10 billion valuation. The guys dig into what these deals actually mean for competition, consumer choice, and the quiet devaluation of your loyalty points.
From there, they zoom out to the main topic: private credit as a global asset class. Now worth over $2 trillion, private credit looks very different depending on where you are in the world. Neal and Ryan walk through how the US, Europe, Asia Pacific, Australia, and Canada each carved out their own version of it, why Canada's market is heavily tilted toward real estate, and where the sector may be headed next. They close with a sharp take on why Canada is unlikely to ever mirror the US model, and why that might actually be a good thing for disciplined lenders.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
Neal and Ryan are back with a solo news roundup episode covering the biggest stories moving Canadian real estate, lending, and beyond. They kick things off with a wild data point out of Halifax: a brand new 291-unit downtown tower is sitting at just 20% leased, and what that could signal about vacancy risk creeping into REIT-owned portfolios across the country. Then they dig into new Mortgage Professionals Canada data showing broker share is climbing fast, hitting 38% overall and 48% among first-time buyers, with Quebec and Alberta leading the way and Atlantic Canada still lagging behind.
From there, the guys pivot into a very different conversation: Nvidia has struck deals with major investment firms to borrow against its chip inventory, and Neal shares his theory on why tech could become the next major asset class for lending (with a bonus Taiwan conspiracy thrown in). They wrap with a quick take on Mortgage Automator's acquisition of Lendr, why AI is starting to disrupt the legal tech stack, and a preview of who's coming on the pod next.
Show Chapters:
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
In this episode, Neal and Ryan sit down with Arees Jiwani, President of TM Investments. Arees walks us through his journey from the Ivey Business School to helping build one of Canada's most rapidly growing financial services groups, going from seven employees to over 400 in a decade. We dig into RFA's acquisition of Street Capital, the launch of TM Investments in 2024, and the group's unique capital structure backed by long-term institutional investors and a wealth management arm based in the Cayman Islands.
Arees shares why permanent capital is the name of the game in today's private lending market, how TM Investments approaches AA and AAA deals in the competitive GTA space, and where he sees the biggest opportunity hiding in plain sight: the $3 to $4 million home segment in prominent Toronto neighbourhoods. We also cover bridge financing, blanket mortgages, creative deal structuring, and TM's ambitious plans to scale well beyond the $300M mark.
Show Notes
Resources:
Keystone Capital Group
CPLP Instagram: @cplpodcast
Keystone Instagram: @keycapgroup
Find Neal On:
Instagram: @neal.andreino
LinkedIn: Neal Andreino
Find Ryan on:
LinkedIn: Ryan MacNeil
E-mail: [email protected]
ENROL IN THE CPL NEWSLETTER:
http://eepurl.com/FIKgpXhSbH
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