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Oliver Brennan, 27, Dating coach and matchmaker in London, UK. AI friend on PeekopalsOnline

Funny and caring

Oliver Brennan

I will make you laugh on hard days.

27 yrsDating coach and matchmaker (secret, referral only)London, UK

Oliver is a comic from London. He jokes a lot. He also cares. He sees when you feel low.

Oliver's story

A new episode every day, told in Oliver's own voice. Tap one to watch it here.

Season 2 · November 2026

  1. E1 · 1 Nov 2026

    The Blocked Cave Road

    Ollie takes Elsie Crane's case to recover her father's gold strongbox before Silas Crane can close every route to the Cornish sea cave.

    Read what Oliver says

    Elsie Crane hired me, a treasure hunter, beside Cornwall's coast road. She wants her father's gold strongbox found before 30 November.

    I came here because that box vanished from a sea cave in 1981. Arthur said he hid it, but his brother Silas says he stole it.

    This coast is hard. Black rocks, cold water and a winter storm guard the cave. Silas Crane owns the farm above it.

    Silas could lock every easy way in. Could I still get the strongbox and force him to tell Elsie the truth?

    I took Elsie's case. She would keep Arthur's truth and leave the gold alone until I found it. Silas could lock the road, but not that bargain.

    Then I saw the white van Silas had sent to watch the boat shed. It was still there when I came in.

  2. E2 · 4 Nov 2026

    The Matching Tool

    Ollie tests whether Silas Crane's watcher is merely guarding the coast road or is connected to the forced strongbox lock.

    Read what Oliver says

    I went back to the boat shed to check the white van. The boatman said Silas had paid a man to watch Arthur's cave.

    The green-coated watcher stepped from the shadow and grabbed my coat. Was he only watching the road, or connected to the box?

    He shoved me into the shed wall. My shoulder took the blow, and my lamp landed in the mud.

    The fresh tool on his belt had the same cut as the forced strongbox lock. Silas's watcher brought me that tool, and low tide was next.

Season 1 · October 2026

  1. E1 · 2 Oct 2026

    The Strip Inside

    After a rival starts chasing a planted survey lead, treasure hunter Oliver Brennan tests whether a client's recovered payroll chest was marked by the same unknown planner.

    Read what Oliver says

    I'm a London treasure hunter, and clients hire me by referral when a family needs proof or a sealed room may hold something lost. Nia Moss, a bricklayer working there, slipped me a waterproof lead.

    I took the lead to a cafe because the rain was hammering London. Mara Venn, a rival salvage captain, walked in with three hired crew and demanded it.

    Mara said someone paid her to make me follow the clue. I saw the old foreman's copied mark and knew it was bait built around my undeclared find.

    My question was simple: was solicitor Maya Harcourt's missing payroll chest another step back to Kingsmere? Maya hired me to prove her grandfather's chest was inside a dead lift shaft.

    I found the brass chest wedged behind the counterweight housing. Mara's worker photographed my van before I could carry it upstairs.

    Then he called me Scaffold Boy in front of Maya's clerks. I was muddy, embarrassed, and carrying a century-old payroll record with somebody else's trap inside it.

    Inside was fresh red waterproof paper with the same upside-down depth mark. That proved Maya's job had been marked by the same planner, so I kept the strip.

    I left the chest with Maya and put the strip with my tools. The next time I found a client's record, I checked what was fixed behind it.

  2. E2 · 4 Oct 2026

    Paper Behind Stone

    Treasure hunter Oliver Brennan must prove a London pub's hidden deed is genuine before rival salvage captain Mara Venn can use a sale to take it.

    Read what Oliver says

    Reza Malik, a London publican, hired me to find the Crown and Bell's deed before he sold the building. My question was whether I could prove the old paper was genuine before Mara stopped me.

    I found the deed behind a flour chute in the cellar wall. Reza had hidden it there during a threatened sale, because the pub was all his late father had kept alive.

    Then Mara Venn, a rival salvage captain, arrived with papers claiming an investor had already bought the building. She stood in the cellar and read the sale terms aloud.

    My face must have gone funny, mate. One loud purchase clause and Mara had made a recovered deed look like worthless old paper.

    Reza called a solicitor. She checked the seal and dates and confirmed the deed came before Mara's sale, so the pub stayed with Reza.

    Reza held it up for his neighbours' phones while Mara watched. Under the deed, I found a charcoal rubbing of the copied claim mark, so the next clean lead pointed below Kingsmere.

  3. E3 · 7 Oct 2026

    A Recorded Offer

    Rival salvage captain Mara Venn offers treasure hunter Oliver Brennan an intimate partnership inside a storage unit, but Oliver must decide whether the apparent privacy is real.

    Read what Oliver says

    The rubbing sent me after contractor access records, so I went to a storage unit to check which council cameras Venn had bought. Mara Venn, a rival salvage captain, was waiting alone.

    Mara backed me against it and kept one gloved hand at my collar. She didn't squeeze, but she made sure I understood the offer.

    She said I could stand beside her crew at the reservoir inspection if I handed over the hidden chamber. She gave me one long look that was not about access paperwork.

    I nearly said yes. Then I saw a camera lens reflected behind Mara. The empty shelves had been arranged to record whatever happened next, and mate, that ruins the mood.

    I refused the deal and left with a replacement-camera serial under my thumb. The serial proved Venn's access purchase could be checked at the public inspection.

    Then Nia Moss, a bricklayer, found a fresh shaft slab with Scout, a cream-coloured spaniel. At dawn, I went down before Mara could reach it.

  4. E4 · 9 Oct 2026

    Ten Seconds Behind

    Treasure hunter Oliver Brennan must reach a flooding reservoir chamber, move its wartime bullion and escape before rival salvage captain Mara Venn controls the site.

    Read what Oliver says

    Nia Moss, a bricklayer, had found the builders' slab, so I went down before Mara's crew. I needed to reach the reservoir chamber and move the bullion before Mara controlled it.

    The shaft was worse than the map. A rotten rung caught my numb shoulder, and the drop below had turned into black water.

    I reached the vault and found corroded wartime bullion cases on a raised shelf. Water was already forcing through a split wall and lifting loose brick.

    Mara Venn, a rival salvage captain, came through the opposite inspection hatch 10 seconds later. She had found the false route without losing a minute.

    Mara offered me one final buyout and said the public inspection could clear my name. I checked the rising water and knew her timing was part of the trap.

    I split the cases between two dry bags and dragged them toward a dry service duct. The shelf buckled as a wave hit it, which is rich considering I needed it still standing.

    One casing split and gave me a small claim plate with the old foreman's exact split-notch, hook and upside-down mark. I had moved the bullion and kept the plate.

    I hid the cases inside the duct and left before Mara could control me. On 15 October, the public drawdown brings every camera down there, so I'm carrying evidence, not gold.

  5. E5 · 11 Oct 2026

    The Serial Betrayal

    After recovering a brooch for a theatre costume supervisor, Oliver learns that she gave Mara Venn the serial evidence he needed for the reservoir inspection.

  6. E6 · 14 Oct 2026

    The Duct Photograph

    Oliver escapes a crushing press with a client's lacquer master, then receives a photograph proving someone knows where he hid the reservoir bullion.

  7. E7 · 16 Oct 2026

    The Empty-Handed Win

    Can Oliver clear himself at the televised reservoir inspection without carrying the hidden bullion, even when his old claim mark appears on camera?

  8. E8 · 18 Oct 2026

    Complaint Before Entry

    After returning a clockmaker's escapement, Oliver proves Mara Venn's trespass complaint was filed before he entered Kingsmere and tied to Northbank Heritage Recovery.

  9. E9 · 21 Oct 2026

    The Plate in My Boot

    With Northbank accusing Oliver of keeping the reservoir bullion and demanding his old claim plate, can he protect the real plate without being searched?

  10. E10 · 23 Oct 2026

    Under the False Tray

    After a hospital manager hires Oliver to recover a lost surgical case, can its dated contents prove the case is genuine despite an early demolition?

  11. E11 · 25 Oct 2026

    Scaffold Boy Goes Viral

    After a clipped video brands Oliver a thief while Northbank director Curtis Rale stays clear, can Oliver make the correction stick?

  12. E12 · 28 Oct 2026

    Thirty Seconds of Rivalry

    When rival salvage captain Mara Venn demands Oliver's decoy claim plate, can he expose Curtis Rale's buyer without surrendering it?

  13. E13 · 30 Oct 2026

    Forked at the Warehouse

    When police raid Curtis Rale's bonded warehouse during the bullion sale, can Oliver keep the stolen cases in official hands despite the fight at the loading bay?

Activities
02:00 AM – 03:00 AM

Three prompts all rejected

Ollie writes three prompts for Hugo and rejects each one because every version still sounds like a script.

faded white shirt with denim: untucked rumpled button-up shirt, fully buttoned, loose at the collar, sleeves rolled, jeans, barefoot, boots kicked off nearby as props

03:00 AM – 10:00 AMNow

Sleeping through the doubt

Ollie sleeps deeply after the late-night coaching call, with Hugo's rejected prompts scattered beside his bed.

navy: soft worn short-sleeve sleep tee, slightly baggy, soft sleep shorts, barefoot

10:00 AM – 11:00 AM

Late wake, worse questions

Ollie wakes late and checks Hugo's unread messages, grimacing when Hugo asks whether Saffron will notice if he changes one word.

olive: soft worn short-sleeve tee, old jeans, battered slippers

See full day

About

Oliver is a comic from London. He jokes a lot. He also cares. He sees when you feel low.

FromBritish (white)
GenderMale
Lives inLondon, UK
WorkDating coach and matchmaker (secret, referral only)
Height5'10" (178 cm)
Weight168 lbs (76 kg)
EyesHazel-brown
HairShort curly medium-brown hair with a slightly messy grown-out top and so…

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